The Breakout CEO Podcast | Intellectual Strategies

The Breakout CEO: Inside the Strategic Moves of Scaling CEOs

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 companies, helping leaders navigate moments when complexity increases, tradeoffs become unavoidable, and the cost of misalignment rises. He brings a peer-level perspective shaped by that experience, focusing conversations on the inflection points that materially change a company’s trajectory. The Breakout CEO podcast reflects his approach with candid, operator-level discussions centered on real decisions rather than retrospective storytelling or promotion.

Guest Participation - We feature a limited number of CEOs leading scaling companies with meaningful, first-hand breakout moments. If you believe your story would add value for an audience of scaling CEOs, please apply.

APPLY TO BE A GUEST

Media & Event Partnerships - For press access, on-site recording, or event collaboration inquiries, please contact us. We record a limited number of on-site conversations at select events with CEOs and founders whose stories align with the podcast’s focus on leadership, strategy, and execution.

Subscribe & Listen

Episode 024

How The Queen of Wraps Scaled to Success: Loss Leaders, Capacity, and Margin Control

with Heather Griffith Barber, Buy Scale Sell

Explore how "The Queen of Wraps" scaled an exit-ready business by using loss leaders, smart capacity bets, and vertical integration to protect margins.

LISTEN TO THIS EPISODE

Episode 023

From Wall Street to White-Glove Moves: How Corinne Morahan Built a Business by Eliminating Friction

with Corinne Morahan, Grid + Glam

Corinne Morahan shares how organization, systems thinking, and calculated risk-taking helped her scale a multi-seven-figure business without burning out.

LISTEN TO THIS EPISODE

Episode 022

Proactive Patience: The Leadership Skill Scaling CEOs Can’t Afford to Ignore

with David M. Sluss, ESSEC Business School

Exponential growth takes more than just hustle. David Sluss reveals why proactive patience is one of the most overlooked leadership skills in scaling companies.

LISTEN TO THIS EPISODE

Episode 021

When Growth Outpaces Trust: How Scaling CEOs Can Navigate Team Conflict Before It Breaks the Business

with Leah Brown, The WayFinders Group

Corporate lawyer Leah Brown explains why unresolved team conflict quietly stalls momentum, and what CEOs can do about it before it becomes a breaking point.

LISTEN TO THIS EPISODE

Episode 020

Smart Scaling for CEOs: Lessons from 45 Years in Business with Steve Smith

with Steve Smith, Growth Source Coaching

Growth is exciting, but unmanaged growth can undermine everything you’ve built. Veteran coach Steve Smith breaks down what it really takes to scale smart.

LISTEN TO THIS EPISODE

Episode 019

The Inner Game of Growth: The Hidden Habits that Make or Break CEOs

with Dr. Noah St. John

Dr. Noah St. John helps scaling CEOs break through hidden barriers by replacing "head trash" with the "power habits" that drive real growth and breakthroughs.

LISTEN TO THIS EPISODE

Episode 018

Everything Is Your Fault: The Accountability Shift Every Scaling CEO Needs

with Jerry Brazie, The Kronos Group

Jerry Brazie learned business from the streets and reveals the mindset shift that turned raw survival into a repeatable strategy for smart business growth.

LISTEN TO THIS EPISODE

Episode 017

Why CEOs Spiral: The Hidden Patterns That Predict Breakthroughs (and Breakdowns)

with Dr. Natasha Todorovic, Spiral Dynamics

Dr. Natasha Todorovic reveals the human-behavior patterns that shape whether companies up-spiral into resilience or down-spiral into burnout and misfortune.

LISTEN TO THIS EPISODE

Episode 016

From Pawn to Power Player: Chess Strategies Every Scaling CEO Should Steal

with John Whitt

Former competitive chess player and leadership coach John Whitt reveals why scaling a company has more in common with high-stakes chess than most CEOs realize.

LISTEN TO THIS EPISODE

Episode 015

The Hidden Power of Niche Branding: What CEOs can Learn from Paige Arnof-Fenn

with Paige Arnof-Fenn, Mavens & Moguls

In this podcast episode, Paige Arnof-Fenn shares the strategies that scaling CEOs need to cut through the chaotic noise and build brands that people trust.

LISTEN TO THIS EPISODE

The Breakout CEO: Inside the Strategic Moves of Scaling CEOs

How The Queen of Wraps Scaled to Success: Loss Leaders, Capacity, and Margin Control

with Heather Griffith Barber, Buy Scale Sell

From Wall Street to White-Glove Moves: How Corinne Morahan Built a Business by Eliminating Friction

with Corinne Morahan, Grid + Glam

Proactive Patience: The Leadership Skill Scaling CEOs Can’t Afford to Ignore

with David M. Sluss, ESSEC Business School

When Growth Outpaces Trust: How Scaling CEOs Can Navigate Team Conflict Before It Breaks the Business

with Leah Brown, The WayFinders Group

Smart Scaling for CEOs: Lessons from 45 Years in Business with Steve Smith

with Steve Smith, Growth Source Coaching

The Inner Game of Growth: The Hidden Habits that Make or Break CEOs

with Dr. Noah St. John

Everything Is Your Fault: The Accountability Shift Every Scaling CEO Needs

with Jerry Brazie, The Kronos Group

Why CEOs Spiral: The Hidden Patterns That Predict Breakthroughs (and Breakdowns)

with Dr. Natasha Todorovic, Spiral Dynamics

From Pawn to Power Player: Chess Strategies Every Scaling CEO Should Steal

with John Whitt

The Hidden Power of Niche Branding: What CEOs can Learn from Paige Arnof-Fenn

with Paige Arnof-Fenn, Mavens & Moguls

GET SMART LEGAL INSIGHTS STRAIGHT TO YOUR INBOX