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
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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