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Welcome back to the Unlearn podcast! Today, we're exploring neuroscience with Dr. Marcia Goddard, a top neuroscientist and high-performance expert. As the founder of Brain Matters, a LinkedIn Top Voice, TEDx speaker, and a Neuroscientist. She's known for making science practical for business success. Her work with Formula 1, where she studied behavior and culture within teams to develop comprehensive strategies that enhance performance, along with her contributions to Leiden University, and The Contentment Foundation has helped leaders and teams boost performance and teamwork. She is also the Board Advisory Member of Equalture. Tune in for an insightful talk on unlocking human abilities and building creative workplace cultures!

She is a respected neuroscientist who is dedicated to guiding young professionals and bringing fresh ideas into different industries. Dr. Marcia’s work is a valuable resource for anyone aiming to make a big impact in technology and business.

Dr. Marcia Goddard, a neuroscience expert with over 10+ years of experience, applies brain science to boost workplace performance and culture. She has consulted with high-performance teams, including Formula 1 and Fortune 500 companies, optimizing team dynamics. Her thought leadership focuses on psychological safety and inclusion, guiding organizations toward innovation and growth.

• Expanding Globally: Dr. Marcia Goddard’s strategies for international growth.  
• Overcoming Challenges: Solutions for fast-changing industries.  
• Adapting to Change: Stay flexible, ditch outdated methods.  
• Personal Experience: Dr. Goddard’s lessons in action.

• Effective Strategies: Dr. Marcia Goddard on reshaping industries.  
• Thriving in Growth: Tips for fast-expanding businesses.  
• Experience to Innovation: Dr. Goddard’s journey to better solutions.

Get ready for an enlightening conversation with Dr. Marcia Goddard on infusing new ideas into business strategies and fostering a culture of innovation and growth.

[00:36] - Episode Precap

"Welcome back to the Unlearn podcast, where we challenge conventional thinking to unlock high performance and breakthrough innovation."

[01:17] - Guest Introduction: Dr. Marcia Goddard

“I'm joined by Dr. Marcia Goddard, a neuroscientist, author, and keynote speaker specializing in applying brain science to workplace performance and culture.”

[02:30] - Navigating Introversion, Networking Opportunities, and Career Growth

"My career was once a series of what I called coincidences, but I no longer believe they were."

[06:46] - Unlearning Misconceptions in Neuroscience

"There are two answers to that. My favorite quote is, 'If the brain were simple enough for us to understand, we would be too simple to understand it.”

[10:26] - Practical Tips for High-Performance

"It's a good question, especially in individual coaching. I think that's what it's related to."

[12:40] - The...

Welcome to UNLEARN, the podcast where we will discuss the transformative journeys, innovative tactics, and the pivotal mindset shifts necessary for authentic progress and development. Today, I'm thrilled to welcome Kristie Edling-Day, the current Executive Vice President and Chief Information Officer of Advisor Technology at LPL Financial, and former Principal and Chief Information Officer at Vanguard, a pioneer in strategic development and information management.

Kristie is not just a leader; she also loves helping young professionals grow and bringing new ideas to different industries. The book ‘Innovate to Elevate: Transforming Markets and Minds in Southeast Asia’ explores groundbreaking insights, offering valuable strategies for those aiming to drive change in technology and business.

Kristie has worked in the Financial Services industry for over 18 years, helping improve technology and develop new products. At LPL Financial, she manages Client Works, a platform that helps over 20,000 advisors with important tools for handling accounts, investments, trading, advisory programs, and compliance. She also leads LPL’s strategy for AI, making sure the company and its advisors have access to the latest in what technology can do both for efficiency and growth.

• Growing Businesses Worldwide: Kristie shares how to expand companies across different countries.  
• Facing Challenges: Tips on handling problems in fast-growing industries.  
• Learning and Adapting: Why being open to change and unlearning old ways helps with innovation.  
• Using Personal Experience: How Kristie solves problems based on her own challenges.

• Smart Strategies and Strong Operations: Kristie explains how these key skills can change industries.  
• Succeeding in Fast-Growing Markets: How to handle challenges in quickly expanding businesses.  
• Turning Experience into Innovation: How Kristie uses her own experiences to create better business solutions.

Get ready for an insightful talk with Kristie Edling-Day on bringing fresh ideas into business strategies and building a culture of innovation and growth.

[00:37] - Episode Introduction

"Systems like LPL’s ClientWorks platform are so important and they help over 20,000 advisors manage their work more effectively and stay compliant. "

[01:35] - Guest Introduction: Kristie Edling-Day.

“I did not join Vanguard thinking I wanted to be an executive in technology."

[05:20] - Turning Point in Career Growth Choices and Embracing Uncertainty.

“On my first day at the new job, I realized that I didn't really know the boss or even the names of all the divisions in the company."

[10:05] - Nurturing Passion and Building Effective Leadership Teams

"What are the things you were doing when you chose to stay late, didn't mind, and in fact, were excited or couldn't wait to get up the next day?"

[16:28] - Adjusting to New Roles and Unlearning

"I think it is one of the most profound realizations that two organizations can think about roles and define them very differently."

[24:05] - Discovering Aha Moments in Personal Growth

"Some of the things that helped you, like those aha moments? Now that you have new clarity, what are you doing differently?"

[28:54] - The Need for Unlearning in Industry...

Welcome to UNLEARN, the podcast where we explore the transformative experiences, strategies, and mindset shifts essential for true innovation and growth. Today, I’m honored to host Crystal Lee Gonzalez, a trailblazer in strategic growth and innovation across Southeast Asia.

Born and raised in the Philippines, Crystal has spent the last fifteen years shaping and scaling some of the region’s most prominent brands. She is the Co-Founder & CEO of NoneAway and was previously the Co-Founder of PICK.A.ROO. Her leadership has left a significant mark on multiple industries, serving as the Former CEO of Canva Philippines & Southeast Asia, Former President & Managing Director at HonestBee, and Former Regional Head of Southeast Asia at Viber. With a career spanning top-tier organizations, she also held key roles as the Group Account Director at Tribal Worldwide, Head of Branding at Lazada Group, and Marketing Head at YAHOO.

Beyond launching and leading businesses, Crystal finds deep fulfillment in mentoring emerging talent and reshaping industries through innovation. Her expertise is now encapsulated in her upcoming book, Innovate to Elevate: Transforming Markets and Minds in Southeast Asia, a must-read for those looking to make a lasting impact in technology and strategic development.

• Scaling Global Startups: Crystal details her strategies for business expansion in Southeast Asia.
• Embracing Challenges: Insights into overcoming obstacles in high-growth environments.
• Unlearning for Growth: How adapting and unlearning fuels innovation.
• Leveraging Personal Experiences: Crystal's approach to creating solutions from personal pain points.

• The NoneAway Model: Crystal demonstrates how strategic thinking and operational excellence revolutionize real estate.
• Adapting in High Growth Markets: Mastering the challenges of rapid expansion and market dynamics.
• Innovative Solutions from Personal Insights: How Crystal’s personal experiences inspire practical business innovations.

Prepare for an insightful conversation with Crystal Gonzalez on Bringing fresh ideas to startup strategies and cultivating a culture of innovation and strategic growth.

[00:35] - Episode Introduction

"In the Philippines, there are 120,000 reported scammers in real estate. This is why, even with a legitimate broker, I felt unease and anxiety until I received the keys to my house."

[01:18] - Guest Introduction: Crystal Lee Gonzalez

"Welcome to the Unlearn Podcast. Today, I'm honored to host Crystal Gonzalez, a leader in strategy and growth who has developed and scaled renowned brands across Southeast Asia."

[03:03] - Viber's Launch Story

"It started when I met Talmon, the founder. My first question was simple: Why are you in the Philippines?"

[07:50] - Nurturing Empathy and Innovation

"Okay. So...

Welcome to UNLEARN, the podcast where we explore the stories, strategies, and mindset shifts that drive real innovation and growth. Today, I’m glad to be joined by Diana Stepner, a true trailblazer in the world of product management and people-centered leadership.

A Silicon Valley native, Diana has spent over two decades building and leading global product teams for companies like Monster, Cheapflights (later acquired by Kayak), Salesforce, and Razorfish. As Co-Founder, at Product Gold and Former VP of Product Management at Pearson, she has honed her expertise in creating impactful solutions. Along the way, she discovered that while launching great products is exciting, helping people launch their careers is even more rewarding..

Diana’s passion for fostering talent and preparing organizations for the future shines in her new book, Next-Gen Product Management: Future Proof Your Career. It’s a must-read for anyone navigating the rapidly evolving landscape of technology, teams, and innovation.

We dive into her journey, the lessons she’s learned, and the practical advice she has for product leaders looking to thrive in an ever-changing world.

Check out her website at www.dianastepner.com to learn more. 

• Product vs. Project Management: Diana explains the key differences.  
• Supercharging Product Managers: How top contributors maximize impact.  
• Winning with Teams: The power of cross-functional collaboration.  
• Breaking Into Product Management: Trends shaping new career moves.

• The Product Gold Framework, Diana shows how adaptability and empathy unlock market opportunities.  
• Engagement in the Digital Age by mastering attention in a world full of distractions.  
• Thinking Differently in Business: How challenging norms drives big advancements.

Prepare for an enlightening discussion with Diana Stepner on transforming traditional product strategies and fostering a culture of creativity and innovation.

[00:33] -Episode Introduction

"One of the trends that we're seeing in product management is this rise of a super IC. People are able to do a whole lot more because of AI than they could have done before."

[01:33] - Guest Introduction

"Today, we’re joined by Diana Stepner, an expert in product management and people-centered leadership. Diana has built leading global product teams at companies like Product Gold, Monster, Salesforce, and Razorfish."

[03:08] - Shift from Project to Product Management

"People kept saying, 'Oh, you're a project manager.' And I'm like, 'No, I'm not a project manager. I am a product manager.' Over time, people began to realize that it actually was a skill or an expertise."

[10:44] - The Role of Collaboration in Product Management (corrected from 10:49)

"You need all of those instruments to come together to really make the music sing, and companies still...

Welcome to the UNLEARN Podcast! Today, we’re joined by Emily Ross, co-author of Just Evil Enough and a leader in brand strategy and creativity. With a career spanning tech innovation, marketing, and even circus performance, Emily approaches challenges from unconventional angles.

As Director of Brand Strategy at X (formerly Twitter) for EMEA, Emily also serves as an Advisory Board Member at SXSW and GoGreen Routes, an EU funded, pan-European research project on nature-based connectedness, as Co-founder of Resonance Festival  (Resonance-Lough Derg), and a mentor to startups across Europe.

In this episode, she shares her approach to subversive marketing, reframing obstacles as opportunities and using bold tactics to achieve extraordinary results. Drawing inspiration from disruptors like Tesla, Emily reveals how creativity and curiosity can transform business outcomes. Whether you’re looking to reimagine your marketing strategies or disrupt the status quo, Emily’s expertise is an invaluable guide.

Key Takeaways:

• Unconventional marketing tactics involve reframing challenges and using bold strategies like zero-day exploits to help brands stand out.
• The power of creativity lies in applying attention-grabbing skills across industries, as seen through lessons from a diverse career.
• Turning flaws into strengths, as seen with Tesla and Space Invaders, shows how weaknesses can become powerful advantages.
• Consistency over brilliance emphasizes that success stems from daily effort and experimentation, not rare moments of genius.

Additional Insights:

• The Recon Canvas Framework uncovers market opportunities and shows the need for constant adaptability as strategies evolve.
• Capturing attention in the digital age requires standout marketing in a noisy, distracted world.
• Subversive thinking from Just Evil Enough shows how breaking rules can drive business success.

Get ready for a fascinating conversation with Emily Ross on rethinking traditional approaches, embracing creativity, and crafting strategies that disrupt the status quo!

Episode Highlights:

00:37 - Introducing Emily Ross

"Emily is a powerhouse in brand strategy, creative leadership, and co-author of Just Evil Enough. She’s reshaping how global brands stand out in noisy markets."

03:15 - Lessons from the Circus The Power of Attention

"I spent years as a fire performer, and it taught me that attention is a superpower. Learning to capture and hold attention is a skill every marketer needs."

05:14 - Subversive Marketing Tactics Explained

"Subversive marketing is about being bold, counterintuitive, and creative. It’s not growth hacking, it’s about playing the long game to stay ahead."

09:47 - Turning Bugs Into Features

"The famous Space Invaders bug is a perfect example of how flaws can create differentiation. As the game progressed, it got faster, making it more exciting."

15:10 - The Product-Market Fit...

Welcome to the UNLEARN Podcast! Today, we’re joined by a thought leader and prolific voice in product management and organizational design, John Cutler. With a unique ability to navigate the “beautiful mess” of product development, John has spent his career exploring the complex overlaps of product, UX, and strategy.

Currently serving as Head of Product at Dotwork, John has previously held impactful roles such as Senior Director of Product Enablement at Toast and Product Evangelist at Amplitude, where he collaborated with thousands of product teams worldwide. His extensive experience spans B2B SaaS giants like Zendesk, Pendo, and AppFolio, as well as B2C, ad-tech, banking, and media industries.

Known for his insightful writing, John has authored nearly a thousand posts across various platforms, captivating readers with his deep understanding of product dynamics. Whether you’re seeking to level up your product thinking or gain practical tips on team enablement, John’s expertise offers unparalleled insights.

• The Beautiful Mess of Product Development: John’s approach to embracing complexity and context in product management to uncover innovative solutions.
• Unlearning and Growth: How letting go of rigid practices and adapting to change can unlock greater potential for teams and leaders.
• Writing as a Catalyst for learning: The power of consistent writing in shaping ideas, refining strategies, and building meaningful connections in the product community.

• Product Ecosystems in Flux: John talks about the dynamic nature of product management, highlighting how roles and best practices evolve with organizational and market shifts.
• Gamifying the Creative Process: Insights into how John uses tools and techniques to make writing, ideation, and problem-solving more engaging and productive.
• Rethinking Organizational Models: Exploring how companies can overcome challenges by reimagining structures, roles, and team dynamics for the modern era.

Get ready for a thought-provoking conversation with John Cutler on embracing complexity, fostering innovation, and mastering the art of unlearning!

00:36 - Episode Introduction

"I don't think we need a product manager for every 4 to 7 people. A software as a service company is much more of a service ecology." 

01:15 - Introducing John Cutler

"John is one of the most insightful voices in product management, with a career spanning roles at Toast, Amplitude, and beyond."

03:46 - Discovering the "Beautiful Mess" of Product

"I’ve always been fascinated by the overlaps—where product, UX, and strategy collide in unpredictable ways."

11:27 - The Importance of Writing and Sharing Ideas

"I realized that writing wasn’t just for others—it was for me to process and refine my thinking."

15:59 - Finding Your Path Through Experimentation

"Everybody finds their way if you're willing to experiment and try. It's like software—the rate of iteration and the velocity of creation allow you to refine and...

Welcome to the UNLEARN Podcast! Today, we’re joined by Lee Vorthman, Vice President of Strategic Security Initiatives at Oracle. Lee leads a global team to protect and strengthen Oracle's operations. He is also a Global CISO Advisory Board Member at HMG Strategy and an Advisory Board Member for Phoenix Security. 

His career began in the US Navy, and he has since held key roles across defense, technology, cloud, education, and oil & gas industries. Lee’s past roles include Chief Security Officer for Oracle's Advertising group, leading Global Security Engineering at Pearson Education, and serving as Chief Technology Officer for Federal Civilian Agencies at NetApp. 

In this episode, Lee shares insights on leveraging technology for growth, navigating cultural transformations, and building resilient organizations.

• Mastering Security Fundamentals: Lee highlights the importance of staying grounded in foundational security practices while adopting innovative technologies like AI to address evolving challenges.
• Building Trust and Influence: Discover Lee’s techniques for fostering collaboration, psychological safety, and cultural change to drive impactful security initiatives.
• The Power of Diverse Skills: Learn why developing a broad skill set across disciplines like engineering, finance, and HR is essential for empathetic leadership and effective problem-solving.

• Cultural Change in Security: Get ready for a thought-provoking conversation with Lee Vorthman on leadership, innovation, and building resilient organizations!
• Balancing Speed and Resilience: Insights on how businesses can prioritize innovation while maintaining strong operational fundamentals.
• The Future of Cybersecurity: Exploring emerging trends like AI and their implications for addressing new and complex threats.

Get ready for a thought-provoking conversation with Lee Vorthman on leadership, innovation, and building resilient organizations!

• 00:36 - Episode Introduction
• "We're always going to have new technologies. But that doesn't negate the fact that you still have to master the fundamentals."
• 01: 03 - Barry introduces Lee Vorthman as a seasoned cybersecurity expert and VP of Strategic Security Initiatives at Oracle.
• 02:27 - Personal Background and Military Influence
• "I grew up in a military household and started in technology before joining the military."
• 05:33 - Evolution of Security Leadership
• "Security leadership now touches every aspect of a business, requiring a broad understanding beyond just technology."
• 11:15 - Navigating Accountability vs. Ownership
• "In the civilian world, I’m accountable for risks I don’t always own, which requires building alliances."
• 15:05 - Techniques for Overcoming Resistance
• "Two techniques I use to convince people: the switcheroo and Jedi mind trick for breaking resistance."
• 22:35...

Welcome to the UNLEARN Podcast! Today, we’re joined by an inspiring leader in global banking and transformation, Ani Filipova. With over two decades of experience, Ani has made her mark as a former international banking executive, setting up and managing three banks, including Citibank Bulgaria. She also led the transformation of a $2 billion business across 16 countries as Regional COO for Citibank Treasury and Trade Solutions in Asia.

Ani’s path to success was anything but conventional. Fueled by a passion for travel, she overcame rejections and seized every opportunity to explore the world and build a remarkable career. Now, Ani is reshaping her journey through a “portfolio career,” as the Founder & CEO of Change Advisory, drawing from her wealth of experience to inspire others with insights on leadership, transformation, and reinvention. 

• Exploring Beyond Boundaries: Ani’s journey of growing up behind the Iron Curtain, finding creative ways to explore the world despite restrictions.
• Speaking Up and Taking Risks: Strategies Ani used to conquer anxiety, master the art of speaking up, and embrace bold decisions in high-stakes situations.
• Global Team Collaboration: Insights on fostering alignment and driving collaboration across diverse teams to achieve success in complex, multinational organizations.  

• Embracing Change: Ani highlights the challenges and rewards of adapting to digital transformation.
• Cross-Cultural Collaboration: Understanding local customs as a foundation for trust and teamwork.
• Unlearning to Grow: Letting go of old habits to thrive in evolving business landscapes.

Get ready for an inspiring and transformative conversation with Ani Filipova on embracing change, leadership, and the power of reinvention!

• 00:36 - Episode Introduction

"If you don't speak up, if you don't show your work. If you don't share your opinions, that's not good at all.

• 01:27 - Introduction to the Episode: Barry introduces Ani Filipova

‘’Ani Filipova, an inspiring leader whose journey spans across continents, industries, and perspectives’’

• 03:10 - Growing Up Behind the Iron Curtain

"I saw the world through books... Pippi Longstocking inspired me to dream about traveling to far-off places."

• 12:59 - Leadership Across Cultures

"You can’t pretend to care about people’s aspirations—you have to truly understand what drives them to build trust and alignment."

• 25:01 - Overcoming Personal Challenges in Leadership

"I realized I needed to stop taking everything personally—it was a turning point that helped me approach challenges more confidently." 

• 27:56 - Speaking Up in Leadership Meetings

"I remember waiting for the right moment to contribute, and when I did, the adrenaline rush was overwhelming, but it was worth it."

• 37:44 - Adapting Banking to the Digital Era

"Transitioning from three-day payments to three-second transactions required rethinking systems, processes, and customer expectations."

• 42:11 - The Challenge of Unlearning

"To succeed in today’s...

Welcome to the UNLEARN Podcast! Today, we’re joined by a true pioneer in digital transformation and customer strategy, David C. Edelman. With over three decades at the forefront of marketing and digital transformation, David most recently served as Chief Marketing Officer at Aetna/CVS, where he led transformative shifts in customer engagement. Before that, he co-led McKinsey’s Global Digital Marketing and Sales Practice and held key leadership roles at Digitas and Boston Consulting Group (BCG), advising top executives worldwide.

Now, David is bringing his expertise to Harvard Business School, where he shapes the next generation of leaders and advises CXOs on driving digital agility and building resilient teams. In this episode, he shares insights from his latest book, Personalized: Customer Strategy in the Age of AI.

We’ll explore the different types of AI, where and how to use them, and the evolving role of AI across the C-suite. Get ready for an enlightening conversation with David Edelman on the future of customer strategy in the age of AI. 

• Personalized Connections with AI: David’s “five promises” framework—Empower, Know, Reach, Show, Delight—guides personalized customer experiences.
• AI Beyond Marketing: Personalization extends beyond marketing into a holistic, C-suite-level strategy.
• Data to Value: Examples from Aetna using data to simplify interactions and deliver targeted recommendations.
• Balancing Innovation and Trust: David stresses trust in AI, focusing on data privacy and ethical personalization.

• Promise and Pitfalls of AI: Emerging AI tools make data integration accessible, helping smaller companies compete with industry giants.
• Managing Expectations: The importance of transparency and data use comfort in creating personalized, non-intrusive customer experiences.
• Unlearning Old Mindsets: David encourages that leaders must shift from traditional tactics to a customer-centric, AI-driven approach.

• 00:00 - Episode Introduction

"If you’re trying to connect with customers using personalization, there are essentially five promises that you’re making to them."

• 01:35 - Introduction to the Episode: Barry introduces David Edelman, a veteran in digital transformation and customer strategy.

“David has spent over three decades at the cutting edge of marketing and digital transformation.”

• 03:06 - Early Influences: Creativity and Leadership in Marketing

“I became the music director of my high school show from just simply being a saxophone player.”

• 08:33 - From Marketing to AI-driven Strategy

“The thing I had to unlearn is that it’s not just about marketing... it’s about strategy and customer experience.”

• 10:03 - Using AI for Personalization: Shopify and Brinks Case Studies

“So Shopify, who has a free trial and then offers to convert people to paid subscriptions... it’s...

Mastering venture capital and ethical growth is essential for startup success. Today’s guest, Andy Budd, shares insights from his journey as Founder and CEO of Clearleft, Venture Partner at SeedCamp, and Founding Member of Adobe’s Design Circle. Andy has evolved from a designer to an investor and advisor, bringing a focus on ethical growth practices and high-impact startup development.

As the author of The Growth Equation, Andy draws on over 20 years of experience to help companies achieve product-market fit and sustainable growth. His work with SeedCamp and other startups focuses on behavioral science and ethical growth strategies to build resilient, user-centered businesses.

In this episode, host Barry O'Reilly explores Andy’s approach to venture capital, leadership, and how his design roots influence his support for founders.

• The Transition from Design to Venture Capital: Andy shares his journey from designer to venture capital partner, highlighting the unique insights that his design background brings to his work with startups.

• The Importance of Humility in Leadership: Andy emphasizes the value of hiring individuals who excel in areas beyond one’s own expertise, fostering a team culture of shared growth and continuous improvement.

• Supporting Startups Through Challenges: Known for working closely with startups facing obstacles, Andy describes how his collaborative approach helps companies pivot, adapt, and ultimately thrive.

• Ethical Growth Over “Growth Hacking”: Andy discusses the significance of ethical growth practices, contrasting them with conventional “growth hacking,” and focusing on strategies that promote sustainable and user-centered growth.

• The Influence of Behavioral Science in Product Development: Andy explains how understanding human behavior enhances product design and growth, encouraging founders to integrate behavioral science for more meaningful user engagement.

• The Role of Patience and Empathy in VC: Andy reflects on his approach to venture capital, prioritizing empathy and patience with founders to cultivate trust and strong, lasting partnerships.

• The Changing Landscape of Startup Investment: Andy shares his views on how venture capital is evolving, especially as design-thinking and user experience become increasingly vital for high-growth startups.

• 0:39 - Introduction to the Episode: Barry introduces Andy Budd, Startup Advisor, Investor, and Coach.

“Andy has extensive experience in design and startup advisory.”

• 03:31 - Transition from Design to Venture Capital

"I've always been inspired by others...there was an agency that really inspired Clearleft back in the day called Adaptive Path."​

• 06:58 - Unlearning Practitioner to Leader

“The main thing I had to unlearn was moving from a practitioner to a leader, where you need to let go and trust others.”

• 15:56 - Emphasis on Character and Integrity in VC

“If you're rude to the driver

Mastering executive search and building lasting business relationships are essential for successful transformations. Today’s guest, Michael A. Morell, shares insights from his journey at Riviera Partners, a top executive search firm, and as a former member of the Technology Advisory Board at Bridgewater Associates.

Michael A. Morell is the Founder and Managing Partner of Riviera Partners, with over two decades of experience in executive search. After starting his career in technology, a poor interview experience sparked his idea to create a better approach to recruiting. Today, Michael and his team help tech companies make high-stakes hires, transforming how top talent is identified and placed in Silicon Valley and beyond. Riviera Partners continues to deliver executive search solutions for some of the most innovative companies around the world.

In this episode, host Barry O’Reilly explores Michael’s approach to executive recruitment, the importance of patience in relationship-building, and how Riviera Partners leverages technology to deliver consistent, high-quality results.

• The Power of Patience in Relationship Building: Michael shares why patience is critical in executive search and enterprise sales, where building strong, lasting relationships can lead to long-term success.

• Consistent Delivery of High-Quality Experiences: Michael emphasizes how consistent, positive experiences set Riviera Partners apart, explaining how a focus on quality service helped them build a reputable brand in executive recruitment.

• The Role of a Clear Vision: Michael discusses the importance of a simple and clear company mission that empowers employees to make decisions aligned with the company’s values.

• Adapting to Technological Advances: As technology has evolved, so has Riviera Partners. Michael shares how the firm leverages data and technology to enhance the recruitment process and provide better insights for clients.

• Learning Through Experience: Michael’s shift from technology to recruitment highlights the value of diverse experiences and risk-taking in meaningful work, as he reflects on the challenges of building Riviera Partners.

• The Changing Recruitment Landscape: Michael discusses how tools like LinkedIn have democratized recruitment and shares his excitement about AI and machine learning’s potential to transform executive search.

• The Future of Workplace Flexibility: Michael reflects on the pandemic’s impact on remote work, emphasizing the balance between flexible environments and the importance of in-person interactions for leadership roles.

• 00:40 - Introduction to the Episode: Barry introduces Michael A. Morell, Founder of Riviera Partners

“Michael has over two decades of experience in executive search.”

• 03:19 - The career transition into recruitment

“About 3 or 4 years into that, I got a random call from a recruiter who said, 'Hey, we’d love to grab coffee.' Long story short, I had coffee, she showed me a couple of opportunities—this was around the 2000 timeframe—and it was just the most awful experience I’ve ever had."

• 06:34 -...

Driving innovation in technology and business transformation demands visionary leadership, seamless integration of business and tech strategies, and a willingness to take risks. Today's guest, David Gledhill, exemplifies these qualities as he shares his experience leading DBS Bank through a remarkable digital transformation and beyond.

David Gledhill is a seasoned technologist and business leader. As the former Group Chief Information Officer at DBS Bank for over 11 years, he spearheaded the bank’s technology and transformation efforts, building a high-performance culture and integrating technology into the core of the business strategy. Under his leadership, DBS achieved global recognition for its digital transformation, and David’s journey has been featured in Harvard Business Review as one of the top global transformations. After his time at DBS, David held a senior role at Lloyds Banking Group, further enhancing his expertise in large-scale transformation. He is now a non-executive director at companies like Singapore Airlines and serves as a senior advisor to McKinsey & Company.

In this episode, host Barry O'Reilly invites David to discuss his leadership journey, from reshaping the technology at DBS to embracing a digital-first strategy. David offers insights on making tough decisions, aligning business with technology, and leading organizations through massive change.

• Technology as a Strategic Driver: David emphasizes the shift from viewing technology as a support function to recognizing it as a core driver of business strategy. He explains how leading with a digital-first mindset can unlock new growth opportunities.

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• Bold Decision-Making in Leadership: David shares the importance of making tough decisions early in leadership roles. He describes how scrapping failing projects and resetting strategies allowed DBS to pivot successfully.

• Building a High-Performance Culture: David highlights the significance of creating a culture where business and technology teams share accountability. His “two in a box” leadership model at DBS encouraged joint ownership of goals and outcomes.

• Learning from Tech Giants: Drawing inspiration from companies like Google and Amazon, David discusses how studying these tech giants helped DBS adopt cutting-edge practices in cloud computing, data analytics, and agile development, setting them apart in the banking industry.

• Fostering a Culture of Storytelling: David highlights the importance of storytelling in driving organizational change. At DBS, he brought in a journalist to craft compelling narratives around early successes, which helped engage teams and build momentum for transformation.

• From Technologist to Strategic Leader: David’s transition from a technical expert to a strategic business leader is a testament to the evolution required in leadership roles. He reflects on how moving from deep technical work to overseeing large-scale business transformation broadened his leadership perspective.

• The Role of Technology in the Future of Banking: David reflects on the future of the financial industry, noting...

Leadership in technology and operations requires a strategic focus on scaling businesses, empowering teams, and driving innovation. Today's guest, Richard Lennox, exemplifies these qualities as he shares his journey from leading Skyscanner through rapid growth to scaling healthcare innovation at Current Health.

Richard Lennox is an experienced technologist and business leader. As Senior Director at Skyscanner, he led the company’s engineering and operations teams through a pivotal period of scaling, focusing on high-performance teams and continuous delivery. After Skyscanner’s successful exit, Richard transitioned to COO at Current Health, where he helped scale the business, focusing on home healthcare delivery through technology. His leadership experience spans multiple industries, making him a valuable mentor and guide for those navigating startup growth and innovation.

In this episode, host Barry O'Reilly invites Richard to discuss his journey, from his early days at Skyscanner to his role at Current Health. Richard provides insights into scaling startups, the importance of data-driven decision-making, and the operational challenges of growing high-performance teams.

Key Takeaways:

• Customer Value at the Core: Richard emphasizes the importance of focusing on delivering customer value in all areas of business, whether in technology or healthcare. Customer needs should drive product development and operational strategies.

• Scaling High-Performance Teams: Richard discusses how growing from small teams to larger, cross-functional squads allowed for better alignment with business goals at Skyscanner. He shares the challenges and successes of implementing a squad model to foster accountability and autonomy within teams.

• Rapid Decision-Making: Making fast decisions and knowing when to reverse them is critical to maintaining agility in a growing company. Richard stresses the importance of empowering teams to make decisions based on data and customer outcomes.

• Holistic Leadership: Transitioning from a function-specific mindset to a broader business operations perspective allowed Richard to lead with a focus on scaling the entire organization, not just the technology function.

Additional Insights:

• Empowering Teams through Data: Richard highlights the value of real-time data in empowering teams to make informed decisions. At Skyscanner, instrumentation of key metrics allowed teams to focus on customer outcomes and make data-driven decisions at scale.

• Transitioning from Tech Leadership to Business Leadership: Richard’s journey from Senior Director at Skyscanner to COO at Current Health showcases the evolution from technical leadership to overseeing broader business operations. He reflects on the mindset shift required to focus on business outcomes over functional expertise.

• The Future of Healthcare at Home: Richard shares insights into the growing importance of delivering healthcare in the home environment, using technology to monitor patients remotely and operationalizing care at home programs. This innovation is essential for reducing the burden on hospitals and improving patient outcomes.

Episode Highlights:

• 00:00 - Download free innovation...

Leadership in government and technology requires not only innovative thinking but also a deep commitment to public service. Today's guest, Paola Santana, exemplifies these qualities as she shares her journey from law and politics to becoming a trailblazer in government technology.

Paola Santana is a lawyer, public procurement expert, and serial tech entrepreneur who is revolutionizing government systems. As the founder and CEO of Glass, she is pioneering G-commerce, a new way for governments to procure goods and services. Her prior experience includes co-founding Matternet, a company leading the way in drone logistics networks. Under her leadership, Matternet worked with the White House, U.S. Congress, and NASA to establish the first U.S. drone regulations, leading to the first drone delivery platform authorized for permanent operations over a populated city.

In this episode, host Barry O'Reilly invites Paola to discuss her remarkable journey, from her early career in law and government to her groundbreaking work in technology. Paola offers insights into the challenges and opportunities of transforming public systems through entrepreneurship, emphasizing the importance of agility, data-driven decision-making, and the crucial role of small businesses in economic development.

Key Takeaways:

• Holistic Approach to Innovation: Sustainable change in government systems requires integrating public and private sector strategies, emphasizing agility, and leveraging technology.
• The Importance of Small Businesses: Small businesses are the backbone of economic development. Empowering them through government procurement can lead to more dynamic and effective public services.
• Procurement as a Catalyst: Effective procurement is essential for materializing government initiatives. It's not just about contracts; it's about ensuring that public funds are spent in ways that truly reflect the needs and priorities of the community.
• Embracing Technology: The future of procurement lies in the intersection of e-commerce and government processes. Leveraging data and AI can make government procurement more efficient and aligned with public policy goals.

Additional Insights:

• From Law to Tech: Paola's transition from law and public service to tech entrepreneurship highlights the power of interdisciplinary approaches to solving complex public sector challenges.
• The Role of AI in Procurement: AI and data analytics are crucial in making government procurement more transparent and efficient, ensuring that public funds are used effectively to meet community needs.
• The Value of Persistence: Paola’s journey shows that persistence and a willingness to challenge conventional wisdom can lead to breakthroughs, even in highly regulated sectors like government procurement.

Episode Highlights:

• 00:00 - Download free innovation map

• 00:41 - Introduction to Paola Santana

• 02:05 - Paola’s Career Clarity and Influence

The first thing is that for the level of clarity that someone like me has, where I've always known or carved moments to get very clear on where I wanted to go..."

• 07:26 - Transition from Law to Tech

  "I love this saying attributed to Steve Jobs: You can only connect the dots looking    backwards."

• 21:24 - Founding Glass and the Importance of...

Leadership in digital ecosystems requires a commitment to safety, trust, and ethical practices. Our guest today, Dave Byrne, founder of Trust Raise and a member of the Irish Digital Board, shares his journey from major tech giants to establishing a company dedicated to improving the integrity of digital platforms.

Dave Byrne has had an illustrious career, holding significant positions at Google, TikTok, and Spotify, where he spearheaded initiatives in brand safety and platform integrity. Now, as the founder of Trust Raise, he focuses on helping smaller companies navigate the complex landscape of digital safety. His work is driven by a deep commitment to creating ethical digital ecosystems that prioritize user needs and improve industry standards. 

Host Barry O'Reilly invites Dave to discuss his career journey, the challenges of maintaining digital safety in a rapidly evolving industry, and the inspiration behind founding Trust raise. Dave shares valuable insights into the importance of adaptability, the evolving role of AI in digital safety, and how smaller companies can leverage his expertise to build safer digital platforms.

Key Takeaways:

• Resilience Through Failure: Early career setbacks can teach invaluable lessons about humility, perseverance, and the importance of continuous effort.
• Navigating Global Teams: Success in a fast-paced, global environment requires strong relationships, effective collaboration, and the ability to work across different time zones and cultures.
• Overcoming 'Golden Handcuffs': Comfort and security in large tech companies can sometimes hinder innovation. Pushing oneself out of the comfort zone is crucial for personal and professional growth.
• AI’s Potential in the Workplace: AI has the potential to enhance productivity and creativity. Those who leverage AI effectively will be at the forefront of industry innovation.

Additional Insights:

• Personal Reflections on Failure: Dave shared how an early career setback taught him invaluable lessons about resilience, humility, and the importance of continuous effort. This experience has profoundly influenced his work ethic and approach to leadership.
• AI's Potential to Revolutionize Work: Dave is optimistic about AI’s potential to enhance productivity and creativity. He believes that those who learn to leverage AI effectively will be at the forefront of the industry, taking on more dynamic roles and contributing to a more innovative tech landscape.
• The Importance of Ethical Tech Development: Throughout his career, Dave has been a strong advocate for ethical practices in tech. He stressed the need for companies, big and small, to prioritize user safety and trust, especially as technology continues to evolve rapidly.

Episode Highlights

• 00:00 - Download my free innovation map
• 00:39 - Introduction to Dave Byrne
• 03:00 - Dave’s unexpected start in his career and the impact of failure.

“This career in Google, TikTok, Spotify was not at all planned whatsoever... I actually ended up in Google because I lost a student union election in Trinity College."

• 07:35 - The rise of brand safety concerns and the 'Apocalypse.'

"The Adpocalypse... Brand safety became something that YouTube started caring about, Meta started caring about."

• 11:18  - Eroding Brand Perception

“ we're eroding brand perception of our customers. Again,...

Cybersecurity is an ever-evolving field that requires continuous learning, adaptability, and a deep understanding of both the technological landscape and human behavior. Today’s guest, Dave Mahon, a seasoned cybersecurity expert with extensive experience in both the private and public sectors, shares his journey from the FBI to leading global cybersecurity efforts in the corporate world.

Dave Mahon served as a Senior Advisor for Deloitte, where he was instrumental in developing and executing strategies to safeguard information, technologies, and data. Prior to Deloitte, he was the Global Chief Security Officer for CenturyLink, now Lumen Technologies, and also served as a Special Agent for the FBI, focusing on federal crimes involving cyber threats, terrorism, and more. In this episode, Dave discusses the critical thinking skills he developed over his 20-year career in the FBI and how he applied them in the private sector to tackle emerging cybersecurity challenges.

Host Barry O'Reilly invites Dave to explore his career journey, the lessons he learned, and the importance of mentorship, team building, and strategic thinking in cybersecurity. The conversation delves into the nuances of transitioning from public service to corporate leadership, the evolving nature of cyber threats, and how businesses can better prepare for future challenges.

Key Takeaways:

• The Importance of Adaptability in Cybersecurity: As technology and business models evolve, so do the tactics of adversaries. Cybersecurity professionals must continuously adapt to stay ahead.

• Holistic Approach to Cybersecurity: Successful cybersecurity strategies involve not just technical defenses but also understanding the motivations and methods of adversaries.

• Mentorship and Leadership: Effective leadership in cybersecurity requires understanding the diverse skills and motivations of team members, providing the right guidance, and fostering a culture of continuous learning.

• Corporate Culture and Cybersecurity: Transitioning from the public to the private sector requires understanding corporate dynamics, including ROI and business objectives, to effectively integrate security measures.

Additional Insights:

• FBI Experience: Dave’s early career in the FBI instilled in him a deep understanding of critical thinking, investigation, and a life of purpose, which he has carried throughout his professional journey.

• Adapting to Corporate Culture: Moving from a black-and-white, rules-based environment in the FBI to the nuanced world of corporate security presented unique challenges, particularly in understanding business motivations and the need for clear ROI in security investments.

• The Future of Cybersecurity: As organizations move to cloud-based infrastructures and remote work environments, the strategies of cyber adversaries will continue to evolve, requiring constant vigilance and innovation from cybersecurity professionals.

Episode Highlights

• 00:00 - Introduction to the episode.
• 00:02:47 - Dave's early life and influences

"There's a couple of key parts of everybody's life... because it starts to set the foundation for how you think about your life going forward and how you're going to make the decisions."

• 00:03:58 -...

Innovation and Inclusivity in Motorsports are about breaking barriers, fostering innovation, and making the sport accessible to all. Today's guest, Rob Smedley, founder and CEO of the Smedley Group, shares his journey from Formula One engineer to entrepreneur, revolutionizing the motorsport industry.

Rob Smedley is known for his work with top Formula One teams like Ferrari and Williams. Using data technology to drive innovation, Rob has now embarked on a new venture to create a global karting league, making motorsports accessible to a wider audience. His career is marked by his commitment to innovation and his belief in the potential of young talent.

Host Barry O'Reilly invites Rob to discuss his path from a disengaged student to a top engineer and now an entrepreneur. Rob shares valuable lessons on embracing discomfort, committing to goals, and continuously innovating. The conversation highlights the importance of inclusivity in motorsports and the exciting future of the Global Karting League.

Key Takeaways:

• Embracing Discomfort: Success often involves stepping out of your comfort zone and committing to figuring things out as you go along.
• Innovation Culture: True innovation requires a willingness to make mistakes and learn from them. Companies must create environments that foster this mindset.
• Making Motorsports Accessible: The Global Karting League aims to democratize motorsports by significantly reducing costs and complexity, making it accessible to a wider demographic.
• Building High-Functioning Teams: Success in both engineering and entrepreneurship involves surrounding yourself with high-functioning individuals and creating a synergistic team environment.
• Continuous Learning: Whether in the pit or in the boardroom, continuous learning and adaptation are crucial for sustained growth and success.

Additional Insights:

• Personal Journey: Rob's unconventional path from a disengaged student to a top engineer and entrepreneur highlights the importance of perseverance and adaptability.
• Innovative Approach: Rob’s approach to the Global Karting League demonstrates how rethinking traditional models can lead to significant industry changes.
• Team Dynamics: Managing a team of innovators involves balancing different personalities and ensuring that each team member can contribute effectively.

Episode Highlights

• 00:00 - Introduction to the episode
• 02:09 - Rob on committing to something and figuring it out

"Commit to something, don't be scared and figure it out as, as you go along."

• 04:00 - Rob’s academic journey and lack of engagement in school

"I wasn't a great student at school. I absolutely was a terrible student."

• 09:33 - The importance of innovation and feeling uncomfortable

"If you're not uncomfortable, you're probably not trying hard enough."

• 18:26 - How Formula One teams innovate

"Innovation is just embedded in the business of Formula One."

• 25:35 - Democratizing motorsports with the Global Karting League

"We've taken about 95 plus percent of the costs out of it."

• 36:19 - Transitioning to an entrepreneurial role and learning new skills

"I've had to unlearn coming into what I would call the outside world."

• 42:25 - What excites Rob about the future of the Global Karting League

"What I'm most excited about is team work,

Leadership is about embracing sustainable practices, fostering continuous improvement, and aligning personal values with professional goals. Today's guest, Annastiina Hintsa, CEO of Hintsa Performance, shares her insights on achieving peak performance in both business and sports.

Annastiina Hintsa is the CEO of Hintsa Performance, a world-leading evidence-based coaching company that helps top athletes and business professionals achieve sustainable success. Driven by science and guided by people, their methods have been tested in some of the most challenging business and sporting environments. Annastiina's journey began with her father, Dr. Hintsa, whose pioneering work with athletes like Haile Gebrselassie laid the foundation for their holistic performance model. Annastiina has expanded this legacy, working with over 50% of Formula One drivers and Fortune 500 CEOs, ensuring they reach and maintain high performance.

Host Barry O'Reilly invites Annastiina to discuss her journey and the impact of Hintsa Performance. From her early involvement in the company to her leadership role today, Annastiina shares valuable lessons on balancing professional and personal well-being. The conversation covers the holistic nature of high performance, integrating physical activity, nutrition, mental energy, and more. Annastiina emphasizes the importance of defining personal success and maintaining perspective through life's challenges.

Key Takeaways:

• Holistic Performance: Sustainable high performance involves a balance of physical activity, nutrition, sleep, mental energy, general health, and biomechanics.

• Defining Success: Personal success should be clearly defined, considering who you are and what you want beyond professional achievements.

• Maintaining Balance: Regularly scheduling recovery and downtime, both on a macro (yearly vacations) and micro (daily detachment rituals) level, is crucial for long-term success.

• Perspective and Resilience: Building resilience through multiple identity pillars helps maintain performance and happiness despite setbacks.

• Continuous Learning and Adaptation: Embracing a mindset of continuous improvement and being open to unlearning outdated practices is key to sustained growth.

Additional Insights:

• Personal Influences on Leadership: Annastiina’s father, Dr. Hintsa, played a pivotal role in shaping her understanding of high performance and well-being.

• Handling Setbacks: Viewing setbacks as opportunities for growth and maintaining a broad perspective helps in overcoming challenges.

• Technology and High Performance: The rapid advancement of technology necessitates leaders to stay mentally, physically, and emotionally prepared for continuous adaptation.

Episode Highlights

• 00:00 - Introduction to the episode

• 02:56 - Annastiina on her early career and her father's influence

"I worked with my dad early days. I was employee number three in the very, very early days..."

• 03:25 - The turning point of joining the family business

"when my father got sick. So he was, uh, he was diagnosed with pancreatic cancer in 2015, passed away 16 months after. And it was a turning point for...

Leadership is about embracing the process of unlearning outdated practices, fostering a culture of continuous improvement, and aligning your team with visionary goals. Today's guest, with his esteemed 29-year tenure at one of the largest asset managers in the world, Vanguard, shares how he successfully navigated this journey.

John T. Marcante is a renowned technology and business executive with expertise in digital transformation, business strategy, financial planning, and cybersecurity. He is the US CIO in Residence at Deloitte, providing strategic guidance to clients and leadership.

Previously, John was the Global CIO at Vanguard, where he led digital transformation and drove growth to $9 trillion. He modernized Vanguard's technology and promoted an inclusive workplace. He also developed Vanguard’s global advice platform, making financial planning accessible to millions.

John has contributed to the WSJ CIO Journal and Harvard Business Review. His awards include Business Insider Top 50 CIOs and ORBIE CIO of the Year. He holds degrees from The Pennsylvania State University and Saint Joseph’s University.

Host Barry O'Reilly invites John to share his journey at Vanguard and beyond in leadership, culture transformation, and gratitude. Inspired by his father's legacy in technology, John discusses how he aligned tech with business goals at Vanguard. Barry highlights John’s approach to direct client engagement and open feedback. They also explore John’s commitment to servant leadership, maintaining company values, and his future goals of mentoring new leaders and giving back to the community. This episode offers personal insights into what drives effective leadership with gratitude.

• Leadership and Transformation: Transformations should align technology initiatives with business goals, led by C-suite executives.

• Servant Leadership: Building a culture of servant leadership is crucial for successful transformations.

• Client Engagement: Direct client feedback, really listening and a take-action approach are essential for quick and effective improvements.

• Maintaining Values: Sticking to core values and supporting clients and employees ensures long-term success and engagement.

• Future Aspirations: Coaching future leaders, staying engaged in technology, and giving back to the community are key aspects of making a positive impact.

Additional Insights:

• Personal Influences on Leadership: John’s father played a crucial role in sparking his interest in technology and instilling values of gratitude and support.

• Handling Client and Employee Relations: Prioritizing core values and employee well-being, even when making tough decisions like firing abusive high-net-worth clients, ensures long-term success.

• Learning from Mistakes and Building Trust: Creating an environment of trust and open communication allows employees to voice opinions and make mistakes, fostering innovation and continuous improvement.

Episode Highlights:

00.00 - Introduction to the episode

02:58- John's reflections on recent thoughts and his father's influence on his career

"I think the...

AI is transforming the world, and William is working on how IP is impacted in an AI world… 



William Carbone is an AI expert, former IBMer, and now a seasoned entrepreneur with over a decade of experience in aerospace, quantum computing, and AI.

At IBM, William’s main focus was to identify opportunities, driving business & technology strategies and roadmap for the industries worldwide. He led the Business Development for IBM's Global Automotive, Aerospace & Defense industries. 

Currently, William is the CEO and co-founder of Evalify, a flagship venture under Nobody Studios, and the CEO and co-founder of The Adjacent Possible. He also serves as the Program Director for the Master in AI at the Rome Business School (RBS) and advises the European Commission as a senior consultant. From creating an innovation studio to developing cutting-edge tools for intellectual property assessment, His work spans Quantum, Spacetech, AI, and various domains.

In this episode hosted by Barry O’Reilly, William discusses his journey, including his transition from corporate life and the transformative experiences that shaped his entrepreneurial path. He delves into the practical aspects of innovation and intellectual property, offering advice on navigating these complex areas. This episode is packed with insights for anyone looking to improve their approach to entrepreneurship and understand the value of mental health in the process.

Key Takeaways from the episode include:

• Entrepreneurial Journey: The transition from corporate life to entrepreneurship involves significant rewiring of the brain and requires navigating uncharted territories with curiosity and resilience.

• Parallels with Music: William's self-taught journey as a pianist highlights the importance of playfulness and self-expression, which he parallels with the creative process in entrepreneurship.

• Innovation and IP Assessment: William discusses the development of a tool that evaluates the patentability and intellectual property risks of startup ideas, providing investors with quick and affordable insights.

• Unlearning Traditional Methods: The necessity of unlearning conventional approaches to intellectual property and embracing new technologies and methodologies to stay competitive.

• Mental Health for Founders: The critical importance of mental health for entrepreneurs, with William sharing his experience of attending a silent meditation retreat to find clarity and balance.

• Future of Intellectual Property: The potential of AI and advanced tools to democratize access to intellectual property insights, helping entrepreneurs and investors make better-informed decisions.

Additional Insights:

• Leadership and Innovation: This episode emphasizes the role of leadership in fostering a culture of innovation and collaboration within startups.

• Role of AI in IP: The discussion involves the advancements in AI that have made tools like E-Verify possible, highlighting the transformative potential of these technologies in the intellectual property space.

• Practical Applications: This episode provides insights about real-world examples of how the IP assessment tool has helped investors make quicker and more informed decisions, reducing the risk and enhancing the potential for successful investments.

Episode Highlights:

(00:00) Introduction to the...

The definition of success can change everything. Properly defined, you have an agile organization where each team member can contribute fully. Poorly defined, you have stagnant teams and users that don’t like the products. In this episode of the Unlearn Podcast, host Barry O'Reilly sits down with Josh Seiden, a sought-after designer, strategy consultant, and coach. Together, they explore the importance of understanding user behavior, how that behavior can be translated into goals, and how company alignment on Outcomes and Key Results can drive business outcomes. 

Josh Seiden has collaborated with top-tier brands such as PayPal, Johnson & Johnson, and 3M. His expertise lies in launching and building innovative products and services, as well as fostering agile and entrepreneurial mindsets within organizations. He is the author of “Outcomes Over Output” and co-author of “Who Does What By How Much,” "Sense and Respond," and "Lean UX," all cementing his reputation as a thought leader in the field of user-centered design and business strategy.

When User Experience Became Design

We know now that understanding how users will experience a product is a critical part of designing a new product, but back in the 90’s when Josh began his career in the industry, it was a radical idea. "A friend told me, 'We’re hiring designers here,' and I laughed, 'Why are you telling me this? I’m not a designer.' But that thing you’re doing here, we call that design," Seiden recalls. This unconventional designation became an entire industry, and his unconventional path to it meant he brought a unique perspective to the field of user experience design. Barry notes that this is a story that gets told again and again on the Unlearn podcast; that the conventional wisdom on how to find or become an expert is often wrong.

Don't Forget Why You’re Building What You’re Building 

Barry points out that companies often measure things like the speed of production, but forget to measure the consumer behavior change that would really demonstrate the value of the project. Josh explains that measurability is important over the life of a project, but keeping the focus on outcomes for actual people is the most important thing to track. This is the key premise of Outcomes over Output that answers the question: what is an outcome? Josh’s definition, “An Outcome is a measurable change in user behavior that creates value.” If you need to identify the outcome you should be measuring for your...

Accelerator, Incubator, Venture Capital, Venture Studio? There are a lot of ways to get a new startup off the ground. Ben Yoskovitz, founding partner at Highline Beta, joins Barry O'Reilly on this episode of the Unlearn Podcast to talk about exactly that, and Ben shares insights into the world of venture studios, discussing his journey from founding Year One Labs, a venture studio before there were venture studios, to establishing Highline Beta. Ben's expertise in creating and scaling startups provides a unique perspective on the dynamics of venture studios and the strategies for success in the startup ecosystem. 

You always learn the most from failure, and in sharing the difficulties he had with Standout Jobs in the late 2000’s, Ben highlights the importance of building things that people actually want. By applying Lean Startup principles and working with some incredible entrepreneurs, what he was really doing was learning how to build products and companies more effectively.  Failure after failure isn’t fun, but being willing to share what you learn can help you create something incredible. “Founders do need to hear from other founders. you know, sometimes you need a shoulder to lean on,” Ben says, “and that might not be a blog post, or a podcast, that might be actually talking to another human.”

How do you make an entrepreneur panic? Tell them they’re locked into a single idea for 25 years. Barry notes that “this idea of pursuing multiple ideas in different domains, but doing it in parallel…” lets the multi-passionate and the multi-skilled create value. Ben talks about the difficulty in working with corporate partners and investors when building startups, because they’re not speaking the same language, and the same challenges keep happening again and again - this was the impetus to find a better way to create new companies. The same challenges kept happening at the same inflection points, which means it can be systematized.

Ben talks about the challenges and strategies involved in scaling a venture studio, emphasizing the need for effective people management and business model refinement. He reflects on his own experiences and acknowledges the importance of recognizing strengths and weaknesses in leadership roles. Ben discusses the evolution of Highline Beta and the considerations involved in scaling the business, including generating revenue, hiring the right talent, and defining the future direction of the studio. "I think studios are meant to create shortcuts for founders. Not in a bad way, but give me the shortcut tools to validate faster, get to market faster, raise capital faster, recruit a team faster." This can make all the difference for a new startup.

Ben and Barry discuss the trend of specialization in venture studios, with Ben highlighting the emergence of more specialized studios focusing on specific industries or markets. He emphasizes the potential benefits of vertical venture studios, where the playbooks are standardized and refined for targeted sectors. Ben envisions a future where studios become experts in niche areas, leveraging their experience to create value and drive better outcomes for startups. The conversation explores...

The innovative spirit of startups is one of their strengths, something that seems to disappear as a company matures. Does it have to be that way? In this episode of Unlearn, host Barry O’Reilly is joined by Elliott Parker, CEO of High Alpha Innovation, who is an expert in corporate innovation and entrepreneurship. Together, they explore how corporations can regain the innovative spirit of startups to drive growth and transformation, and it begins with changing how they think about traditional metrics and strategies.

Elliott Parker is a seasoned entrepreneur with a deep-rooted passion for innovation and problem-solving. With a background in working for large corporations and witnessing firsthand the power of entrepreneurship in his family, he brings a unique perspective on the intersection of startups and established companies.

Unlearning to Achieve Big Objectives

In a rapidly evolving business landscape, the ability to unlearn traditional practices and embrace new ways of thinking is crucial for fostering innovation and staying ahead of the curve. Elliott's experience with disruptive events like the collapse of a well-established company highlighted the importance of taking control of fate and exploring alternative paths, even if they involve risks. Elliott seeks to challenge conventional wisdom and to be open to new approaches, so that organizations can adapt to change, drive growth, and seize opportunities that may not have been apparent before.

Nature's Innovation Process vs. Corporate Innovation

What can organizations learn from the Amazon jungle? Resilience and innovation. Elliott shares how companies can draw inspiration from nature to drive creativity and problem-solving. By emulating the decentralized, bottom-up approach to innovation seen in natural ecosystems, businesses can encourage experimentation, embrace uncertainty, and uncover novel solutions to complex challenges. Just as diverse organisms in the jungle adapt and thrive in response to constraints and opportunities, companies can benefit from fostering a culture of exploration and learning at all levels.

Scaling Innovation with Corporations

When startups collaborate with corporations, they have access to resources, expertise, and networks that help them tackle complex issues and bring innovative solutions to the market at a much larger scale. Not only does innovation itself become scalable, it’s also a unique opportunity to address significant societal problems and drive meaningful change. Not only can this approach accelerate the pace of innovation, but it also creates a ripple effect that begins in the company and reaches society as a whole.

Impact of Broadening Insights Portfolio

Thinking of insights as valuable assets, like a diverse investment portfolio, is key to expanding knowledge within a company. By exploring different ideas, trying new things, and questioning the usual way of doing things, businesses can discover fresh opportunities for growth and change. Encouraging a culture of ongoing learning and curiosity while steering clear of strict rules and top-down communication helps companies stay flexible, evolve, and succeed in a constantly shifting business world.

What problem are you trying to solve? Is it even the right one? In this episode of Unlearn, host Barry O’Reilly is joined by Renee Hawkins, a skilled technology and transformation practitioner. Together, they discuss problem solving, aligning business strategies with purpose, and how to pivot your organization successfully. With practical tips on networking, market research, and seeking advice, Renee offers a roadmap for anyone looking to make a meaningful impact in the business world.

Renee Hawkins, a technology and transformational practitioner with over 25 years of experience, brings a wealth of knowledge from her time at Thoughtworks and her current role as a fractional COO. Renee's approach of asking for help, networking, and continuous learning serves as an inspiration for aspiring fractional leaders.

The Influence of Thoughtworks and Roy Singham

During his time at Thoughtworks, Roy Singham was a visionary leader who influenced Renee’s entire approach to business. Roy led with purpose and kept social justice and inclusivity top of mind, which made Thoughtworks an incredible organization, internally and externally. When you take time to study the impact of influential leaders like Roy, you can gain insights into creating a culture that drives innovation and fosters a sense of purpose among your team.

Transforming Business Models

To deal with the challenges and leverage the opportunities of changing a business model, you need to ensure that your team, operations, and value stream are consistent with the new goals of your business. When you divide the transformation process into achievable steps and concentrate on urgent needs, you can manage complicated changes and prepare your company for success.

Building Effective Communication Strategies

Communication is essential for keeping teams on the same page and achieving business outcomes. Renee values storytelling, honesty, and frequent updates as ways to keep everyone updated and involved. By using effective communication methods, such as weekly reports or town hall meetings, you can make sure that your team remains in sync, inspired, and oriented towards common objectives.

Embracing Fractional Work and Portfolio Careers

Working fractionally and having a portfolio career can be very advantageous in the changing world of business today. Renee tells us how she went from conventional roles to providing fractional assistance to various companies. By being flexible, learning constantly, and exploring different opportunities, you can use your skills in different projects and sectors while keeping a good balance between work and life.

Resources

Renee Hawkins on LinkedIn

They say those who don’t learn from the past are doomed to repeat it. As true a statement as it is, it’s missing one crucial element. If you never confront the reality of the present and get to the heart of why you are where you are, you won’t be able to unlearn the habits that got you there in the first place. In this episode of Unlearn, Barry O’Reilly talks with Dom Price, Work Futurist at Atlassian, who shares insights on facing the reality of the present, unlearning outdated practices, and embracing new ways of working to drive meaningful change and growth in organizations. 

Dom's early work experience started in London at Deloitte, where he spent three years as an accountant. His job left him unfulfilled and passionless, but that all changed over sushi. Don’s boss at Deloitte offered him the opportunity to work in either New York or Sydney. Despite the allure of New York's size and boldness, Dom chose Sydney for its smaller team environment, where he could have a more hands-on, full-stack experience. This decision marked the beginning of a diverse and interesting career journey that eventually led him to Atlassian.

Embracing Reality and Unlearning Past Practices

Dom highlights the importance of facing the honest reality of the current situation in organizations. When leaders truly acknowledge where they are today, they can pay homage to the past while also identifying areas that need to be unlearned or improved. Not only will this allow those leaders to eliminate what is holding an organization back, it will also shine the light on what is exceptional and should be elevated. Taking this approach will help break away from average practices and strive for continuous improvement.

Collaboration Over Silos

Barry and Dom discuss the significance of breaking down silos within organizations to foster better collaboration and communication. This begins with recognizing that the entire company runs day to day on the hundreds of small tasks that require input from every team member and department. When collaboration and breaking down silos becomes a priority, a company can enhance its efficiency, productivity, and overall effectiveness. Equally as important, this type of culture honors the diverse perspectives they bring.

Seeking Growth and Avoiding Plateaus

Over time, companies trend toward mediocrity and status quo, but Dom stands firmly against the plateaus that seem inevitable. There is always a place for growth and improvement, and it requires each person involved to challenge themselves, step out of comfort zones, and actively seek new opportunities. Instead of complacency, a mindset of continuous learning, adaptation, and growth will ensure excellence and innovation.

Practical Change Initiatives Over Theoretical Transformations

Dom discusses the pitfalls of theoretical transformations, such as Agile transformations, that lack a clear understanding of the underlying goals and realities of the organization. Instead, he advocates for practical, action-oriented change initiatives that address specific needs and challenges within the organization. By focusing on tangible outcomes and being honest about real issues, companies can drive sustainable change and meaningful progress.

How well would you fare in the high-stakes world of blockchain and cryptocurrency? Could you navigate the complexities of decentralized technology and its potential to revolutionize society? In this episode of Unlearn, Barry O'Reilly sits down with Anne Connelly, a blockchain expert passionate about leveraging technology to transform lives in emerging economies.

As a faculty member at Singularity University and Boston University, who has also lectured at Oxford University, Anne teaches about how blockchain can enable us to redesign the foundations of society . She is also the author of "Bitcoin and the Future Fundraising," a guide that guides charities on how to accept crypto donations. Anne shares her journey from the nonprofit sector to the world of crypto, highlighting the importance of risk-taking and unlearning traditional structures to embrace innovation.

Embracing Risk and Making Tough Decisions

Anne's journey into the blockchain space began with a pivotal decision to forgo a promotion in the nonprofit sector for a career in an emerging industry. She reflects on the momentous choice she made, stating, "I would rather try and fail than never have tried at all." Even in the face of extreme uncertainty, there are times to take a risk and be open to new opportunities. Anne's story serves as a reminder that sometimes the path less traveled can lead to unexpected and fulfilling outcomes. As she navigated the decision-making process, Anne's willingness to embrace uncertainty and step outside her comfort zone ultimately propelled her toward a path of innovation and growth.

Transformational Experiences at Singularity University

Anne's experience at Singularity University's Global Solutions Program marked a turning point in her understanding of the potential of technology to address global challenges. She discusses the fusion of her passion for social impact with the innovative solutions offered by technology. Anne believes in rethinking the traditional approaches to problem-solving, stating, "We could make this a little bit better, but why? If we completely transformed it, we could make such a difference." Anne is a champion for using the power of technology to drive meaningful change on a global scale through a holistic and impactful approach to addressing societal issues.

Decentralized Autonomous Organizations (DAOs)

Decentralized Autonomous Organizations have an incredible disruptive potential in reshaping how we govern ourselves as a society. Anne explains how DAOs enable groups to collaborate without traditional hierarchies, leveraging blockchain technology for transparent decision-making processes. She highlights a real-world example of Constitution DAO, where a collective effort raised funds to purchase a copy of the US Constitution. These decentralized systems offer unique possibilities by democratizing decision-making, which allows for meaningful innovation in traditional governance models.

Onboarding and Adoption of Crypto Technology

Anne shares the challenges of onboarding newcomers into the crypto and blockchain space, especially when it comes to accessible entry points. She shares a story about introducing a group of skeptics to Bitcoin. Their resistance held firm until they had a true, hands-on experience, which shifted their perceptions...

Would you be willing to take on mission critical, make or break projects as your career? How would you handle the challenges that arise from situations like bankruptcies and mergers while managing the extreme pressure that comes from such high stakes?

Daniel Henry doesn’t just take on high stakes projects as they arise. He actively seeks them out. Daniel’s fascinating career has spanned EDS, American Airlines, and most recently, CIO at McDonald’s. He has gained invaluable insight in building teams, developing leadership, and taking on hard things to help you grow. And one of the best insights he offers is how to make big problems small.

Embracing Simplicity in Problem-Solving at Large Companies

In the realm of large corporations, the ability to simplify complex problems is a crucial skill. Daniel emphasizes the significance of breaking down overwhelming challenges into smaller, more manageable tasks, so that teams can navigate the complexities of technology and business transformation. His advice to "make the problems really small" serves as a valuable strategy for initiating progress and innovation within large organizations.

The Importance of Working on Mission-Critical Projects

Engaging with mission-critical projects can be a defining factor in one's career growth and development. Daniel reflects tackling projects that have the potential to make or break a company, which helped him resilience and leadership skills. His advice to focus on the most critical tasks resonates with the idea of continuous learning and self-improvement.

Building and Leading High-Performance Teams

High-performance teams are a cornerstone of success in any organization. Daniel highlights the importance of aligning team members with a clear purpose to drive collaboration and goal achievement, and the type of leadership that will get them there. When you embrace the critical role of purpose-driven leadership and foster a shared understanding of objectives and strategies, you’re able to develop strong, innovative teams within any organization.

The Role of Storytelling in Attracting Top Talent

Storytelling plays a pivotal role in attracting top talent to organizations, especially in the technology sector. A powerful narrative that includes the journey of technological transformation and the challenges that were overcome, companies can more easily attract top talent who are seeking meaningful and impactful work. Daniel also underscores the importance of transparency in the narrative and the workplace culture it builds.

Scaling Technology Innovations Globally

Daniel discusses the importance of starting small and learning fast when expanding technology solutions across global, diverse markets. Sweeping changes, especially with technology, require a strategic and iterative approach. Daniel’s approach begins with running ‘experiments’ in smaller regions, analyzing the data, and basing the wider implementation on those data-driven insights to ensure smoother transitions for companies and their customers.

Resources:

What was your biggest personal transformation? More importantly, who helped you achieve it? Read this blog and episode of the Unlearn Podcast for top leadership transformation mindset advice from a world-class leadership coach.

Sabrina Braham is an executive coach, mastermind group leader, author, and leadership and career development expert with almost three decades of experience, but she nearly walked away from that journey before it ever began. What kept her going? A teacher who was more like a coach. He encouraged and believed in her, which helped her completely transform what she thought about herself and her future. And now, Sabrina does that for others.

There’s a reason that 97% of all CEOs in the United States have coaches for leadership transformation mindset advice. Asking for feedback is a powerful tool for personal growth and development. Embracing the discomfort of asking questions can lead to valuable insights, accelerated learning, and improved decision-making.

Embracing Growth Mindset and Overcoming Self-Doubt

We all have moments that transform us. For Sabrina, it was when her psychology teacher refused to let her quit and had her enroll in the most difficult classes. "He totally believed in me," she reflects. This experience sparked a shift from self-doubt to a growth mindset, and the encouragement helped her see and embrace her full potential. Often, a big part of transformation is identifying the self-imposed limitations we have created, and Sabrina’s journey from uncertainty to academic excellence is an inspiring example of how a single act of faith from another can catalyze our growth and help us transcend our perceived barriers.

The Power of Asking for Feedback

Many of us live in a precarious balancing act every day: personal turmoil, parenthood, entrepreneurship, partnership. Sometimes we need the voice of clarity to help us make sense of it all. But first, we need to ask that voice to speak. Asking for feedback is not a sign of weakness, but a brave step towards self-betterment, and it’s not about uncovering flaws alone. It’s all about acknowledging and harnessing our inherent strengths. When we embrace vulnerability, we can actively seek out the insights that will propel us forward.

Building Relationships and Political Savvy

Workplace dynamics are an intricate dance, and it’s critical to nurture relationships and develop political acumen. Sabrina challenges the notion that career advancements are merely the result of nepotism, suggesting that the key lies in "deepening your relationships with people." The subtleties of professional success include both genuine connection and strategic navigation of organizational landscapes, which lead to recognition and advancement. In other words, how we interact with others will significantly influence our career trajectory.

The Role of Mastermind Groups in Accelerating Growth

Sabrina is passionate about leading executive mastermind groups, describing them as a collective committed to mutual growth, where "everybody in the group helping the person that's talking." These groups act as a powerful catalyst for personal and professional development, offering a space where shared experiences and diverse viewpoints...

What if success isn't about being the best but about continuous improvement? 

Global executive James Williams shares his journey from leading Olympic campaigns to empowering startups and teaching MBA students. Discover how his focus on performance, purpose, partnerships, and people has shaped his career and why he believes that embracing discomfort is the key to personal and professional growth.

Now, as an advisor at Nobody Studios and a mentor to the next generation of marketers, James shares his insights on personal growth and the art of embracing new challenges with purpose and performance in mind. 

Success isn't a straight climb to the top; it's about the courage to be imperfect and the grit to improve, even if it means stepping off the peak to explore new paths.

Embracing Improvement Over Winning

James emphasizes the importance of focusing on personal and professional improvement. "Fundamentally, it's not about winning. It's about improving. And that's what I mean by performance." The conversation delves into the concept of continuous learning and the mindset of always striving to get better. 

James shares his personal experience of realizing that success isn't always about being the best but rather about making incremental improvements. By embracing improvement as the ultimate goal, individuals can foster a growth mindset and continuously push themselves to reach new heights.

The Power of Teamwork and Overcoming Personal Challenges

Dyslexia was a major challenge for James, especially since he grew up in a hypercritical environment. He highlights the value of teamwork and collaboration: "If I work with a bunch of people, there are certain things I'm not very good at. And there are some things I'm very good at. And if I can build those balances, then it doesn't mean I'm constantly trying to hide that I can't spell or say things like that."

Embracing strengths and weaknesses is transformational, and by recognizing and honoring the strengths of each team member, individuals can create a collaborative environment that fosters growth and success.

Setting Personal and Professional Goals

Personal and professional goals drive growth and progress, and James sets his goals at the beginning of each year. He shares his approach to goal-setting and the importance of feedback and continuous learning. "Each time, I would then sit down and look at those and say, 'How am I doing?'" 

Whether the goals you set are short- or long-term, they will enable you to have a clear direction and purpose in your personal and professional life. As you regularly reflect and evaluate, you can stay focused and motivated and will continuously improve yourself.

The Importance of Partnerships in Business

Partnerships are more than just transactional. "Partnership is where you find the added value in that relationship." James stresses the importance of long-term partnerships that drive society's impact. When you align your...

How can the lessons learned from a childhood of tinkering and a career influenced by tech visionaries like Bill Joy and Andy Bechtolsheim guide us toward a more sustainable future for technology? 

We’re joined today by Adrian Cockcroft, a trailblazer in cloud architecture at Netflix and a proponent of open source at Amazon Web Services, who is now channeling his expertise into the vital cause of sustainability in cloud computing. 

Adrian shares his journey from the early days of building computers to his influential roles in shaping the tech industry and how these experiences have informed his current focus on sustainability. 

Together, we can build a future that is not only technologically advanced but also environmentally responsible.

Early Career Experiences and Influence

Adrian shares the experiences that shaped his professional life, especially his time at Sun Microsystems, and the influence of visionaries like Bill Joy and Andy Bechtolsheim. He discusses the power of thinking into the future and anticipating trends. 

"It was clear [Bill] lived five years in the future... that was one of those inspiring moments." This experience alone highlighted the significance of forward-thinking and the impact it can have on shaping one's career trajectory. It serves as a reminder to embrace curiosity and explore emerging technologies and trends, as they can lead to groundbreaking opportunities and shape the future of industries.

The Power of Putting Ideas Out There

Sharing ideas can be transformational. Adrian and Barry, both authors, discuss the importance of writing and publishing, which goes beyond the unique experience of writing a book or the influence it has on the readers. It also shapes and influences their own organizations. Being open and vulnerable might be difficult, but the rewards are priceless. 

“Everyone should write a book. It's 10 times harder than you think." Putting your ideas out there helps you overcome self-doubt and fear of judgment and embrace the opportunity to contribute your unique perspectives and insights to the broader discourse.

Transitioning to a Focus on Sustainability

Adrian doesn’t just preach sustainability; he lives it. In addition to his current work, Adrian was also an early adopter of solar panels and electric cars. Professionally, Adrian shares his experience championing these values within AWS and helping his peers understand the importance of transparency and accountability in addressing environmental impact. 

Companies need to do more than give lip service to a better future. They must also align their actions to those values and actively seek ways to reduce their environmental footprint. Sustainability is not just a buzzword but a fundamental responsibility that requires commitment and action.

Challenges in Achieving Sustainability in the Cloud

Barry and Adrian delve into the challenges faced by companies in achieving sustainability in their technology infrastructure. It’s not enough to...

Connie Kwan is a seasoned product and marketing expert with over two decades of experience in a variety of fields. During her time at Microsoft and Atlassian, she honed her skills in simplifying complex concepts and navigating ambiguous situations with powerful questions. She’s currently putting those skills to work as the Chief Product Officer at Nobody Studios. Connie joins Barry O’Reilly to delve into the concept of unlearning perfectionism in the professional world, how to balance perfection and practicality, and how letting go of the former can lead to more authentic and effective communication on all fronts.

Embracing Imperfection and Building Connections

In a world obsessed with perfection, Connie illuminates the paradoxical beauty of imperfection. She shares, "being ‘not perfect’ builds connections," highlighting a profound unlearning process. The pursuit of flawlessness often leads to isolation, whereas embracing our raw, unpolished selves can foster genuine connections. Connie's journey from a perfectionist mindset to one that values authenticity serves as a powerful testament to the humanizing effect of imperfection in both personal growth and professional collaboration.



The Importance of Learning What to Ignore

Connie recounts a pivotal piece of advice from her mentor at Atlassian: "You'll learn what to ignore." This new perspective on setting priorities helped Connie transition from absorbing every detail to mastering the art of strategic ignorance. This shift is not about negligence but about honing the ability to sift through the deluge of data and focus on what matters. Connie and Barry underscore the significance of discernment in leadership and the power of letting go to achieve greater impact.

Transitioning to Open Collaboration

Connie shares her vastly different experiences at Microsoft, a traditional ‘buttoned up’ company, and at Atlassian, who valued transparency at every stage. She had to adjust to sharing her works in progress publicly. She describes the Atlassian philosophy: "you write one sentence and that sentence is now public to everybody at the company on a page." This approach not only sped up processes but also serendipitously connected people across the company, fostering a culture of trust and collective intelligence. Transparency can be a catalyst for efficiency and innovation.

The Impact of AI and Communication Tools

Connie's enthusiasm for the intersection of AI and communication tools is palpable as she discusses the potential for these technologies to revolutionize the way we share ideas. She envisions AI-generated narratives tailored to different audiences, enhancing our ability to connect and be understood. Connie and Barry explore how advancements in language models could democratize communication, making it more inclusive and effective. Connie's insights into the transformative power of AI in storytelling and communication underscore the potential for a more interconnected and empathetic world.

Balancing Innovation with Responsibility

The conversation takes a critical turn as it addresses the potential pitfalls of innovation without foresight. Connie points to Slack's interface change debacle as a cautionary tale,

Sahra-Josephine Hjorth, co-founder and CEO of CanopyLab, joins Barry O'Reilly on this episode of the Unlearn Podcast to explore the interconnectedness of different skills, fields and interests. Sahra’s career has spanned diplomacy, startups, creating social learning experiences and inventing the first AI course authoring tool, and she has been recognized for her innovative contributions to education, including being selected for Barack Obama's Leaders in Europe program in 2022. Sarah and Barry talk about redefining success, the intersection of technology and education, the importance of adaptability in both personal growth and business development, and what kind of environments we create for students - and for entrepreneurs.

The Evolution of Learning Experiences

Sahra-Josephine’s work revolves around the concept of 'empowerment through diversity' - the belief that embracing varied talents and perspectives leads to greater collective success. This insight first dawned on her in 2009, when she returned to Denmark and began volunteering for the United World College. Tasked with selecting scholarship students, Sahra's role extended beyond academic assessment to fostering resilience and multifaceted growth. Her approach challenged conventional wisdom, and that while "we really want to put humans in a box,"- we can’t and should be designing systems that don’t try to.

Entrepreneurial Unlearning and Financial Independence 

“Money is not important for the sake of money, but the freedom it gives you.” Sahra-Josephine states, emphasizing the empowerment that comes from financial independence and self-direction. This can be a challenge when you discover that you don’t like or can’t use elements of the path you started on. Sahra-Josephine experienced this when she decided that a life of diplomacy was not for her and that while learning a language is always valuable, mediocre Russian is not exactly useful. These shifts, however much they felt like failure, opened doors to a unique intersection of artificial intelligence, education, and human rights policy. Experiences that seem very disparate can actually be highly interconnected, and skills honed in one area can become invaluable in another, unexpectedly shaping a niche where few others have ventured.

The Birth and Growth of CanopyLab

Barry points out that CanopyLab is “a fascinating juncture of technology and education and learning, and also meeting people where they're at, rather than trying to categorize them for the sake of simplicity” and asks Sahra-Josephine what she has had to learn and unlearn while growing the company. She shares that she isn’t sentimental about her business and that as she started to become a creator and work directly with the type of students she wanted to serve, she realized "we have to become a software company." All of the current research about learning indicates it’s done best socially, so building a learning system that worked like a social media one meant that the users could integrate it on all of their platforms. As AI technology becomes more sophisticated, adding a high level of personalization has become possible. It all comes down to analyzing user data, feedback and trends.

For full show notes, go to BarryO'Reilly.com

Dr. John Lowry, CEO of Thrivence, a management consulting firm based in Nashville, TN, joins Barry O'Reilly on this episode of the Unlearn Podcast to talk about John's journey from being a lawyer to teaching negotiation skills worldwide. John uses his diverse background in law, consulting, entrepreneurship, coaching, and university administration to bring a unique perspective to negotiation. He currently serves as the President of the Lowry Group and teaches at Pepperdine University's Straus Institute for Dispute Resolution. In this week’s show, John shares insights from his bestselling book, Negotiation Made Simple. He emphasizes the importance of understanding human motivations in negotiation and highlights that decisions are often influenced more by emotion and ego than reason. By focusing on interest-based negotiation and avoiding positional debates, negotiators can create win-win deals in both business and personal situations.

From Lawyer to Negotiation Specialist

98% of John’s work as a lawyer centered around negotiating settlements. “What I learned was, … most of the problems started as human problems, then they became legal problems,” John tells Barry. “And then the really sophisticated negotiators, they got them resolved as human problems again. And the litigation process didn't allow for the human element to come back in. It was only the negotiation process that allowed for that.” He became passionate about developing expertise in interest-based negotiation focused on the human problems underlying legal conflicts. He eventually started training others in these skills to facilitate deals and restore relationships earlier in disputes. He tells Barry that he focuses on negotiation more than litigation because "that was the process that brought healing to the injured party. That was the process that brought peace."

Understanding Emotional Triggers in Decision-Making

A study by Harvard Business School showed that only 30% of business investment decisions are based on reason or analysis; 70% are driven by emotion. The emotional trigger, in particular, was found to be related to ego—how individuals felt about themselves when contemplating doing business with the other party. This insight highlights the significance of emotions in decision-making during negotiations. Barry reflects on this, emphasizing the importance of understanding how much the other party likes you, as it plays a crucial role in the negotiation process.

Counterintuitive Negotiation

Barry asks John what we should unlearn to become sophisticated negotiators. “Negotiation is a very counterintuitive process,” John responds. He debunks the misconception that negotiations always end with a win-win or a friendly resolution. He defends teaching competitive negotiation, arguing that it prepares individuals for the reality of negotiating with counterparts who are ready to compete. Competition can be cooperative in certain circumstances, he comments, emphasizing the role of ritual and uncertainty in negotiation dynamics.

Looking Ahead

John believes that in the future, neuroscience will help us understand how emotions and psychology impact decision-making and negotiation results. While AI can make data analysis more efficient, it probably won't fully replicate the complexity of human interactions and the diverse interests involved. As Barry points out, humans still play a crucial role in setting machine parameters. However, the collaboration between humans and technology will keep advancing the field of neuroscience and negotiation.

Read full show notes at

What if we have barely scratched the surface of human potential? According to Nichol Bradford, a pioneer in technology and human transformation, we need to challenge the assumption that machines will surpass humanity. Nichol has led operations for gaming giants like Activision Blizzard and Epic Games in China. She built communities that connected people globally through the power of shared narratives. Now she lectures at Stanford and Singularity University, while investing in startups focused on wellbeing and personal growth. In this episode of Unlearn Podcast, Nichol and host Barry O’Reilly discuss how we can use technology to unlock our emotional intelligence, creativity, and cognition. Rather than a dystopian future of humans versus machines, she proposes a human-centered path to amplify our abilities.

A Passion for Human Transformation

While writing a book and reflecting on her life's path, Nichol realized she's always cared about the "act of transformation" - how someone becomes their best self. She first recognized this passion at age 13, when she vowed to overcome her shyness and find her place in the world. By senior year, through purposeful effort, she went from wallflower to popular student. This early experience showed Nichol the power of deciding who you want to be and taking action to become that person. Barry highlights that stepping outside your comfort zone can unlock tremendous self-learning. Some of his most formative moments were from personal choices to pursue the unknown. Though uncomfortable, these experiences expanded his worldview and self-knowledge.

Unlearning Limiting Beliefs that Restrict Human Potential

“What I'm interested in is human potential realized,” Nichol tells Barry. “And then how do we use technology to amplify that?” Our long-held assumptions place artificial limits on how we envision human potential. In reality, we have barely begun to tap the capabilities of the human body and mind, she remarks. Neuroscience research reveals the brain's uncanny abilities that operate below our conscious awareness. In one study analyzing AI-generated images, people's conscious minds were fooled by fake faces, but their subconscious brain activity showed they could distinguish real from fake 100% of the time.

State of Flow

When people are in rapport, their nervous systems synchronize in measurable ways; for example, their pupils dilate in rhythm, their voices harmonize, and their movements align subconsciously. This state is called synchrony. It is visible during group flow states, like when a sports team is "in the zone" together. However, synchrony alone doesn't guarantee group flow, Nichol says. The key distinction is that group flow always involves synchrony, but people can exhibit synchrony without experiencing group flow. Barry adds that high performing teams often have natural synchrony, but explicitly naming it as a goal and measuring it could be powerful. Computers and AI can now detect synchrony objectively by analyzing video, audio, and physiological signals.There is enormous potential in applying technology like synchrony tracking to amplify human collaboration and group intelligence, Nichol and Barry agree. For example, if teams had a "synchrony score" during meetings, it could help them intentionally build more synchrony.

For full show notes go to BarryO'reilly.com

Resources

Nichol Bradford on Website | LinkedIn | X (Twitter)

Drewe Broughton - “The Fear Coach” - is a former professional footballer who now helps athletes and executives overcome obstacles and unlock their potential. His approach involves guiding his clients to explore their true selves and confront difficult emotions like fear and shame. He believes that people can find genuine, lasting success through self-awareness and personal fulfillment. In this episode of Unlearn, Drewe joins Barry O’Reilly to share thoughtful perspectives on fear, vulnerability, and being your authentic self - even in high-pressure environments. 

Seeking Truth

Drewe reflects on a pivotal moment in his life when he was in rehab, facing the truth about his struggles. He describes the moment of surrender and a sense of peace that washed over him as he acknowledged how unmanageable his life had become. “It was the first time I probably sat with that level of truth. And I remember an overwhelming sense of peace washed through me,” he shares. Barry adds, “A huge part of the entrepreneurial journey is seeking the truth. A lot of people don't want to seek the truth. They want people to tell them their product's beautiful... but it sucks. And just like people, …we create a facade of who we are and how perfect our life is, and yet we all know the truth: there's a lot of tough moments lurking there.” Drewe emphasizes the importance of seeking one's truth and the challenges of ego collapse. His own self-discovery during the 30-day rehab period, unraveled that he was lost in his career and personal life. “It was never the external pressure, it was never the fans... It was me, ” he tells Barry.

The Art of Unlearning

“I talk a lot about unlearning [because] there [are] some behaviors that actually can lead to massive success, but they also can limit us, too,” Barry says. Drewe shares his perspective on unlearning, drawing parallels with religious stories, such as the Buddha's enlightenment under a tree. You need to collapse your ego and strip away external influences to discover your true self, he remarks. He highlights the often-overlooked aspect of courage in the pursuit of success, contrasting it with the prevalent emphasis on hard work. “It's all …more grind, more hustle. But beyond that, the courage piece, the courage to stay who you are and keep doing it,” he says.

External Noise

Leaders often operate in high-pressure environments. They have to contend with pervasive external noise and pressure, which can significantly impact their decision-making and overall performance. Drewe and Barry discuss the intricate relationship between fear and uncertainty, emphasizing how these emotions manifest in the entrepreneurial world. Detrimental consequences can result when leaders fail to take decisive action in the face of such challenges.

Read full show notes at BarryO'Reilly.com

Resources

Drewe Broughton on the Web | LinkedIn

Sophie Wade is a thought leader in workforce innovation, flexible working, and the future of work. With an enviable background in strategic development, financing, and entrepreneurship, Sophie has become a sought-after speaker, author, and consultant, helping organizations navigate the ever-changing landscape of work. She is particularly known for her insights into how businesses can adapt to the changing nature of work, embracing flexibility, and leveraging technology, including AI. Sophie is the author of Embracing Progress: Next Steps for the Future of Work, and Empathy Works: The Key to Competitive Advantage in the New Era of Work, in which she explores the intersection of technology, culture, and the modern workplace. In this episode of the Unlearn Podcast, Sophie joins Barry O’Reilly to share insights on the modern workplace, discussing generational gaps, cultural awareness, the impact of AI, and the anticipated cultural shift in the coming years.

Culture Chameleon 

Cultural awareness plays a pivotal role in shaping your professional life, influencing your interactions, decision-making, and overall success in the work environment. Having lived in various countries, Sophie emphasizes the importance of adapting to the climate around you, flexibility, and cross-cultural communication. She shares how in Hong Kong, work consumed a significant part of daily life, in contrast to Germany, where a clear separation existed between work and personal life.

The Gen Z Problem

Sophie's awareness of generational differences did not stop with millennials. She also tried to understand Gen Z, recognizing the distinct perspectives and relationships they have with technology. Millennials, and subsequently Gen Z, grew up with technology as an integral part of their lives, she recognized. This helped her appreciate how technology influences their communication styles, preferences, and worldview. It’s important to stay current to adapt to the dynamics of the workforce, she points out. “Constantly being aware and gathering information to try and understand is one of my key ways to just keep current, to keep questioning myself. Am I actually understanding what's going on?”

The AI Crisis

According to Sophie, technological advances and the introduction of AI have decreased the half-life of skills from ten years to five years, increasing the need for upskilling and reskilling. The skills needed are changing rapidly, especially in areas like cloud computing, where upskilling is needed every 4.5 months. The introduction of AI means that jobs are not just augmented but can be disrupted and changed. While the changes brought by AI are exciting, they can also be risky and nerve-wracking for individuals, especially in terms of how jobs will evolve. Individuals need to keep moving and adapting to the changes in technology.

Looking Ahead

Sophie anticipates a significant cultural shift in the next few years, driven by several factors related to the evolving nature of work, the integration of AI, and the changing expectations of employees. She refers to the shift as a move toward “modern work,” characterized by flexibility, adaptability, and responsiveness, reflecting a departure from the...

Hope Gurion is a seasoned professional with a background in product management, business development, and coaching within the tech industry. As the founder of Fearless Product, she plays a pivotal role in advising and supporting product leaders and teams. Hope's career traces back to the early stages of the internet, where she contributed to shaping digital experiences. She held positions at AOL, Jobster, CareerBuilder, and Beachbody, and she brings a wealth of experience in dealing with various challenges in product development, business growth, and leadership. In this episode of the Unlearn Podcast, Hope joins Barry O’Reilly to discuss her career journey, emphasizing the importance of persistence, adaptability, and shared vision within product teams.

The Reach of Shared Vision

Hope reflects on her experience at AOL, particularly in AOL Shopping. Despite creating a detailed Product Requirements Document (PRD), the disconnect between her vision and the final designs revealed the necessity for shared understanding among team members. This disconnect eventually led to a breakdown in trust. Hope emphasizes that everyone should comprehend the business context and constraints. “It was just a learning moment for me in terms of, do you really have [a] shared vision?” she tells Barry. “Does everybody on the team really understand the business context of what we're trying to do?” This situation was common in the early 2000s tech landscape, Barry says. “There's still plenty of companies living in that world of siloed teams, lack of cross-functional groups.”

Jack of Many Trades

Hope shares a key moment from her professional evolution, recounting a significant turning point when Matt Ferguson, the CEO of CareerBuilder, offered her a position. Hope initially turned down the role due to personal reasons, but Matt persisted, expressing a genuine belief in her potential and leaving the door open for future collaboration. This persistence became a catalyst for Hope's subsequent transition to CareerBuilder. It demonstrates how a leader’s perseverance can reshape an individual's career trajectory. Hope's career evolution also highlights her adaptability. She navigated various roles, from AOL to CareerBuilder. Her eagerness to find ways to grow the business and diversify revenue streams led to her role as Chief Product Officer.

From Chief to Coach

Hope’s transition from being a leader in various companies to becoming a coach and advisor wasn't a predetermined career move, she shares. Barry prompts Hope to reflect on this shift, asking about the triggers and the unlearning process required. Hope’s career shift was triggered by certain constraints she experienced in her role as CPO. At CareerBuilder, she faced the challenge of training and developing individuals from diverse backgrounds into product-related roles due to certain constraints. This experience became foundational for her belief in the coachability and trainability of product leader roles. Her coaching venture was a result of requests for interim consulting, leading to her collaboration with Teresa Torres. Reflecting on her coaching transition, Hope shares, “Knowing what types of skills I think are coachable and trainable, and knowing that was something that I got a lot of satisfaction doing and had seen a lot of different scenarios [of], is what gave me confidence that I could do this to a certain segment of people."

Looking Ahead

Peter Walker is a data-driven content marketer known for his expertise in using data and analytics to create insightful and engaging content. In his role as Head of Insights at Carta, Peter's work often revolves around visualizing data in a way that makes it accessible to a broad audience, helping people understand complex topics and trends. He has contributed significantly to the field of data-driven content marketing and is known for his ability to provide valuable insights through his work. In this episode of the Unlearn Podcast, Peter joins Barry O’Reilly to discuss the use of data and analytics in content marketing. He shares insights into his experiences in transitioning from a data analyst to a data-driven content marketer and offers valuable advice for those looking to embark on a similar journey in data-driven marketing.

The Data’s in the Details

When building a business, you may come across instances where you feel like you’ve hit a wall - especially in the budding stages, when you’re doing the job of three people. “There's always the chance that you're going to hit it big, but in practice I think the responsibility and adaptability that you need to survive in a startup is [often] more important than the equity you receive,” Peter says. Being adaptable and open to exploring new skills takes you far. For example, Peter's career shift from data analyst to product marketer helped him discover his passion for data visualization and design. This shift allowed him to bridge the gap between data and communication effectively.

Carta’s Magna Carta

There are two main approaches to data analysis at Carta, Peter explains. The first approach is to create reports that answer clear questions by presenting data in a clear and concise manner. The goal of this approach is to provide readers with a straightforward understanding of key metrics, such as valuations and funding rounds. This approach is not about creating flashy graphics, but rather about delivering clarity and answers to specific questions. The second, more interesting approach is the discovery and exploration phase. Peter mentions the value of tools like Tableau, which allow him to dive into data without a predetermined goal. He often starts with scatter plots to understand data distributions, and then applies filters to investigate various dimensions such as time, stage, or industry. The key is to find the most compelling and distinct visual representation of the data.

Looking Ahead

Peter's primary piece of advice is to start by collecting questions from the audience. By listening to what their target audience is wondering about and collecting those inquiries, aspiring data marketers can identify valuable topics to explore. He emphasizes the importance of addressing questions that genuinely matter to the audience.

Read full show notes at BarryO'Reilly.com

Resources

Peter Walker on LinkedIn 

Join Carta’s data newsletter

With a strong emphasis on rapid development and accelerating ideas into tangible products, Adam Bragg believes in the ethos of "launching". He introduced the concept of "activity networks," a fresh take on community-building, where people congregate based on shared activities rather than just online interactions. He has been involved in several projects that unite diverse groups of enthusiasts, giving Adam rare insight into the evolving landscape of tech and human connection. In this episode of Unlearn, Adam joins Barry O’Reilly to discuss the transformative power of launching ideas and products into the world and the lessons that come from confronting the fears and vulnerabilities tied to this process.

From Vaulting to Ventures

Adam’s Ukrainian coach, Nikolai Doroshenko, emphasized the importance of visualizing routines multiple times before executing them. This technique, which he has since integrated into various aspects of his life, is not only applicable in pole vaulting but transcends into business. “I've been applying that same kind of [visualization] of the future moment and [trying] to work [my] way backwards into constructing it,” he explains. Picturing a business's potential impact before its inception is essential, he points out. Barry reinforces this perspective by drawing parallels between the mental preparedness demanded by high-stakes sporting events and the uncertainties of launching a business. “It's a muscle that you can build and improve as you become more familiar,” he tells Adam. Certain principles are universal - whether in the athletic realm, the healthcare sector, or in business launches across diverse sectors, the process remains consistent: visualize, appreciate, execute, and then learn from the outcome.

Betterment is in the Eye of the Beholder

Visualization is also important for senior executives. Barry asks, "What will success look like in one to two years? How will stakeholders be different?" It is all about creating a detailed mental picture of success in order to better navigate the steps to achieve it. Adam highlights the importance of visualization in his career, from his early days in engineering and history to his ventures in creating tech solutions for education and community building. He discusses his exploration of AI and large learning models, notably the GPT models. His development of "Cat GPT," a personality-driven AI bot that responds like a sassy cat, is a testament to how AI can be made approachable and fun. It is a unique juxtaposition of technology and human-like personality traits. Adam underscores the potential of AI, not just as a functional tool but as an entity that can facilitate relationship-building. The future of AI interaction will likely be more character-driven, he predicts.

Looking Ahead

Adam is deeply excited about the evolution and potential of technology, especially in the context of human creativity and the swift pace of development. He touches on the ongoing projects at his studio, particularly emphasizing their work on the "ThoughtForma," an intelligent no-code platform that is empowering individuals, regardless of their tech background, to create and deploy technology products. This platform can help anyone, from a local library to vast audiences on social networks, bring their ideas to life. Furthermore, Adam expresses enthusiasm about the "activity network" concept, introduced to him by their CTO. Unlike typical social networks, activity networks center around groups of individuals engaging in similar activities or sharing interests. He sees these networks as a way to consolidate tightly-knit communities that can seamlessly merge physical and digital interactions.

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Marcos Fernandez is a visionary in the fintech sector, characterized by his profound understanding of its evolving dynamics and the importance of strategic collaborations across industries. His vast network, ranging from prominent banks to venture capital, underlines his dedication to fostering strategic partnerships and ensuring financial inclusivity. He champions the creation of innovative ways to finance the future startups of tomorrow.  In this episode of Unlearn, Marcos joins Barry O’Reilly to discuss the evolving dynamics of venture capital, funding startups and how to differentiate from traditional venture investing.

Fiat Ventures

Marcos joined Fiat Ventures with the goal of helping founders and brands make a big difference in the financial services industry. After recognizing his talents lay more in finding visionaries rather than bringing their visions to life, he realized that he didn't have to wait to transition into the venture capital world. He contrasts his previous roles as an “operator” with his current position as an investor, highlighting the differences between the two roles: “In startup mode, you break things, see what works and what doesn't, and then move on. But as an investor, you can't go around breaking things.” This shift required Marcos to develop more robust processes and ensure due diligence in his investment practices, noting the importance of building sustainable investment models.

A New Approach

Unlike traditional venture capitals, Barry states, Fiat Ventures doesn’t jump straight into investment; their approach prioritizes working alongside startups, understanding their market, considering the idea of investment, and only then taking the plunge. Being an amalgamation of venture capital, incubator, and accelerator, they employ a structured five-stage process in developing startups. This process starts with ideation, where the primary focus is on understanding the team dynamics rather than the idea itself. Marcos mentions the value of prolonged collaboration, saying, “It's a long time to be on these journeys together and you need to derisk that somehow.” Barry agrees, noting the importance of having the right team and advisers, stating, “It's the founders who try to keep everything close to their chest and not bring on advisors... they would rather have a smaller slice of a much bigger pie.”

Being Involved Participants

Marcos emphasizes the hands-on, engaged approach that his firm takes when sponsoring deals or taking board positions. He mentions their efforts to systematize the process, making insights and networks more accessible through a repository. Barry acknowledges the value of such a method, noting that businesses now look beyond just capital—they are keen on the full package offered by partners. He cites growth marketing expertise as a pivotal point for assessment and collaboration. Fiat Ventures is committed to supporting startups by providing them with funding and using their connections to help them build relationships in the fintech community and with corporate partners. Marcos elaborates on their extensive networks in the fintech space, which are instrumental in forging partnerships with a wide range of organizations, from large banks to regional credit unions. These relationships, he explains, have become a valuable flywheel for their operations, further boosting their brand's stature. Marcos has a unique perspective on the evolution of fintech. He emphasizes that while the initial wave of fintech involved disrupting financial services, the next phase will be more low-key, operating behind the scenes to offer seamless financial solutions across various industries.

Looking Ahead

Marcos invites founders who are looking to be the next fintech or...

Casey Ebro is a veteran editor who has significantly contributed to the publishing world. She formerly served as an Executive Editor with the Business Group at McGraw Hill Professional. In this role, she was responsible for acquiring, editing, and publishing business books in various subjects such as leadership, workplace culture, entrepreneurship, and innovation. She has been responsible for bestsellers and notable titles, including “Madoff Talks” by Jim Campbell, which inspired a Netflix documentary series, and the Wall Street Journal bestsellers “Connect First” by Melanie Katzman and “Zero to IPO” by Frederic Kerrest. Casey played a pivotal role at McGraw Hill in establishing the healthcare category into a robust multi-million dollar program, which featured prominent titles like the New York Times Science bestseller “The Digital Doctor” and “The Cleveland Clinic Way”.

Starting Up and Striking Out

Casey’s journey into the world of editing began in her formative years as a passionate bookworm. In high school, she took a significant step toward her publishing dreams by becoming the English editor for her school’s literary publication called “Facets”. She reveled in the collaborative process with other editors and took pleasure in discovering the literary talents of her peers. Her passion further intensified in university, where she joined the literary publication named “Heights”, participating in deeper, more advanced discussions about submitted works. These university experiences exposed her to diverse opinions and debates, making the editing environment incredibly stimulating and enriching for her.

A Book is a Business

“Writing a book is like starting a business,” according to Casey. Authors are entrepreneurs introducing a unique product to the market. In essence, the book is a reflection of the author’s ideas and beliefs, and its promotion doesn’t end post-publication. Some successful books keep selling years or even decades after their release, and this continued success comes from the author’s dedication to the ideas and ensuring they reach as many readers as possible. Publishing a book is a long-term commitment that requires careful execution, planning, and motivation. “A lot of people think about it in terms of the first three months or the first six months or first year or first three years after a book is published. I think that’s really short sighted because if the ideas are good, they’re good from now till kingdom come,” Casey shares. A book, like a product, needs to find its audience, establish product-market fit, and receive investment for growth, Barry agrees. “It never ends.”

Investing in Ideas

Barry and Casey discuss the challenges of book publishing. Barry remarks that the journey isn’t just about having a great idea; it’s about putting in the necessary work to present the idea, penning an entire chapter about it, and then devising a plan on how to maximize its potential. Likening this to the startup experience, Barry notes, “It’s almost like I had to have a pitch deck. What’s the problem I’m solving? Who’s the target customer? What’s my go-to-market plan? How am I going to generate sales and then also write a chapter to exemplify the idea?” Casey comments that selecting a manuscript is similar to venture capitalists choosing a startup to invest in.

Looking Ahead

Casey wants authors to confidently claim their space, believing they are uniquely positioned to address a topic due to their specific experiences, inventions, or groundbreaking insights. This individuality becomes crucial when competing against established names in the industry, given that readers will be investing both money and time in their book.

Read full show notes at

Kyle Hermans is the CEO and co-founder of Be Courageous, a globally recognized business consultancy that helps ambitious leaders and brands grow and transform. They do this through improving company culture, strategy, innovation, technology, research, and ESG/SDG. Kyle has led transformation initiatives for hundreds of Fortune 1000 companies and startups throughout his distinguished career. He is a faculty member at Singularity University and a guest lecturer at several prestigious institutions such as Berkeley, USC, and UCLA. Kyle joins Barry O’Reilly to explore the concept of courage, the necessity of unlearning and relearning, and how these ideas have shaped his personal and professional life.

A Long Way From Home

Kyle's father bought him a one-way ticket from his native South Africa to the Netherlands, where he experienced a big culture shock. This was his first encounter with the idea of courage and unlearning. In the Netherlands, everything was different and he had to forget his old ideas about the world. He said, "Everything I ever thought about my reality [was] just gone.” After adjusting to his new life, Kyle got different jobs in business, including consulting and being an executive at design agencies. But he found out that his energetic personality and quick ambition didn't match the usual corporate way of working. This led to his decision to make his own way to fully reach his potential, which he calls his “Schiphol Moment”. This decision led him to his current job at Be Courageous. There, he explores courage, creativity, and transformative leadership in professional situations.

Courage is Creativity

Kyle’s connection to the notion of courage began while working at an innovation agency called Synectics, which heavily influenced the origins of design thinking. He used the quote, “Another word for creativity is courage” in hundreds of workshops around the world. This quote resonated with Kyle, encouraging him to seek out his 'Schiphol moments'—intentionally placing himself in unfamiliar environments to shock the system and trigger growth. “The pursuit of courage is staying humble,” he shares, “I'm not going to get too trapped by the things I've done or be too defined by where I've been.” Kyle believes that everyone harbors an unexpressed idea or dream within them, the pursuit of which demands a great deal of courage, particularly in hostile, difficult, and vulnerable conditions. Showing up to transformative experiences and attempting to effect change within successful organizations is an act of courage in itself, according to Barry, given the immense pressure to conform to pre-existing systems. “Creation is actual courageousness,” he remarks.

Courage Is Not the Absence of Fear

Kyle believes that courage is a quality that everyone can choose to have, not just a mental trait. He says, "Where there is fear, there is courage, and where there is courage, there is fear." He emphasizes that fear and courage are linked, and people often forget that courage can be found when facing fear and self-doubt. He asks, "What's the courage needed in this moment?" Recognizing the courage needed to beat fear is often the start of becoming brave. Kyle talks about being intentional, having a purpose, being curious and open, taking risks, and being selfless. He emphasizes that these qualities come out when people decide to confront their fears and tackle challenges directly. These traits enable people to take responsibility, direct their actions, and embrace the unknown. Most notably, he mentions, "The fastest way to bring courage into your world is to accept what is."

Looking Ahead

Kyle reminds listeners of the bridge between courage and unlearning. “We must unlearn that fear is the only way to design our lives,” and choose to see life through a lens of courage instead, he...

Kyle Byrd is a seasoned product strategy and uncertainty leader with a background in industrial design. He was the former Head of Product at Atlassian, where he led the product strategy for Jira Align, a leading enterprise agile planning software. He is also the founder of the Uncertainty Project, a community initiative aimed at exploring decision-making models to manage uncertainty. In this episode of the Unlearn Podcast, Kyle joins Barry O’Reilly to share his unique perspective on embracing uncertainty and problem-solving, drawing from his experiences in transitioning from hardware to software products. He discusses the importance of deep domain expertise and the value of diverse perspectives in decision-making processes.

An Unconventional Foundation

Kyle shares his journey from industrial design to software product management "I'm forever thankful that I got an art degree in college, which was industrial design. It really forces you to unlearn that there is a right answer in a very uncomfortable way," he says. Kyle's unique perspective on problem-solving has shaped his career, leading him to view the world from a "problem to problem perspective" rather than an "answer to answer perspective." This mindset has been instrumental in his work, particularly in his transition from hardware to software, where he found the flexibility to match solutions to problems. His passion for customer engagement and problem-solving was evident during his time at Agile Craft, a startup that was later acquired by Atlassian and transformed into Jira Align, Atlassian's fastest-selling product. "Product management is one of those worlds where it is all about finding problems, finding fixes, unlocking the next problem,” Barry adds, “and it’s an endless iteration of that.”

The Art of Business, Choices, and War

Being deeply invested in a problem is crucial to find its solution, Kyle shares. During his transition from a hardware-focused role to a software-focused one, Kyle found himself becoming "hyper obsessed" with understanding why organizations work the way they do. This obsession led him to spend his weekends reading and learning about organizational structures and decision-making processes. Growing up in a military town and being fascinated by the structure of large organizations like the military, he found that many models and techniques used in business have their roots in military strategies. Concepts like wargaming, scenario planning, and Commander’s Intent have found their way into business strategy and decision-making, particularly in large, complex organizations.

Looking Ahead

Kyle shares his excitement about the future of The Uncertainty Project, particularly in translating the theoretical aspects of decision-making under uncertainty into practical applications that can impact the way people work and make decisions. He encourages listeners to engage with the content on The Uncertainty Project's website and to think about how the concepts discussed can be applied within their own organizations.

Read full show notes at BarryO'Reilly.com

Resources

Kyle Byrd on the Web | LinkedIn

Wendy Steele is a changemaker and has the honor of being recognized on Forbes’ 50 over 50. She is the founder and CEO of Impact100, a global network of chapters that each raise $100,000 to fund grants for local nonprofits. In the past 20 years, Impact100 has awarded more than $123 million in grants, making it one of the largest women-led philanthropic organizations in the world. In this episode of the Unlearn Podcast, Wendy joins Barry O’Reilly to share her story of how she founded Impact100 and the impact the organization has had on communities around the world. She also discusses the importance of women's leadership and the power of collective action.

The Power of Empathy

The power of empathy and problem-solving is often the driving force behind meaningful innovation. “When you're bothered by a problem and you can't really get it out of your head, I believe that's because you've got some part in solving it,” she tells Barry. Wendy started Impact100 from a place of empathy and a strong urge to address a problem she noticed in her community. As a banker she noticed that many women felt they didn't have enough resources to make a difference in their communities. After documenting these barriers, she started brainstorming solutions, leading to the birth of Impact100, a global nonprofit organization that empowers women to create transformative impacts in their communities. Barry resonates with Wendy's approach, drawing parallels with his own entrepreneurial journey and emphasizing the importance of customer discovery and understanding obstacles to unlock unmet needs.

The Impact100 Model

The innovative, democratic model of Impact100 brings together 100 women from various backgrounds to make significant contributions to their communities. This democratizes the philanthropic experience, Wendy explains. By setting a standard donation amount, each woman, regardless of her economic standing, contributes equally, empowering her with a sense of agency in the decision-making process. Chapters of Impact100 exist across different regions, and although the model is primarily women-centric, some chapters are gender-neutral, further underlining its inclusive nature. Barry remarks on how negative assumptions about individuals and situations can prevent us from exploring new possibilities; Wendy's model offers a refreshing departure from this mindset. The “power of the crowd” is the same approach they are taking to build Nobody Studios, he tells Wendy.

Looking Ahead

Wendy wants to grow and sustain the Impact100 movement. She aims to provide better support to existing Impact100 chapters so they can reach their highest potential, and to facilitate the launch of new chapters in underrepresented communities. She tells Barry, “Impact has always been built on diversity. Diversity of skill set, experience in every demographic definition... But if we rely on people to raise their hands, we're automatically leaving communities out. And so the best thing we can do for Impact100 to really reach its full potential is to have the ability to evangelize, to go into communities, tell the story, and then help women bring this important movement into their own backyards and watch it grow.”

For full show notes, please visit BarryO'Reilly.com

Resources

Wendy Steele on Website | LinkedIn | Twitter | Facebook

Impact100 Global

Daniel Stillman, an executive coach, and facilitator, is an authority in the field of conversational leadership. With a wealth of experience as a conversation designer and an author, Daniel has dedicated his career to enhancing the way we communicate. His book, Good Talk: How to Design Conversations That Matter, is recognized for its impactful insights into communication dynamics and strategies. In this episode of the Unlearn Podcast, Daniel joins Barry O’Reilly to explore the importance of collaboration and how to create an environment conducive to productive dialogue, particularly in the context of leadership.

Conversational Leadership

Conversational leadership, as defined by Daniel, refers to an approach to leadership that emphasizes the importance of effective communication and dialogue. It relies on the power of conversation to inspire, motivate, and engage individuals or teams in a meaningful and productive manner.

“You cannot have a divergent, emergent and convergent conversation truly all in one go,” Daniel quotes from Chris Ertel’s book, Moments of Impact. “Everybody wants to be in the conversation, and it's not effective if everyone's in the conversation, because everyone can't talk all the time and there's only so much time we can have together.” He explores the mechanics of designing productive meetings, especially in a remote work landscape. He explains that strategic collaboration, hinged on appropriate tools and methods, is integral to making meaningful progress. Barry comments, “This idea of opening, exploring, and closing - it gives people a framework [to have conversations with].”

The Nine P Model

Daniel introduces his holistic Nine P Model of Conversation Design. This includes:

• Purpose (the reason or aim of the conversation), 
• Principles (the agreed norms and values to be adhered to), 
• Process (the methods or steps to be followed), 
• Place (the physical or virtual space where the conversation occurs), 
• Pitfalls (potential risks or problems), 
• Progress markers (indicators of progress), 
• Product or outcome desired (the tangible or intangible results expected from the conversation), and
• People involved (the participants in the conversation), and Potential outcomes (the possible consequences of the conversation).

Link to learn more about the Model is here.

Looking Ahead

Daniel is looking forward to the way collaboration, conversation and AI will intersect to foster more effective communication and goal achievement. He emphasizes the significance of adapting our thought processes, referencing the "Ask/Tell" two by two matrix (more on that here) and 'triple loop learning' (more on that here) as valuable tools for changing how we approach problem-solving and action. Daniel views AI as an assistive component that can enhance our conversations and relationships.

Resources

Daniel Stillman on the Web | LinkedIn | Twitter

Read full show notes at BarryO'Reilly.com

Diana Kander is a keynote speaker, bestselling author, and a vanguard when it comes to memorable pitches. She is the author of Go Big or Go Home, a book that teaches readers the art and science of making impactful pitches for film, sports, business, and philanthropy. Her pioneering research reveals the direct correlation between emotion and memory, offering insights into enhancing audience engagement and recall. In this episode of the Unlearn Podcast, Diana joins Barry O’Reilly in a thought-provoking conversation about making presentations more engaging and memorable. They unpack the concept of co-creation in presentations and provide real-world examples of successful pitches that involve audience participation. 

Go Big or Go Home

Diana shares the genesis of her book Go Big or Go Home, shedding light on her journey into the world of memorable pitches. "I was approached by the CEO of a company who was struggling to keep his audience engaged during presentations. This triggered my exploration," she recalls. The CEO's predicament posed a compelling challenge for Diana, propelling her investigative journey into what makes pitches memorable. This challenge was a catalyst for her bestselling book. She researched the real-life struggles of professionals to create an impact with their pitches. The result was a book that unveiled the secrets behind delivering pitches that are not just heard, but remembered.

Creating Emotional Resonance

"Connecting emotionally helps the audience remember your message long after the presentation is over," Diana tells Barry. Her research unveiled five tools needed to create emotional resonance in presentations: 

• The element of surprise keeps the audience engaged and alert. 
• Analysis helps the audience to understand and connect with the data or information being presented. 
• The pitch order, or how the information is arranged, can evoke different emotional responses. 
• Using 3D objects during presentations provides a tangible element that can make the pitch more memorable. 
• Co-creation involves the audience in the presentation or problem-solving process, creating a sense of ownership and engagement among them. 

By using these tools, Diana believes presenters can create a deep emotional resonance with their audience that outlasts the presentation itself.

Co-creation: Including the Audience

Co-creation is a strategic tool in presentations where the presenter involves the audience in the process of problem-solving or idea generation. Rather than being passive recipients of information, the audience actively participates in the creation process. Diana views co-creation as a pivotal tool in the success of a presentation. She states, "Co-creation is not just about soliciting input from the audience; it's about immersing them in the process. This participatory approach creates a sense of ownership among the audience, enhancing their connection with the material and, ultimately, the presenter." Co-creation transforms the conventional presentation dynamic into a shared journey. "Involving the audience in problem-solving can create a mutual sense of accomplishment. This shared ownership is an essential part of engagement and retention," Barry remarks.

Looking Ahead

Diana also announces a free digital copy of her book to anyone who reaches out via email.

Read full show notes at BarryO'Reilly.com

Resources

Diana Kander on the Web | LinkedIn |

Have you ever wondered why so many people fail to land their dream job after attending a boot camp or taking an online course? In this episode of Unlearn Podcast, Barry O'Reilly chats with Sarah Doody, a UX researcher and designer, and the founder and CEO of the Career Strategy Lab, a program that helps UX and product professionals at all career stages navigate the job search and articulate their skills and experience to help them grow. Sarah talks about her journey of designing her career and helping others do the same. She and Barry discuss the need for ongoing career development, the importance of setting boundaries, and why systems and design thinking is important in building a successful business and career. Designing Your Career “When I think back, I realized that I've always been designing my career,” Sarah remarks. She describes herself as a systems thinker who can spot problems and opportunities in sales, marketing, product, and engineering. However, her multi-talented nature often meant people didn't know what to do with her, and she had to design her own roles at different startups. Barry recalls how when he joined ThoughtWorks in 2010, only engineers were considered essential, and designers were struggling to find a place. He comments that the talent to design from experience to prototype is a core skill, and one of the main reasons his former colleague went on to become CEO of Thoughtworks. “When I think of design, it's not like just designing products, it's designing processes,” Barry comments. “It's designing onboarding experiences for people, …to know what the needs are, and then to create a solution that creates this great experience.”  The Career Strategy Lab Sarah shares her journey from UX consulting to building her education business, Career Strategy Lab, which helps job seekers and professionals find purpose, reward, and recognition in their careers. She describes the evolution of the lab, from creating online classes and in-person workshops to running a six-month career incubator. “We go through creating all kinds of the assets you need for your job search,” she tells Barry. “It's a joy to watch,” Barry remarks, “but also to see the results, creating social mobility for all these people, helping them figure out what they actually want to do and enjoy, and then actually creating better opportunities for them. It's tangible. Not many people get to build products where they really can see how they're helping their users.” Looking Ahead Sarah’s new podcast, Career Strategy Podcast, is a strategic marketing move for her business. She plans to repurpose the podcast content to create social media content and she has designed a system to make this happen. She also talks about her upcoming book with Rosenfeld, The Product of You, and how she plans to use the podcast interviews as content for the book. A special message to listeners Nobody Studios is a new venture studio, co-founded by Barry, with the purpose of derisking pre-seed stage business ideas. Our goal is to create 100 compelling companies in the next five years. We believe we can achieve this by minimizing the time, speed, and capital required to validate truly repeatable and scalable business models before any significant venture investment. We're excited about radically changing how companies are built and funded, and even democratizing wealth creation. If you share our passion and want to contribute your talent, capital, or influence, we would love to hear from you! Contact us at: Nobody Studios | LinkedIn | Twitter | Facebook | YouTube | Instagram | Pinterest  Find full show notes at BarryO'Reilly.com Resources Sarah Doody on LinkedIn Career Strategy Lab | Career Strategy Podcast The Product of You