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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.
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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.
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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.
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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.
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Episode 014

The Energy of Leadership: How Emotional Intelleigence Transforms Teams and CEOs with Aasha Lacourt

with Aasha LaCount, BeyondEQ

Aasha LeCount of BeyondEQ reveals how CEOs who master their inner world create ripple effects that transform their teams, relationships, and business outcomes.
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Episode 013

A Fractional COO Mindset for Scaling CEOs: Angela Lapovsky’s Playbook for Scaling Success

with Angela Lapovsky, ARL Elevate Consulting

When growth gets messy, even the best CEOs need a steady hand. Fractional COO Angela Lapovsky helps founders calm the chaos and turn stress into success.
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Episode 012

Elevating IT: How Earl Foote Built a Culture-Driven Powerhouse at Nexus IT

with Earl Foote, Nexus IT

Earl Foote built Nexus IT into one of the fastest-growing MSPs by making growth personal, leadership shared, and IT a force that truly elevates its clients.
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Episode 011

The Relentless Pursuit of Innovation: Mike Connolly on Building Breakthrough Medical Devices

with Mike Connolly, Healionics

In this episode, Mike Connolly of Healionics shares what it takes to turn scientific innovations into lasting clinical impact and meaningful patient outcomes.
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Episode 010

Why "Boring" Businesses Win: Greg Schow on Growth, Grit, and Long Term Thinking

with Greg Schow, Aspen Mountain Partners

Greg Schow built Aspen Mountain Partners by turning overlooked businesses into thriving ventures through leadership, strong culture, and long-term thinking.
LISTEN TO THIS EPISODE

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