The Breakout CEO
The Breakout CEO is a podcast for leaders who are building, breaking through, and leveling up. We're excited to feature bold leaders and sharp thinkers who help scale innovation, build real teams, and navigate the pressures of growth. Hosted by Jeff Holman—CEO advisor, legal strategist, and founder of Intellectual Strategies—the show features 30-minute, insight-rich conversations with entrepreneurs and experts operating at the edge of innovation and growth. Each episode dives into the mindset, strategy, and critical decisions behind real inflection points: the kind of moves that create traction, transformation, and breakout success in businesses with $5M–$50M in revenue. If you're a scaling CEO or an executive expert who helps leaders scale smarter, we’d love to hear from you. If you think you'd be a great guest on the show, apply at https://go.intellectualstrategies.com/podcast-guest.
Episodes
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, her approach to helping startups...
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 offers advice for aspiring CEOs on ...
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 regulatory and reimbursement hurdles, an...
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, and adapting to challenges. Greg also...
9 - How Curiosity Drives Innovation: Leadership Strategies for Growth with INSEAD's Spencer Harrison
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, Mr. Jackson—they explore how leader...
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 experienced mentors, and the critical role ...
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 logistics, and the importance of main...
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 importance of financial education, key pa...
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 leadership. He covers balancing passion wit...
In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the CEO at DevSquad, Phil Alves. Phil shares his journey from Brazil to building a scalable SaaS development company in the U.S. He discusses the challenges of scaling a service business, the importance of team structure, culture, and playbooks, and Phil’s focus on sustainable, bootstrapped growth over chasing venture capital.
Phi...
In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the Founder and CEO at Startup Ignition Academy, John Richards. John shares his journey from academia to building and scaling businesses, including launching the first internet yellow pages and mentoring Utah’s top startups.
He discusses the importance of mentorship, pattern recognition, and the unique Utah startup culture. John a...
In this episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Jeff Holman speaks to the CEO at SubcontractorHub, Justin Brach. Justin shares how near-death experiences shaped his drive for balance and purpose in life and business.
He discusses his company’s innovative approach to decentralizing home services, leveraging AI, and scaling efficiently. Justin details their unique hybrid monetization model, the import...
In the inaugural episode of The Breakout CEO: Inside the Strategic Moves of Scaling CEOs, Josh Elledge of UpMyInfluence speaks to Jeff Holman.
Jeff is the founder and CEO of Intellectual Strategies. He explains the podcast’s mission: to spotlight CEOs who have overcome major business challenges and achieved breakthrough moments. Drawing from his experience providing fractional legal teams to startups, Jeff shares how these pivotal s...
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