The Breakout CEO
Jeff Holman, General Counsel for Scaling CEOs and Founders

The Breakout CEO

No. of episodes
106
Latest episode
2026-10-29

Where can you listen?

The Breakout CEO is a CEO podcast for scaling CEOs and founders, hosted by Jeff Holman. In each episode, a growth-stage CEO shares the real decisions behind scaling a business, from hiring and leadership to pivots and revenue growth. These founder interviews focus on companies in the $5M to $50M range and the business growth strategies that moved them from startup to scale-up.

Every conversation centers on an inflection point: the moment a company outgrew its old way of working and the CEO had to choose a new one. Guests explain what they decided and what they would do differently. Recent topics include panic hiring, AI adoption, hidden revenue leaks, and building trust before building demand.

Jeff Holman is the founder of Intellectual Strategies, where he works as outside general counsel to scaling CEOs and founders on strategy, governance, and risk during rapid growth. He brings that operator-level view to each interview.

Be a guest: We feature a limited number of CEOs and founders with first-hand breakout stories. Apply at https://go.intellectualstrategies.com/

Media and event partnerships: For press access, on-site recording, or event collaboration, contact us through intellectualstrategies.com/podcast.

Episodes

Questions & Answers

How many episodes are there of The Breakout CEO?

There are 106 episodes avaiable of The Breakout CEO.

What is The Breakout CEO about?

We have categorized The Breakout CEO as:

  • Business
  • Entrepreneurship
  • Management

Where can you listen to The Breakout CEO?

The Breakout CEO is available, among others places, on:

  • Spotify
  • Apple Podcasts
  • Podtail
  • Google Podcasts

When did The Breakout CEO start?

The first episode of The Breakout CEO that we have available was released 20 August 2025.

Who creates the podcast The Breakout CEO?

The Breakout CEO is produced and created by Jeff Holman, General Counsel for Scaling CEOs and Founders.