The Breakout CEO

Inside the Strategic Moves of Scaling CEOs

Apply to be a Guest on Podcast

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 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 innovative businesses, typically with $5–$50MM in revenue.

If you're a scaling CEO with first-hand experience leveling up an innovative business building a new platform, product, or brand, 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.

Our Guest Focus

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 innovative companies in the $5–$50MM range who are building new products, platforms, and brands (e.g., Ecommerce, SaaS, and other Tech companies)

  • CEOs who have navigated key strategic inflection points

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

Advisors & Experts (limited)

While our core focus is on sharing "breakout moments" of scaling CEOs, we value the support and insights advisors and experts bring to scaling CEOs. Consider joining The Breakout CEO Advisory Council. This is the group of advisors and experts we turn to for special podcast episodes, newsletter features, guest referrals, and other opportunities related to The Breakout CEO podcast.

There are no costs or time commitments to join.

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.