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

Episodes

4 - Smart Strategies for a Thriving Software Development Business with DevSquad's Phil Alves 10.09.2025 40:21

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 growt...

3 - The Rollercoaster of Entrepreneurship: Embracing Ups and Downs for Growth with Startup Ignition Academy's John Richards 03.09.2025 38:36

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...

2 - Cash Flow and Innovation: Strategies for Sustainable Growth in High ASP Markets with SubcontractorHub's Justin Brach 27.08.2025 37:46

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 hy...

1 - From Crisis to Confidence: Unleashing the Breakout CEO Within with Jeff Holman 20.08.2025 12:27

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 start...