The Breakout CEO

Inside the Strategic Moves of Scaling CEOs

Apply to be a Guest on Season One

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.

We’re currently booking guests for Season 1, featuring a curated mix of high-growth CEOs and a limited mini-series of expert advisors and thought leaders who are driving real results and shaping the future of business.

If you're a scaling CEO or an executive expert who helps leaders scale smarter, we’d love to hear from you.

Please watch this quick video:

We Make it Worth Your Time

Being a guest on The Breakout CEO is more than a feature—it’s a strategic positioning opportunity.

  • Visibility to a high-level executive audience:
    Our listeners are growth-stage founders, scaling CEOs, and advisors actively looking for strategies to scale their businesses.

  • Professional video and audio to share:
    You’ll receive a high-quality, ready-to-share episode, both video and audio, you can repurpose for pitches, recruiting, social content, or your website.

  • Relationship-building opportunities:
    Many guests find new business partnerships, clients, and connections through the exposure they get from being featured on the show.

  • Strategic conversation with Jeff Holman:
    Jeff brings a uniquely strategic lens from his work behind the scenes with scaling CEOs, making the discussion about your pivotal moments relevant, insightful, and enjoyable, for both you and the audience.

Season One Guests:

Scaling CEOs

You’ve led a company through real growth—hiring, fundraising, pivots, team challenges, or market breakthroughs. You’ll share your pivotal leadership moments and how you’ve learned to scale under pressure.

  • Founders and C-suite leaders of companies in the $5M–$50M range

  • CEOs who have navigated key strategic inflection points

  • Leaders with compelling stories of transformation, risk, or resilience

CEO Experts (limited mini-series for Season One)

You’ve coached, advised, or built systems that help scaling CEOs thrive. You bring frameworks, case studies, and actionable insight into the foundations of breakout leadership—from operations to mindset to capital strategy.

  • Executive coaches, investors, or advisors to scaling CEOs

  • 10+ years of experience (with 5+ advising scaling CEOs or founders)

  • Clear, compelling point of view on how leaders scale successfully

What to Expect as a Guest:

  • You’ll receive prep materials and short videos to help tailor your message to our audience

  • We’ll share a core question set in advance—so you can show up confident and ready

  • Interviews are scheduled via Riverside and recorded in video format

  • After the episode, you’ll receive links and media assets to promote your appearance

Apply below to be a guest on the podcast.

Tech Tips for a Great Recording

  • We’ll record in video using Riverside. We'll send you a link to use the Riverside studio directly in you browser.

  • Make sure your space has good lighting so we can clearly see your face.

  • Choose a quiet space with minimal background noise, and turn off computer notifications or other potential sound distractions.

  • Use a quality external microphone--not your laptop mics or a gaming headset. Let us know if you want recommendation for a good microphone. Poor sound quality will require rescheduling.

We help funded startups and business owners build and scale their businesses and teams.