Jeff Holman

The Breakout CEO

Business EN ↓ 79 episodes

The Breakout CEO podcast brings you candid conversations with scaling CEOs at leadership & strategic inflection points. Each episode is a curated interview that explores the mindset, strategy, and pivotal decisions driving breakthrough success for high-growth companies ($5MM-$50MM+). Jeff Holman is the host of The Breakout CEO podcast and the founder of Intellectual Strategies, where he works closely with CEOs and leadership teams of scaling companies on strategy, governance, and risk during periods of rapid growth. Jeff has spent years inside the decision-making rooms of growth-stage companie...

Author

Jeff Holman

Category

Business

Latest episode

Jul 9, 2026

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Episodes

29 - What Happens When CEOs Tolerate Misalignment Too Long 27.01.2026

Most leadership advice breaks down the moment real pressure shows up. In this episode of The Breakout CEO, Cydni Tetro, 3-time CEO, board member, and former CIO of Swire Coca-Cola, draws from her experience as a 3-time CEO, enterprise executive, and board member to talk through those moments honestly. Not as lessons learned in hindsight, but as decisions made while the outcome was still unclear. C...

28 - The Hidden Complexity Behind “Simple” Consumer Products 22.01.2026

What does it take to build a company when the mission matters more than momentum? In this episode of The Breakout CEO, Jeff Holman sits down with Thomas Bishop, founder of Paleblue, for a grounded conversation on conviction, persistence, and building products that genuinely change behavior. Tom shares how a near-death experience reshaped his career decisions and why meaningful missions became the...

27 - Replacing Hustle with EBITDA as the Real Scorecard 20.01.2026

Every CEO reaches a threshold where hustle and revenue aren’t enough. In this episode of The Breakout CEO, host Jeff Holman cuts into the hard operating truths that separate early growth from a sustainable scale. We explore what happens when pricing, financial clarity, team leadership, and systems become the deciding factors—not just harder work or bigger marketing. This conversation goes deep on...

26 - The Real Truth About Selling a SaaS Business and Why Most Founders Get It Wrong 15.01.2026

What does it really take to sell a SaaS business successfully? In this episode of The Breakout CEO, Jeff Holman sits down with Andrew Gazdecki, founder of Acquire.com (formerly MicroAcquire) to unpack what founders need to know about buying, scaling, and exiting online businesses. Andrew has helped thousands of founders sell SaaS companies, ecommerce brands, mobile apps, and digital businesses. In...

25 - The Leadership Shift That Unlocks Breakout Growth (Most CEOs Learn It Too Late) 13.01.2026

What does it really take to break through as a CEO when the pressure is highest, and the path forward isn’t clear? In this episode of The Breakout CEO Podcast, I sit down with Nikky Kho @NikkyKho , an entrepreneur, AI pioneer, and lifelong learner for a wide-ranging conversation on the breakout moments that shape leaders at the highest levels. Nikky’s journey is anything but conventional. Over a 2...

24 - What It Takes for Women Founders to Build Companies Buyers Trust 08.01.2026

What does it really take to move from founder control to strategic optionality? In this episode of The Breakout CEO podcast, Jeff Holman sits down with Heather Griffith Barber, founder of Queen of Wraps, to unpack the real decisions behind building a company that buyers take seriously. Heather shares her 18-year journey growing a business from a scrappy family operation into a multi-company platfo...

23 - Why CEOs Need to Choose Calculated Risk Over Playing It Safe 06.01.2026

Scaling a business does not usually break because of strategy. It breaks because the CEO is carrying too much. In this episode of The Breakout CEO podcast, host Jeff Holman sits down with Corinne Morahan, founder and CEO of Grid + Glam, to talk about burnout, boundaries, and the leadership shift that changed how she built her business. Corinne shares her journey from Wall Street to entrepreneurshi...

22 - Scaling Exposes This Leadership Weakness Every Founder Has 30.12.2025

Scaling doesn’t fail because of strategy, capital, or product. It fails because of a leadership weakness almost every founder carries into growth. Impatience. In this episode of The Breakout CEO podcast , Jeff Holman sits down with David Sluss , Professor at ESSEC Business School and advisor to scaling CEOs, to unpack how impatience quietly undermines leadership as companies grow. David explains w...

21 - The Leadership Blind Spots That Create Avoidable Problems 23.12.2025

In this episode of The Breakout CEO podcast, Jeff Holman sits down with Leah Brown, former corporate lawyer turned mediator and founder of The WayFinders Group, to explore what really breaks inside fast-growing companies and how CEOs can address it before it slows everything down. Leah shares what she’s seen firsthand inside boardrooms and leadership teams when growth outpaces relationships; commu...

20 - When CEOs Stop Listening: Early Warning Signs Your Business Is Scaling the Wrong Way 18.12.2025

In this episode of The Breakout CEO Podcast, I sit down with Steve Smith, a veteran business coach with more than 45 years of experience in manufacturing, corporate leadership, and executive coaching. Steve breaks down what he’s learned from big companies and small companies, and why scaling smart always comes down to the same three factors: capacity, funding, and alignment. If you’ve ever felt th...

19 - The Unconscious CEO Habits That Are Holding Back Your Growth 16.12.2025

In this episode of The Breakout CEO Podcast, Jeff Holman sits down with Dr. Noah St. John, bestselling author of Power Habits and the creator behind the Zero Friction Framework. Together, they unpack why so many CEOs hit income ceilings, stall out after early wins, and unknowingly sabotage their own growth. They discuss the concept of 'Power Habits' and how understanding the unconscious habits of...

18 - When Survival Turns into Strategy: The Breakout Shift Every CEO Needs 11.12.2025

In this episode of the Breakout CEO podcast, host Jeff Holman interviews Jerry Brazie, an entrepreneur with a remarkable journey from poverty to success. Jerry shares his experiences growing up in a challenging environment, the lessons learned from his family, and the importance of accountability and responsibility in business. He emphasizes the value of community and mentorship, discussing how hi...

17 - The Hidden Spiral Pattern Behind Fast-Growth Companies 09.12.2025

In this episode of The Breakout CEO Podcast, host Jeff Holman sits down with Dr. Natasha Todorovic-Cowan, author of Making Change Work and expert in Spiral Dynamics, to unpack the real challenges CEOs face when leading through rapid change. Natasha shares her own story of navigating unexpected disruption early in her career and explains why adaptability, human behavior, and cognitive bias awarenes...

16 - The CEO Advantage No One Tracks: Understanding Your People Better Than Your Competitors Do 04.12.2025

In this episode of The Breakout CEO Podcast, host Jeff Holman sits down with leadership coach and former competitive chess player John Whitt to explore the powerful parallels between chess strategy and modern business leadership. John shares how his early experience competing in the U.S. Chess Championships shaped his approach to clarity, planning, and decision-making, skills he later applied...

15 - Your Story Is Your Strategy: Why Most CEOs Miss It 02.12.2025

In this episode of The Breakout CEO, Jeff Holman sits down with Paige Arnof-Fenn, a 24-year marketing veteran and CEO of Mavens & Moguls, to break down what truly drives growth for scaling companies. Paige explains why the core principles of marketing haven’t changed even as tools, platforms, and AI evolve. She shows why a strong brand story still outperforms clever features, an...

14 - Preventing Burnout: The EQ Approach Every CEO Needs Now 29.11.2025

In this episode of The Breakout CEO Podcast, host Jeff Holman sits down with Aasha LaCount, CEO of BeyondEQ International, to explore how emotional intelligence (EQ) is transforming modern leadership.  Aasha shares her raw personal story of burnout, anxiety, loss, and rebuilding, and how those experiences led her to uncover the hidden link between emotional regulation, tea...

13 - Fractional COO Explained: The Role That Transforms Scaling Companies 13.11.2025

This episode is part of our CEO Expert mini-series where we talk with experts who coach, mentor, train, and work with scaling CEOs to expand their insights and help identify and achieve their breakout moments. In this episode of the Breakout CEO Podcast, Jeff Holman speaks with Angela Lapovsky, a fractional COO, about the challenges and strategies for scaling CEOs. They discuss Angela's background...

12 - From Bankruptcy to Industry Leader: The Mindset That Changed It All 11.11.2025

In this episode of the Breakout CEO Podcast, host Jeff Holman speaks with Earl Foote, founder of Nexus IT, about the company's growth, team culture, and the importance of personal development in leadership. Earl shares insights on how to motivate teams, the evolution of his organization, and the significance of coaching and development programs. He also discusses his personal breakout moments and...

11 - From the Navy to Medical Innovation: A Journey of Persistence and Purpose with Healionics Corporation's Mike Connolly 05.11.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the CEO and Chairman at Healionics Corporation, Mike Connolly. Mike shares his journey from teaching physics to co-founding startups that have revolutionized women’s health and dialysis care. He discusses the challenges of medical device innovation, the importance of persistence, navigating regul...

10 - Building with Heart: How Culture and Collaboration Drive Unlikely Success with Aspen Mountain Partners' Greg Schow 29.10.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the Partner at Aspen Mountain Partners, Greg Schow. Greg shares lessons from his early ventures, the value of teamwork, and the realities of acquiring and growing “non-sexy” businesses like vending machines and steel fabrication. He emphasizes the importance of hard work, people over prestige, an...

9 - How Curiosity Drives Innovation: Leadership Strategies for Growth with INSEAD's Spencer Harrison 22.10.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the Full Professor at INSEAD, Spencer Harrison. Spencer discusses his journey from aspiring English professor to business scholar, focusing on creativity and curiosity in organizations. Drawing on research and personal stories—including lessons from their influential high school physics teacher,...

8 - The Importance of a Strong Foundation: Why Resilience Matters in Product Development with Product 1's Steven Selikoff 15.10.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the Founder of Product 1, Steven Selikoff. Steven shares insights on navigating recent changes in import regulations, the importance of building resilient businesses, and why profitability—not just revenue—should guide product decisions. He emphasizes learning from mistakes, the value of experien...

7 - Resilience at the Crossroads: CEO Insights from Design and Logistics with Shyft's Alex Burdge 01.10.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the CEO and Co-Founder at Shyft, Alex Burdge. Alex shares his entrepreneurial journey, the evolution of Shyft, and how the company navigated major disruptions like the US-China trade wars and COVID-19. He discusses building a resilient international team, adapting to constant changes in global lo...

6 - Persistence in Action: Redefining the Fintech Landscape with ASA's Landon Glenn 24.09.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the CEO and Founder at ASA, Landon Glenn. Landon shares his journey from humble beginnings to building ASA, which partners with banks and credit unions to securely connect financial data and services using advanced technologies. He emphasizes the challenges of fintech entrepreneurship, the import...

5 - Pivoting in the Face of Adversity: Lessons from a Tech Leader’s Journey with Intel Corporation's Dr. Darren Pulsipher 17.09.2025

In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the Chief Solutions Architect at Intel Corporation, Dr. Darren Pulsipher. Darren discusses his diverse career, from teaching at Vanderbilt to leading digital transformation at Intel. Darren shares pivotal “breakout moments,” including lessons learned from startup setbacks and hypergrowth leadersh...

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