The Standup – Details, episodes & analysis

What can taking bets teach us about leadership?

In this debut episode of The Standup, Brave Bets Founder Jackie Yeaney reflects on how her ability to recover after unexpected bumps in the road and her willingness to step out of her comfort zone have defined her career. From a bold professional pivot at Delta Air Lines to mentoring unconventional hires at Tableau, Jackie has led the way with resilience. But it’s not all about the professional wins. Jackie also shares times her career took a back seat to her family life, crystallizing her philosophy that you can have it all, but perhaps not all at once, and certainly not without taking a few brave bets. 

Things to listen for:  

(00:00) Getting to know Jackie Yeaney

(00:52) The career pivot at Delta Air Lines that made all the difference   

(03:20) The value of curiosity in identifying team potential  

(04:19) The role of networking in personal and professional growth  

(07:09) How to create focus at work

(11:15) Resetting priorities to support the family during challenges  

(14:04) The CMO who fired the whole marketing team

Resources:

• Connect with Jackie
• Connect with Yael

For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights.

The Standup is your biweekly check-in to elevate your leadership skills, so you can make a bigger impact everywhere you lead.

What does it take to build truly inclusive teams?

In this episode of The Standup, we are joined by Julie Ann Crommett, founder and CEO of Collective Moxie and former Vice President of Multicultural Audience Engagement at Walt Disney. With a career built on bringing diversity, equity, and inclusion initiatives to the likes of Google, Disney, and NBCUniversal, Julie shares all her best practices for orchestrating DEI programs. She shares how asking better questions and adopting perspective changes like “culture add” instead of “culture fit” can unlock the full potential of your team.

It’s not just about hiring differently. It’s about reshaping how leaders think about talent, team dynamics, and their role in normalizing inclusion. Think “culture add” not “culture fit”. Julie Ann makes it easy to get your DEI programs off the ground by highlighting small, actionable steps leaders can take to create environments where everyone thrives.

Things to listen for:

(00:00) Introducing Julie Ann Crommett

(00:56) A transformative moment at Disney

(03:23) Identifying hidden bias in hiring practices

(08:13) Internal mobility and performance reviews

(10:57) Questions leaders should ask to build inclusive teams

(12:26) The power of "culture fit" vs. "culture add"

(14:44) Supporting diverse hires

Resources:

• Connect with Julie Ann
• Connect with Yael

For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights.

An inspiring goal has the power to unite people, fuel creativity, and drive teams to achieve extraordinary things. 



In this episode of The Standup, we speak with Adam Goldstein, CEO and founder of Archer,  a company building electric aircraft to make urban flight more accessible. Adam shares how a bold, ambitious vision not only attracts top talent but also keeps teams focused and motivated through challenges.

Discover how Archer balances technical precision with creative freedom to create products that are both efficient and emotionally resonant. Adam also opens up about the importance of camaraderie among executives and why being a CEO doesn’t have to be a lonely role. Adam’s insights offer a roadmap for leaders striving to make their vision a reality.

Things to listen for:

• (00:00) Introducing Adam Goldstein
• (03:17) Designing for efficiency and emotion
• (05:47) Prioritizing “survivability” to get to market faster
• (08:04) How to structure teams for innovation
• (09:22) Hiring and retaining top talent with an ambitious vision
• (11:09) The truth about being a CEO

Resources:

• Connect with Adam
• Connect with Yael
• For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights. 

What happens when you embrace your authentic self at work?

In this episode of The Standup, global marketing leader Cynthia Kleinbaum, Co-founder of the A LA LATINA Network, shares how staying true to her identity and flipping biases into strengths has shaped her success. From her journey as a Latina in corporate America to fostering environments where employees thrive, Cynthia dives into actionable tips for impactful leadership. Discover why “leading like a mom” can be the ultimate leadership superpower and learn her Barometer Method—a simple framework for creating honest, open team communication.

Listen in for practical advice on empowering your team, overcoming biases, and redefining leadership.

What you’ll learn: 

• Bringing your true self to work builds trust and drives better results
• Leading with care creates environments where teams thrive and feel valued
• Traits often seen as weaknesses—like passion or kindness—are actually leadership advantages 

Things to listen for:

(00:00) Introduction to Cynthia Kleinbaum

(01:26) Realizing authenticity as a strength: Humor in the workplace

(03:13) Owning identity: The impact of being a Latina leader

(07:31) Leading like a mom: Empathy meets accountability

(09:18) The Barometer Method: Checking in with your team

(11:07) Breaking down workplace barriers for authentic leadership

(14:44) Advice for leaders on navigating biases and cultural expectations

(17:24) Cynthia’s favorite resources and habits for success

Resources:

• Connect with Cynthia
• Connect with Yael
• For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights

Think you’re not ready for that leadership role? Think again. Self-doubt might be holding you back, but it doesn’t mean you’re not good enough.

In this episode of The Standup, Katy McFee shares how she overcame imposter syndrome and her insecurities to build a thriving career—and help others do the same. As the founder and CEO of Insights to Action, Katy offers advice to help leaders build confidence and guide organizations in supporting women and working parents more effectively. Discover how asking for honest feedback, embracing failure, and setting clear boundaries have transformed her career—and just might transform yours.

Things to listen for:

(00:00) Introducing Katy McFee

(00:57) How a lack of representation fuels self-doubt

(04:55) Proving that you’re ready for more senior roles

(08:02) Women’s unique leadership strengths

(09:23) How to support working parents at work

(13:30) Iterate until you find success

Resources:

• Connect with Katy
• Connect with Yael

For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights.

In this episode of The Standup, we sit down with Oren Greenberg, growth marketing advisor and founding partner at Kurve, who has helped teams at every stage navigate complexity and scale smarter. 



He shares how conflicting incentives between teams can quietly stall progress, and why misaligned KPIs are usually a symptom of a deeper strategic disconnect at the top. With stories from the field and sharp observations, Oren talks about practical ways leaders can rebuild trust, set clearer goals, and make collaboration feel less like a turf war. Finally, Oren shares sound advice about the evolution of artificial intelligence and why leaders should stay cautious.

What you’ll learn:

• How to build KPI alignment without losing team autonomy
• Why strategic clarity at the C-suite level drives better collaboration
• The real reason AI adoption stalls and how to respond with realism

Things to listen for:

(00:00) Why personal brand is reshaping how companies build influence

(01:01) What truly motivates your team and how to spot the difference

(01:54) How misaligned KPIs quietly sabotage growth

(02:48) When physical office layouts create invisible barriers

(04:42) A proven method for aligning KPIs across departments

(06:37) Why sales-led and marketing-led cultures clash

(07:40) Common traits of top-performing leaders

(08:49) Where AI is actually improving marketing workflows today

(09:55) What most AI tools get wrong and how to train your team wisely

(11:05) A career mistake that taught the danger of borrowed platforms

(12:06) Mindset shifts for B2B leaders

(14:51) What we learned from Oren

Resources:

• Connect with Oren
• Kurve Website
• Connect with Yael

For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights

In this episode of The Standup, we’re joined by David Hanrahan, SVP of People Success at SolarWinds, who brings over 15 years of leadership experience in high-growth tech companies like Eventbrite, Niantic, and Twitter. David’s deep expertise in HR leadership, employee experience, and organizational design offers invaluable insights on building culture in fast-scaling environments.

He explains the importance of fostering a thriving workplace as companies grow and scale, explaining how leaders can balance the values that matter most during periods of change. From navigating divergent cultures across teams to the evolving role of HR, David shares strategies for leaders to stay connected with their teams while pushing for meaningful performance.

Plus, he reflects on a personal failure that taught him the power of collective ownership and how leaders can create sustainable change without forcing their vision on others.



What you’ll learn:

• How to scale company culture without losing core values
• Why leaders should spend time outside of their teams to stay ahead of potential issues
• The key question to ask when leading through change and uncertainty

Things to listen for:

(00:00) How curiosity drives leadership success

(01:13) Building and scaling company culture at large organizations

(03:15) Convergence vs. divergence in company culture

(04:31) The importance of skip-level meetings in understanding company culture

(05:04) Pros and cons of flattening hierarchical structures

(07:04) Diversity, equity, and inclusion in building a strong, unified culture

(08:49) Embracing cultural differences while staying true to core values

(10:36) The importance of listening and seeking diverse perspectives

(11:23) A failure in driving change at Twitter — and the lesson learned

(14:01) The role of AI in leadership development and talent assessment

Resources:

• Connect with David
• SolarWinds Website
• Connect with Yael

For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights

In this episode of The Standup, we’re joined by Andreas Welsch - an executive, former VP, and now Chief AI Strategist at The Intelligence Briefing - who’s spent his career helping organizations bridge the gap between technology hype and business reality.



Andreas has led high-performing teams through change, uncertainty, and the rise of disruptive tech. He gets real about what it takes to foster an AI-ready culture, why clear communication is a non-negotiable, and how leaders can set smarter standards as AI enters the daily workflow.

Plus, he shares a candid failure story that every leader navigating AI projects will want to hear - and a simple question to ask before greenlighting your next big initiative.

What you’ll learn:

• Why clear communication matters more than AI fluency when leading teams
• How to decide when to kill a project (and how to do it without losing trust)
• What it really takes to build an AI-ready culture from the inside out

Things to listen for:

(00:00) Why experimentation with AI tools is a leadership skill

(01:01) The top questions leaders are asking about AI today

(02:15) Why AI rollouts often miss the mark — and how to fix it

(03:36) How to identify where AI can add real value in your workflows

(05:03) Don’t skip the ROI check: Evaluating tools and vendors wisely

(06:26) How to communicate about AI with clarity — and less fear

(08:06) What it means to lead hybrid teams of humans and AI

(11:24) Overhyped vs. underhyped trends in the AI space

(12:42) Andreas shares a failure story — and how it shaped his leadership

(16:11) One thing leaders should stop doing immediately

Resources:

• Connect with Andreas
• Connect with Yael
• For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights

Think you’re not cut out for a career switch? Think again. Changing paths can feel daunting, but it’s possible to bring your strengths with you.

In this episode of The Standup, Devin Reed, Founder of The Reeder, opens up about his own journey from sales to content marketing. He shares how his experience in sales taught him the power of accountability and how that mindset has shaped his success in marketing. Devin talks about the key skills leaders need when transitioning to a new role, from staying curious to mastering the art of listening. He also gets real about leadership struggles, including how to communicate strategy with the C-suite and set boundaries as a working dad.

Things to listen for:

(00:00) Introduction to Devin Reed

(02:05) Transferable skills from sales to marketing: Accountability and curiosity

(03:40) Listening and transparency: Key skills for leadership transitions

(05:35) Protecting strategy: Educating others and staying focused

(07:50) Communicating strategy effectively with the C-suite

(10:00) The challenges of balancing work and family life

(13:25) Audience growth: The key focus for marketing teams this year

(14:36) Budgeting and measuring success: Efficiency and creativity

(16:02) The importance of documented strategies and playbook

Resources:

• Connect with Devin
• Connect with Yael
• For more leadership insights and trending news sent to your inbox weekly, subscribe to monday insights