Explore every episode of the podcast Executive Evolution
| Title | Pub. Date | Duration | |
|---|---|---|---|
| The Role of Mentorship in Shaping Leaders with Phillip Wambsganss | 23 Oct 2025 | 00:30:50 | |
"When you're growing, it's really easy to lose connection with people."
In this episode, Craig P. Anderson welcomes Phillip Wambsganss, President of Higher Education Servicing Corporation (HESC), to explore how mentorship, humility, and intentional connection shape great leadership. Phillip shares how early career failures, strong mentors, and self-reflection guided his evolution from a young banker to a seasoned nonprofit executive. He and Craig discuss the challenges of leading a growing organization, staying present with teams, and the lifelong balance between confidence and empathy. With stories that bridge personal growth and professional purpose, Phillip reminds us that leadership begins with listening and grows through service.
After You Listen:
Key Takeaways
Things to listen for: (00:00) Intro (01:01) Mentorship and professional growth (02:08) Influences on Phillip's leadership style (05:02) What leadership means and owning the vision (08:03) First leadership roles and early failures (15:22) Growth through mentorship and self-reflection (18:42) Leading a growing team and staying connected (21:34) Decompression, service, and balance outside work (24:14) From peer to boss: navigating the shift (26:04) Phillip's advice to his younger self
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| Developing Leadership Beyond Accounting Skills with Cassie Dunn | 09 Oct 2025 | 00:24:43 | |
"It's not just about winning clients. It's about building a culture where people want to stay and grow." In this episode, Craig P. Anderson welcomes Cassie Dunn, Managing Partner at Haines, Isenbarger & Skiba LLC, to share her journey of leadership in the accounting world. Cassie opens up about the lessons she's learned leading through growth, acquisitions, and client transitions, including why sometimes letting go of clients can be the best move for employee happiness and long-term success. She reflects on her earliest leadership roles, from high school cross country captain to coxswain in college, and how those experiences shaped her approach to humility, hard work, and empowering others. Craig and Cassie also tackle the role of soft skills in leadership, the challenges of talent shortages in accounting, and why culture is at the center of every decision she makes. After You Listen:
Key Takeaways
Things to listen for: (00:00) Intro (02:01) Lightning round leadership insights (04:16) Why peer support matters in leadership (07:17) Defining leadership and business growth (08:19) How acquisition affects culture fit (10:43) Reframing accounting as a decision-making discipline (13:01) Leadership lessons from a former cross country team captain (16:05) What to focus on as a leader of a growing company (21:35) Value of learning soft skills early | |||
| Building Great Teams through Empowerment and Empathy featuring Peter Dunn | 05 Jun 2025 | 00:32:36 | |
"Leadership is about building others up while getting out of their way." In this episode, Craig Anderson talks with Peter Dunn, founder and CEO of Your Money Line, about what it really takes to grow into a leadership role. Pete shares candid reflections on how he went from a self-focused leader to someone committed to empowering others through trust, transparency, and support. He opens up about past missteps, the guilt he carries over early leadership choices, and the ongoing work of becoming someone worth following. Pete also explores why feedback is an act of care, how empathy and performance go hand in hand, and why the mission behind Your Money Line is so deeply personal. Whether you're a new leader or a seasoned executive, Pete's story is a reminder that leadership is less about having the answers—and more about asking the right questions. After You Listen:
Key Takeaways:
Things to listen for: | |||
| Bringing Your Authentic Self is Key to Leadership with Debra Chromy | 22 May 2025 | 00:34:09 | |
"Leadership is about authenticity, vulnerability, and building strong connections."
After You Listen:
Key Takeaways:
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| Navigating the Shift from Individual Contributor to Leader with Ben Pippenger | 08 May 2025 | 00:25:34 | |
"Great leaders know when they're wrong." In this episode, Craig Anderson talks with Ben Pippenger, Co-Founder and Staff Product Manager of Zylo, about the evolution of leadership and the lessons learned from building and scaling a company. Ben shares his journey from an individual contributor to a leader, emphasizing the importance of understanding what truly motivates a team. He discusses how recognition—not just money—keeps employees engaged, why leaders must carve out time for their people, and how making mistakes can be a powerful learning tool. Ben also reflects on lessons from his time at Salesforce, the challenges of maintaining company culture at scale, and why leadership isn't just about getting things done—it's about bringing people along with you. After You Listen:
Key Takeaways:
Things to listen for: | |||
| How Structure Turns Passion into a Thriving Business with Marc Rust | 24 Apr 2025 | 00:31:09 | |
"Leadership is about turning people into doers."
In this episode, Craig Anderson talks with Marc Rust, CEO and Founder of Consequently Creative, about the intersection of creativity, leadership, and vision. Marc shares his journey from creative director to business owner, highlighting the importance of setting clear standards, fostering initiative, and balancing passion with structure. He talks about how hiring people with strong personal passions leads to stronger teams, why fear holds so many leaders back, and how gratitude can open doors to success. Marc also reflects on leadership lessons from Richard Branson, the power of audacity, and why finishing what you start is just as crucial as starting in the first place.
After You Listen:
Key Takeaways:
Things to listen for:
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| Leadership in Medicine: Lessons for Every Professional with Ian McCoog | 10 Apr 2025 | 00:25:58 | |
"What you put out as a leader will be heard and will affect every level of the organization."
(00:00) Intro | |||
| Why Developing People Strengthens Your Business with Brook Gratia | 27 Mar 2025 | 00:33:47 | |
"A good leader is someone who is helping others become the best of themselves."
In this episode, Craig Anderson sits down with Brook Gratia, President of Edgewater CPA Group, to explore the realities of leadership, scaling a business, and the challenges of integrating new teams. Brook shares her journey from launching her firm to leading a team of 20, reflecting on key leadership lessons—like hiring the right people, adapting to team dynamics, and navigating the emotional complexities of leadership. She opens up about the difficulties of merging company cultures, setting clear expectations, and balancing the demands of running a business while supporting employees.
After You Listen:
Key Takeaways:
Things to listen for: (00:00) Intro (02:10) Best leadership book (05:03) Leadership inspirations (08:45) Defining leadership (11:42) Early leadership roles (15:54) Challenges in growing a business (27:13) Get out of the weeds and lead
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| From Dog Lovers to Business Leaders with Uptown Pup | 13 Mar 2025 | 00:32:08 | |
"Oftentimes, positive reinforcement training ability translates well to humans too."
In this episode, Craig Anderson talks with Mandy Stetzel and Kathleen Schonsheck, Co-owners of Uptown Pup, about how they built a successful pet care business by prioritizing transparency, trust, and a strong team culture. Mandy and Kathleen share their journey from passionate dog lovers to business owners despite having no formal business or leadership training. They discuss how they learned to lead, the importance of hiring and mentoring the right people, and how staying true to their values has helped them grow a business that serves both people and pets. They also explore how positive reinforcement—used in training dogs—can apply to leadership, the role of financial transparency in building team trust, and why leading by example is the best way to create a thriving workplace.
After You Listen:
Key Takeaways:
Things to listen for: (00:00) Intro (01:02) Meet the owners of Uptown Pup (01:52) Lightning round: leadership books (05:01) Lightning round: leadership crushes (09:11) The early days of building Uptown Pup (12:47) Hiring and team building strategies (16:29) Growing into leadership roles (22:36) Maintaining culture and vision | |||
| Why Trusting Your Gut Matters for Building Strong Teams with Jack MacKenzie | 27 Feb 2025 | 00:32:28 | |
"It's our job to make sure that we hire someone who is the right fit. Because not being a good fit is a terrible thing for someone who you offer a job to."
In this episode, Craig Anderson sits down with Jack MacKenzie, President of CollegeAPP to discuss his journey as a leader and the lessons he's learned from building successful teams. Jack reflects on stepping into his first major leadership role as a student body president and leading a fast-growing company, sharing insights on hiring challenges, why a 50% success rate can be a win, and the importance of addressing misalignment early. He also emphasizes the power of creating a vision that inspires belief and drives alignment, offering practical advice for cultivating transparency, trust, and accountability within teams.
After You Listen:
Key Takeaways:
Things to listen for: (00:00) Intro (01:52) The lightning round (09:36) Believing so strongly others follow naturally (13:13) Lessons from leading a student government (15:39) Biggest takeaways on building strong teams (22:30) Spotting red flags and trusting your gut (28:14) Why leaders shouldn't take themselves seriously
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| The Power of Relatable and Transparent Leadership with Kyle McDowell | 13 Feb 2025 | 00:39:26 | |
"You can't build trust without relatability and authenticity—when your team knows you're genuine, trust naturally follows."
In this episode, Craig Anderson sits down with Kyle McDowell, author of Begin With We and founder of Kyle McDowell Inc., to discuss his evolution as a leader and the principles that have shaped his leadership philosophy. Kyle shares how his transformative journey led to the creation of his "10 We's"—a set of principles designed to foster trust, authenticity, and collaboration within teams. Reflecting on the highs and lows of his corporate career, Kyle opens up about the mistakes that shaped his leadership style, the challenges of stepping away from the corporate world, and the lessons he learned about relatability and building a culture of excellence.
After You Listen:
Things to listen for: (00:00) Intro (02:10) Leadership lightning round (07:30) Lessons from leadership mistakes (13:40) The power of self-reflection in leadership (18:15) The "10 We's" and their impact on team culture (23:10) Overcoming skepticism and earning trust (30:00) Balancing empathy and accountability as a leader (37:00) Advice for new and experienced leaders alike
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| Navigating Leadership Challenges Through Trust and Balance with Christiana Thornton | 30 Jan 2025 | 00:29:32 | |
"You can't lead an organization unless you have people coming alongside you to accomplish that task."
In this episode, Craig Anderson sits down with Christiana Thornton, CEO of Granite Edvance, to talk about her evolution as a leader and the pivotal moments that shaped her leadership philosophy. Christiana reflects on her journey, from stepping into her first major leadership role to assembling a high-performing team that drives organizational success. She shares the challenges of navigating isolation as a new leader, balancing people-pleasing tendencies with the need for decisiveness, and learning to trust and delegate effectively.
After You Listen:
Things to listen for: (00:00) Intro (02:10) Leadership lightning round (07:01) The power of trust in leadership (10:16) Overcoming isolation as a new leader (13:30) Lessons in delegation and collaboration (17:45) Balancing ambition with boundaries (22:20) Building aligned teams for long-term success
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| Chasing Impact Over Transactions in Sales With Mandy Minitello | 25 Sep 2025 | 00:24:40 | |
"Sales success isn't about the perfect pitch. It's about building trust that lasts." In this episode, Craig P. Anderson welcomes Mandy Minitello, sales coach and host of Chasing Impact, Not Sales, to explore what it takes to sell and lead in today's world. Mandy shares how being "volun-told" into training others sparked a passion for teaching and coaching that shaped her career. Craig and Mandy unpack why the best leaders let others shine, how to reverse-engineer goals with the end in mind, and why confidence and mindset matter more than tactics. From AI's growing role in sales to the importance of creating authentic relationships, Mandy reveals why impact, not transactions, drives sustainable success. After You Listen:
Key Takeaways:
Things to listen for: (00:00) Intro (01:25) Craig and Mandy's shared history (02:15) Books that shaped Mandy's leadership style (03:29) Mandy's leadership crush (04:07) Defining leadership in ten words (06:34) Being "volun-told" into leadership (08:19) Lessons from early leadership (11:08) Rethinking sales leadership today (15:04) How AI is changing the sales process (22:59) Key lessons from Mandy's leadership journey
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| How Great Leaders Guide the Way Without Defining the Path with Chrystal Struben | 16 Jan 2025 | 00:24:46 | |
"You're setting the direction. But how you get from Point A to Point B is really up to that person."
In this episode, Craig Anderson sits down with Chrystal Struben, President and CEO at AYS Inc, to share her journey as a leader navigating the complexities of nonprofit organizations. Chrystal reflects on her experience following a 34-year founder, sharing how she developed her unique leadership style while building trust and driving organizational growth.
Chrystal shares the challenges of balancing compassion with accountability and emphasizes the importance of clear communication and empowering teams. With her leadership philosophy, "Be the compass, not the map," and inspiration from thought leaders like Gino Wickman, she offers practical insights on building trust, managing change, and communicating vision effectively.
After You Listen:
Things to listen for: (00:00) Intro (02:36) Lightning round with leadership insights (07:13) Be the compass, not the map (08:28) Building structure to guide your team (12:39) Why vision must come first in leadership (16:04) Balancing compassion with leadership authority (19:51) Leading in mission-driven organizations
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| REPLAY: Discipline Defines Success with Patricio Daneri | 02 Jan 2025 | 00:30:42 | |
"If you have discipline around your actions, discipline around your, your, your schedule, you're gonna, you're gonna find success."
Key Takeaways:
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| REPLAY: Put People First and Success Follows with Kyle Lacy | 19 Dec 2024 | 00:21:13 | |
"Leaders are meant to serve. It's not an ego trip. It's how you serve your team."
Key Takeaways:
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| Why Empathy and Clarity Are Key for Leadership Success with Adam Hayes | 05 Dec 2024 | 00:20:13 | |
"A true challenge in leadership is learning when to step back and let others find their own path from A to Z."
In this episode of Executive Evolution, Craig Anderson talks with Adam Hayes, owner of Hayes Group Marketing, about the journey of leading and scaling a small business. Adam shares how he transitioned from a hands-on approach to a visionary role, focusing on empowering his team through trust, clear communication, and structured systems.
Drawing on over 20 years of experience, Adam emphasizes the importance of balancing guidance with autonomy, building a solid organizational framework, and using regular check-ins to maintain alignment with the company's vision.
After You Listen:
Key Takeaways:
Things to listen for: (00:00) Intro (02:01) Leadership influences and favorite books (06:29) First experiences in leadership and early lessons (09:18) Balancing guidance and independence (12:35) The importance of structured communication (17:30) Scaling a small business with a vision-driven approach (20:01) Goals for the future and stepping into a full-time visionary role | |||
| How Vulnerability and Openness Make Resilient Teams with Susan Baroncini-Moe | 21 Nov 2024 | 00:36:35 | |
"A really powerful lesson is knowing that it is okay to admit when you've made a mistake. That shows people that your ego isn't getting in the way of you showing up as a good human."
In this episode of Executive Evolution, Craig Anderson sits down with Susan Baroncini-Moe, Executive Coach and CEO at Baroncini-Moe Executive Coaching, about leadership grounded in empathy, self-awareness, and authenticity. Susan shares the importance of vulnerability in building team trust and explains why candid feedback, rather than anonymous reviews, strengthens teams.
Susan reflects on her early career managing her father's medical practice and shares the leadership lessons she learned firsthand through these experiences. She also advises fostering a safe, open culture that promotes honesty, growth, and authenticity, which is essential for today's executives.
Things to listen for: (00:00) Intro (02:26) Lightning round (17:46) Mastering self-awareness (18:29) Evolving leadership philosophy (19:00) The power of vulnerability (20:01) Handling mistakes with grace (20:52) The weight of leadership (27:30) The role of a coach (31:31) The pitfalls of Performance Improvement Plans
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| Building Great Teams through Empowerment and Empathy featuring Peter Dunn | 07 Nov 2024 | 00:32:40 | |
"Instead of protecting their feelings for them, I've learned that it's their job to protect their feelings. It's my job to give them the truth, and you can do it in an empathic way."
In this episode, Craig Anderson speaks with Peter Dunn, CEO of Your Money Line, about the leadership lessons that come from embracing empathy and self-awareness. Peter recounts his early experiences where he focused on achieving his personal goals, only to realize that true leadership means helping others grow. He shares how this shift in perspective transformed his approach and led to better team outcomes.
After You Listen:
Things to listen for: (00:00) Intro (02:32) Lightning round with Peter Dunn (04:05) Setting up a "talent bomb" (11:09) How self-awareness shapes leadership growth (15:35) Leadership is a privilege (16:37) The power of empathy in leadership (21:57) Maturity means being comfortable with difficult conversations
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| Essential Leadership Lessons from the Navy with Daniel Anderson | 24 Oct 2024 | 00:26:13 | |
"Leadership is about more than directing, it's about inspiring your team and guiding them towards a shared goal."
Key Takeaways:
Things to listen for: (00:00) Intro | |||
| Balancing Impact and Intent in Leadership with Caroline Abeleda | 10 Oct 2024 | 00:25:20 | |
"Make sure your intent and the impact are aligned, right? Because even if it's not necessarily a positive situation, if you do your job well, then it should be articulated objectively and with the right tone and outcome." In this episode of Executive Evolution, Craig Anderson chats with Caroline Abeleda, Co-Founder of Exploradoor. Caroline discusses why treating your team with dignity is essential, even in difficult situations like layoffs. She explains how embracing vulnerability helped her address the challenges of transitioning from peer to leader and how this openness fostered trust within her team. Caroline also talks about the realities of leading a company that's always in growth mode, and where time management and resource allocation play a crucial role.
Things to listen for: (00:00) The lightning round (07:22) Defining leadership beyond the title (10:38) Becoming a leader among your peers (15:07) Challenges of leading a company that's always in growth mode (19:13) The Importance of self-awareness in leadership | |||
| How Emotional Intelligence Creates Impactful Leaders with Cassie Mecklenburg | 26 Sep 2024 | 00:28:46 | |
"Leadership is getting in the trenches with those you serve and leading by example."
In this episode of Executive Evolution, Craig Anderson chats with Cassie Mecklenburg, Executive Director of Sheltering Wings, about how emotional intelligence and empathy play a big role in leadership.
Cassie shares her story, starting from her leadership roles in college all the way to running a successful non-profit, and how she leads at Sheltering Wings today. She talks about how she balances big-picture thinking with the day-to-day stuff, and why having a team with different strengths makes all the difference.
After You Listen:
Key Takeaways:
Things to listen for: (00:37) The importance of emotional intelligence (01:54) How to navigate tough topics with people-first leadership (03:49) Knowing when to compromise or stand firm (15:03) The importance of curiosity in leadership (17:31) From daily tasks to community-focused leadership (20:07) How to be a coach and not just a problem solver (24:25) Why leaders should build friendships with their teams | |||
| Acknowledging the Challenges while Staying Positive with Steve Rupp | 12 Sep 2024 | 00:32:54 | |
"Be confident in yourself to pour into other people what they need." In this episode, our host, Craig Anderson, is joined by Steve Rupp, a seasoned real estate coach and passionate leader. Steve shares how managing from a place of confidence and generosity can break the negative cycle of threatened leadership and drive real team success. Listen in as Steve recounts his journey from his first leadership role as a Boy Scout patrol leader to his impactful career in real estate coaching. He discusses the critical lessons learned along the way, emphasizing the importance of building trust and improving communication through creative team-building exercises. You'll also hear about the transformative power of mentorship and effective delegation. Steve offers actionable insights on how young leaders can motivate their teams from within and the art of asking the right questions to inspire self-reliance and ongoing improvement. After You Listen:
Things to listen for: (00:00) The lightning round (02:23) Defining leadership (07:09) Leadership lessons from the Boy Scouts (11:07) Challenges of young leadership (15:19) Scarcity vs. contribution in leadership (17:45) The importance of creativity in leadership (23:31) The role of curiosity in effective leadership (27:14) Steve's advice to his younger self | |||
| REPLAY: How Structure Turns Passion into a Thriving Business with Marc Rust | 11 Sep 2025 | 00:31:09 | |
"Leadership is about turning people into doers."
In this episode, Craig Anderson talks with Marc Rust, CEO and Founder of Consequently Creative, about the intersection of creativity, leadership, and vision. Marc shares his journey from creative director to business owner, highlighting the importance of setting clear standards, fostering initiative, and balancing passion with structure. He talks about how hiring people with strong personal passions leads to stronger teams, why fear holds so many leaders back, and how gratitude can open doors to success. Marc also reflects on leadership lessons from Richard Branson, the power of audacity, and why finishing what you start is just as crucial as starting in the first place.
After You Listen:
Key Takeaways:
Things to listen for: | |||
| Transforming Young Talent into Leaders with Evan Huck | 29 Aug 2024 | 00:25:50 | |
"Leadership isn't just about steering the ship. It's about making sure every crew member knows they're on the right journey." In this episode of Executive Evolution, our host Craig Anderson sits down with Evan Huck, CEO of UserEvidence, to discuss the highs and lows of leading through uncertainty, building a thriving remote culture, and inspiring a mission-driven team. Join us to discover how Evan leads with empathy and insight, even when facing the hard truths of executive life.
Things to listen for: 01:22 Evan's Leadership Journey 01:52 Lightning Round: Leadership book 03:48 Leadership Influence 08:23 Defining Leadership 10:31 Early Leadership Roles 16:30 Lessons in Leadership 22:56 Final Thoughts and Takeaways
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| The Pillars of Emerging Leadership with Jackie Freiberg | 15 Aug 2024 | 00:35:11 | |
"Leadership is about more than making decisions. It's about being curious, courageous, and continuously learning from those around you." Jackie shares invaluable insights on creating a support network, addressing problems quickly, and surrounding yourself with advisors who challenge your decisions. She emphasizes the transformational power of asking questions and avoiding "I know" statements, drawing on her rich experience with iconic leaders. Tune in and learn about practical wisdom from a seasoned leadership expert.
Things to listen for: | |||
| Creating a Values-Driven Business Culture featuring Matt Tait | 01 Aug 2024 | 00:23:16 | |
"True leadership isn't just about making decisions. It's about being authentic, serving your team, and building real connections." In this episode of Executive Evolution, host Craig Anderson sits down with Matt Tait, CEO of Decimal, to have a conversation about the transformative power of authentic leadership. Matt shares how transparency and authenticity have steered him through challenging times, including scaling a company and navigating the uncertainties of the pandemic. He also jumps into the importance of leading with core values, managing both up and down within your organization, and the necessity of self-care for sustainable leadership while opening up about his reliance on family support, executive coaching, and peer groups.
After You Listen: Get your copy of The Great CEO Within by Matt Mochary Get your copy of I'm Proud of You: Life Lessons from My Friend Fred Rogers Connect with Matt on LinkedIn Follow Matt's podcast, After the First Million Check out Decimal Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations
Key Takeaways:
Things to listen for: [02:05] Lightning round with Matt [19:34] Advice Matt would give to his younger self [21:23] Craigs takeaways | |||
| The Secrets of Mentally Strong Leaders featuring Scott Mautz | 18 Jul 2024 | 00:26:30 | |
"Leadership isn't just about making decisions and giving orders. It's about building resilience, mental strength, and guiding your team through adversity." In this episode of Executive Evolution, host Craig Anderson sits down with leadership speaker and author, Scott Mautz, to discuss the essentials of becoming a mentally strong leader. Join us as Scott shares invaluable insights from his extensive research and new book, The Mentally Strong Leader. You'll learn how to stop chasing approval, start chasing authenticity, and develop the mental strength you need to lead effectively. Tune in to learn practical tools for building resilience, making smart decisions, and maintaining a positive presence.
After You Listen: Get your copy of Good to Great by Jim Collins Connect with Scott on LinkedIn Get Scott's book, The Mentally Strong Leader Check out Scott's website Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations
Key Takeaways:
Things to listen for: [02:40] Lightning round with Scott [06:55] The importance of mental strength in leadership [11:12] The balance between confidence and vulnerability [21:31] Advice Scott would give to his younger self [24:08] Craigs takeaways | |||
| Building Emotional Connections in Leadership featuring Grant Calder | 20 Jun 2024 | 00:36:37 | |
Leadership isn't just about telling people what to do. It's about inspiring them to achieve their full potential and creating a sense of belonging and trust within your team. In this episode of Executive Evolution, our host, Craig Anderson, is joined by Grant Calder, CEO and founder of Flyt Coaching. Grant discusses the importance of emotional connections in the workplace, how they strengthen business success, and the transformative power of asking the right questions. Discover why building close relationships with your team matters and how coaching can lead to success. After You Listen: Get your copy of Coaching for Performance by John Whitmore Connect with Grant on LinkedIn Check out Flyt Coaching Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations Key Takeaways:
Things to listen for: [01:33] Lightning round with Grant [11:57] Leaders empower others [15:04] Everything gets done through people [21:02] Establish a sense of trust and safety in your leader [23:36] Every leader is different, and that's okay [29:16] Advice Grant would give to his younger self [34:23] Craigs takeaways | |||
| Leading Through Discomfort featuring Jason Barnaby | 06 Jun 2024 | 00:42:10 | |
Leadership often requires stepping out of your comfort zone. And once you do this, you'll find growth. In this episode of Executive Evolution, our host Craig Anderson is joined by Jason Barnaby, Founder and President of Fire Starters Inc., to dive deep into a candid conversation that peels back layers of personal and professional growth, focusing on the role of discomfort in leadership. Join us as Jason discusses his most challenging leadership moments and why he believes being uncomfortable is not just inevitable but essential for growth.
After You Listen: Get your copy of Tribes: We Need You to Lead Us by Seth Godin Connect with Jason on LinkedIn Check out Fire Starters Inc. Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations
Key Takeaways:
Things to listen for: [02:15] Lightning round with Jason [06:14] Embrace discomfort for personal and business growth [18:36] Disc profiles impact leadership [21:20] Exceed expectations, learn, adapt, become subject [24:11] Assess sales meetings and hold one-on-ones for accountability [27:59] Mental health and well-being matters [29:14] Checking in on others is important [37:31] Advice Jason would give to his younger self [40:18] Craigs takeaways | |||
| Navigating New Leadership Transitions featuring Chad Schultenover | 23 May 2024 | 00:26:13 | |
"Leadership isn't just about directing people on what to do. It's about inspiring them to see what they could achieve and helping them unlock that potential." In this episode of Executive Evolution, our host Craig Anderson is joined by Chad Schultenover, GM and COO at Meridian Hills Country Club, to share the critical importance of mentorship, strategic patience, and emotional intelligence in successful leadership. Join us as Chad shares how leadership roles require not only understanding organizational culture but also effective communication, relationship building, and the ability to inspire and empower others.
After You Listen: Get your copy of Leading Change by John P. Kotter Connect with Chad on LinkedIn Check out Meridian Hills Country Club Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations
Key Takeaways:
Things to listen for: [02:03] Lightning round with Chad [07:48] Leadership means recognizing potential in others [11:53] Mentorship, promotion, and transition in leadership roles is key [18:55] New leaders should cautiously implement changes [24:03] Emotional intelligence increases hospitality [22:11] Advice Chad would give to his younger self [24:00] Craigs takeaways | |||
| Honest Communication for Leadership Excellence with Steven Gaffney | 09 May 2024 | 00:32:30 | |
Your team's truest potential comes to life when you cultivate an environment of emotional safety. In this episode of Executive Evolution, our host Craig Anderson is joined by Steven Gaffney, President and CEO of Steven Gaffney Company, to share invaluable insights into the heart of effective leadership. Steven shares how creating a culture where communication thrives can prevent the debilitating build-up of issues within your business and offers powerful personal anecdotes, highlighting how speaking up and addressing the unsaid not only alleviates stress but also strengthens teams. Join us as Steven shares his masterclass for those looking to improve their leadership skills and drive meaningful change.
After You Listen: Get your copy of Switch: How to Change Things When Change Is Hard by Chip & Dan Heath Connect with Steven on LinkedIn Check out Steven Gaffney Company Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations
Key Takeaways:
Things to listen for: [02:09] Lightning round with Steven [07:25] Mood's have an impact on productivity and interaction [12:17] Communication and problem-solving are crucial for success [14:00] Seek help and support during tough times [19:55] Seek input, but be accountable for your final decision [23:56] Be open, stay alert, reassess and adapt [27:37] What advice Steven would give to her younger self [30:18] Craigs takeaways | |||
| Personal Development and Health in Leadership with Liz Higgins | 25 Apr 2024 | 00:26:06 | |
Leadership is not always about being center stage. It's about being able to hold other people up, help them feel supported, and guide them to success. In this episode of Executive Evolution, our host Craig Anderson sits down with Liz Higgins, the founder and therapist at Millennial Life Counseling, to dive into her journey as a leader. Liz dives into the importance of relationships, the impact of coaching and mentorship, and the significance of self-awareness in leadership. Join us as Liz shares her wealth of leadership experience and how to navigate the challenging waters of leadership.
After You Listen: Get your copy of Hero on a Mission by Donald Miller Connect with Liz on LinkedIn Check out Millennial Life Counseling Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| Elevate Your Leadership Game Through Authenticity with Kathleen Steffey | 11 Apr 2024 | 00:25:23 | |
Authenticity… it's a word we hear a lot. And leading with authenticity is the key puzzle piece to creating a successful team. In this episode, Kathleen Steffey, CEO and Founder of Naviga Recruiting & Executive Search, joins us to discuss the evolution of her leadership style, the impact of authentic communication on her team and clients, and the importance of maintaining one's spirit amidst the challenges of leadership. Join us as Kathleen shares her how-to guide on leading a successful, passion-filled team.
After You Listen: Get your copy of Geno: In Pursuit of Perfection by Geno Auriemma Connect with Kathleen on LinkedIn Check out Naviga Recruiting & Executive Search Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations
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| Embracing Humanity in Everyday Leadership Moments with Tricia Naddaff | 28 Aug 2025 | 00:35:56 | |
"It's not about being the smartest in the room—it's about creating space for others to contribute." In this episode, Craig P. Anderson welcomes Tricia Naddaff, President of Management Research Group, to explore what it really means to lead through change, complexity, and feedback. Tricia shares how her earliest leadership lessons—like being a fourth-grade bus stop monitor—shaped her approach to self-awareness, responsibility, and building resilient teams. Craig and Tricia discuss why context matters as much as vision, how neuroscience reveals our leadership habits, and what happens when leaders shift from "I have to know everything" to "we'll figure it out together." Drawing from humanitarian work and years of coaching leaders, Tricia offers practical, human-centered advice for anyone who wants to grow as a leader—no matter where they start. After You Listen:
Key Takeaways
Things to listen for: (00:00) Intro (02:31) Why neuroscience matters for leaders (05:44) Lessons from leading in humanitarian settings (09:35) Defining leadership beyond style or vision (16:24) Navigating raw moments and team dynamics (18:25) Early leadership experiences and learning from feedback (21:21) The importance of self-knowledge (24:46) Tricia's evolving leadership style (29:50) Advice Tricia would give her younger self | |||
| Building Balanced Teams with Heather Heuman | 28 Mar 2024 | 00:31:09 | |
Becoming a successful leader begins with knowing your 'why.' It's the foundation for building a strong culture and developing an effective team. In this episode, Heather Heuman, CEO and founder of Sweet Tea Social Media Marketing, joins us to share her entrepreneurial wisdom and leadership insights. She brings a unique angle to leading a virtual team, the positives of owning your weaknesses, and understanding your personal 'why.' Join us as Heather shares her how-to guide on becoming the best leader you can be, while developing a team and culture that excels.
After You Listen: Get your copy of Start with Why by Simon Sinek Connect with Heather on LinkedIn Check out Sweet Tea Social Marketing Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| A Leader's Journey From Self-Doubt to Self-Trust: Featuring Rachel Downey | 14 Mar 2024 | 00:28:19 | |
Roadblocks are a given when it comes to leadership. But it's how you deal with these roadblocks that matters. In this episode, Rachel Downey, founder, CEO, and Executive Producer of Share Your Genius, joins us to share her personal story into leadership and valuable lessons that can help us navigate our own leadership paths with more confidence and resilience. Join us as we unpack Rachel's 5 tips to navigating challenges, seizing opportunities, and evolving through self-awareness and intentional actions.
After You Listen: Get your copy of The 7 Habits of Highly Effective People by Stephen Covey Connect with Rachel on LinkedIn Check out Share Your Genius Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| Strategies to Develop the Next Generation of Leaders with Nick Smarrelli | 29 Feb 2024 | 00:25:43 | |
The younger generation is the future of leadership. And it's our responsibility to equip them with the right tools and knowledge to succeed in their leadership roles. In this episode, professor, advisor, and performance coach, Nick Smarrelli, dives into the big challenges faced by young leaders and how to overcome them. He also discusses the the evolution of leadership in the workplace and the importance of understanding individual team members' unique traits rather than imposing a one-size-fits-all approach. Join us as we share actionable advice for nurturing the next generation of leaders and how to develop them to become successful.
After You Listen: Connect with Nick on LinkedIn Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| Mastering the Message: Leveraging the Influence of Language in Leadership with Andrea Petrone | 15 Feb 2024 | 00:27:39 | |
In the fast-paced world of leadership, it's easy to get caught up in the power and status that come with the role. Leading with humility, relating to others, and demonstrating humility can create a more positive and inclusive leadership environment. In this episode, Performance and Executive Coach, Andrea Petrone shares his invaluable insights into the challenges and lessons of transitioning into a C-suite role, particularly the importance of mindset, humility, and clear communication. Join us as we unpack the essential attributes of successful C-suite leaders and explore the journey of evolving into an outstanding executive.
After You Listen: Get your copy of The Five Temptations of a CEO by Patrick Lencioni Connect with Andrea on LinkedIn Check out The World Class Leaders Show Follow Andrea on Youtube Sign up for Andrea's Newsletter Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| Secrets of Successful Sales Leadership with Matt Nettleton | 01 Feb 2024 | 00:25:19 | |
When thinking about sales leadership, there are specific challenges that you'll go through, but there are also a vast amount of opportunities that arise. In this episode, Matt Nettleton, President at Sandler DBT, joins us to share his insights on the key roles of successful sales leaders, the importance of setting up the right systems and creating a culture where making mistakes are encouraged. He also goes into detail on the long-term practices that contribute to the success of sales leaders. Join us are we share the secrets to mastering sales leadership that unlock doors of opportunities.
After You Listen: Get your copy of The Dichotomy of Leadership by Jocko Willink Connect with Matt on LinkedIn Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| Uncovering Your 'Why' in Leadership with Matt Cuzzort | 18 Jan 2024 | 00:22:49 | |
Discovering your 'why' can be tricky. But once you figure that piece out, you can root back to purpose, and growth becomes natural rather than a challenge. In this episode, Matt Cuzzort, Head Coach at Orangetheory Fitness Broad Ripple, joins us to share his journey of becoming a leader in the fitness industry, reflect on his experience of leading through challenges, and how he built a strong team culture. He discusses the importance of seeking mentorship, finding his zone of genius, and maintaining energy through the reinforcement of his 'why.' Join us as we unpack Matt's journey and how he used his 'why' to shape his evolution as a leader in the fitness industry. After You Listen: Get your copy of Start With Why by Simon Sinek Connect with Matt on Instagram or Facebook Connect with Craig on LinkedIn Check out Craig's monthly free training on holding difficult conversations | |||
| Diversity of Thought in Leadership Teams with Pete Dunbar | 04 Jan 2024 | 00:27:29 | |
Diversity of thought is essential for evolution, but a lot of times leaders don't embrace this opportunity. In this episode, Pete Dunbar, Regional President of American Bank of Freedom, joins us to share actionable advice on the importance of diversity of thought in leadership teams and the value it adds to decision-making processes, the power of intentional, day-to-day leadership, efficient planning, and more. Listen in for more of Pete's leadership insights and gain a deeper understanding of the power in making room for a range of ideas and perspectives. After You Listen: • Get your copy of Megatrends and by John Nesbitt • Connect with Pete on LinkedIn • Connect with Craig on LinkedIn • Check out Craig's monthly free training on holding difficult conversations
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| Socrates, Plato, and Leadership with Jack Hope | 21 Dec 2023 | 00:25:41 | |
Your value lies in who you are as an individual, not what you do on a day-to-day basis. In this episode, Jack Hope, President of Hope Plumbing, joins us to discuss why as a leader you have to recognize your unique strengths and the perspective you bring to the table, be it understanding customers, strategic problem-solving, or team development. Along the way, Jack also shares the pivotal moments that led to his growth as a leader. Listen in for more of Jack's unique leadership insights and a deeper understanding of the power of having a formula for how you want to lead. After You Listen: • Get your copy of The Trial and Death of Socrates by Plato and Good to Great by Jim Collins • Learn more about Hope Plumbing • Connect with Craig on LinkedIn • Check out Craig's monthly free training on holding difficult conversations | |||
| Co-Creative Leadership Lessons with Lori Byrd | 07 Dec 2023 | 00:26:25 | |
Public speaking is hard, but does it have to be? For a long time the answer was 'yes' for Lori Byrd, President and Co-Founder of 1909 Digital. Quiet classrooms and museums were her comfort zone and then she found herself standing on stages talking to international audiences. In this episode, Lori shares her insights and experiences as a leader in the digital marketing industry, offering valuable lessons on public speaking, co-creation, and building a strong team culture. Listen in to learn some of Lori's quick tricks for showing up more confidently when all eyes are on you and to hear why your mindset around the audience's point of view needs to change.
After You Listen: • Get your copy of Pedagogy of the Oppressed by Paulo Freire • Connect with Craig on LinkedIn • Learn more about ClearPath Consulting and Coaching • Check out Craig's monthly free training on holding difficult conversations | |||
| Don't Be Afraid to Crash with Melissa St. John | 23 Nov 2023 | 00:26:45 | |
"If you've not crashed, you're not driving fast enough." Those words of wisdom come from Lyn St. James, a professional race car driver and motivational speaker. In this episode, our guest, Melissa St. John, CEO and Owner of Relocation Strategies, explains how she took that concept and applied it to her leadership journey. Many leaders are held back by the fear that they might not be qualified enough to lead and resort to playing it safe. But as Melissa shares her story of becoming a leader for the first time—when she bought the company she's currently led for almost 17 years—she reminds us you can always lean on the experience of others and the power of questions to overcome any challenge as a leader. Listen to discover why you shouldn't be afraid to make mistakes or "crash" as you navigate each new turn your leadership journey presents.
After You Listen: • Learn more about the Indiana Conference for Women • Connect with Craig on LinkedIn • Learn more about ClearPath Consulting and Coaching • Check out Craig's monthly free training on holding difficult conversations | |||
| Leading with Choice, Movement, and Impact with Sean McDonald | 14 Aug 2025 | 00:30:09 | |
"It's okay to not know the answers, but it's not okay to sit on that." In this episode, Craig P. Anderson speaks with Sean McDonald, President of MOR Associates, about navigating leadership in the face of autonomy, uncertainty, and change. Sean shares how his early experiences taught him to step into responsibility before he had a title - and why that mindset remains critical today. Sean and Craig explore the challenges leaders face when they don't have all the answers, how to build trust during turbulent times, and why empathy requires action. Drawing on his own experiences and working with not-for-profit leaders, Sean offers a grounded, forward-looking perspective on leadership development. After You Listen:
Key Takeaways:
Things to listen for: (00:00) Intro (01:25) Recommended reading for leaders (02:47) Lessons Sean learned from his father (04:24) Leadership as choice, movement, and impact (06:27) Navigating leadership in nonprofits (09:02) Insights from Sean's first leadership experience (11:35) The impact of AI on leadership (16:31) Sean's professional leadership journey (22:00) Challenges in leadership during change (27:15) Advice for young leaders | |||
| The Power of Being Yourself with Jim Eickhoff | 09 Nov 2023 | 00:26:58 | |
Having a servant heart allows leaders to help their people shine and succeed, and who wouldn't want that? In this episode we're joined by Jim Eickhoff, President and CEO of Creative Dining Services. He shares valuable lessons on effective leadership, the importance of authenticity, and the impact of creating a vision that puts the team first. Join us as we explore Jim's experiences, his unique approach to developing genuine connections, and the role of mentorship in achieving success. After You Listen: • Get your copy of Leadership Jazz by Max De Pree • Connect with Craig on LinkedIn • Learn more about ClearPath Consulting and Coaching • Check out Craig's monthly free training on holding difficult conversations | |||
| Leaning Into Extreme Ownership in Leadership with Dennis McLaughlin | 26 Oct 2023 | 00:21:48 | |
As leaders, we often strive to obtain the best information possible, but the reality is perfect information is a rarity. In this episode, Dennis McLaughlin, Chief Financial Officer at Fortis, shares his experiences of moving forward without perfect information and how they have shaped him into a better leader. Along the way, Dennis sheds light on the value of extreme ownership, the importance of leading by example, and the challenges of transitioning from a peer to a manager. Listen in for valuable insights and practical lessons on decision-making, accountability, and navigating the complexities of leading diverse teams. After You Listen: • Get your copy of Extreme Ownership by Jocko Willink • Connect with Craig on LinkedIn • Learn more about ClearPath Consulting and Coaching • Check out Craig's monthly free training on holding difficult conversations | |||
| Leading with Purpose and Impact with Ashley Monk | 12 Oct 2023 | 00:23:18 | |
Giving feedback is often seen as a potential source of conflict and so the hope becomes the situation will magically change without intervention. That is rarely the case which is why sharing and receiving is so critical for leaders. In this episode, Ashley Monk, Founder and CEO of Onya, with her wealth of experience in leadership and building a successful business, provides invaluable insights on how to give feedback effectively. She emphasizes the importance of personal development and self-awareness for leaders, addressing the personal bottlenecks that may hinder growth. Ashley's biggest lesson is that leadership is about influence, not simply barking orders or relying on positional authority. Tune in to learn from Ashley's journey and gain practical tips on giving feedback, developing self-awareness, and becoming a leader worth following. After You Listen:
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| Step Back and Lead with Trust with Brian Schools | 28 Sep 2023 | 00:22:17 | |
When you're still an employee, it's easy to want to be hands-on with everything you do. But you can't act the same way as a leader. You can set the vision, but you have to trust your team enough to turn it into a reality. In this episode, Brian Schools, President and CEO of Chartway Credit Union, shares how he's learned the value of learning to step back, not just to empower his team to become leaders themselves, but to make better business decisions. Along the way, you'll also be reminded why sometimes the best option isn't to act, but to take a pause instead. After You Listen:
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