The Breakout CEO Podcast | Intellectual Strategies

Inside the Strategic Moves of Scaling CEOs

The Breakout CEO is a podcast for growth-stage business leaders: founders, CEOs, and executive advisors who are scaling companies, navigating inflection points, and leading through rapid growth.

Hosted by Jeff Holman, CEO advisor, legal strategist, and founder of Intellectual Strategies, the podcast features 30-45 minutes of insight-packed episodes with innovative entrepreneurs, scaling CEOs, expert operators, and CEO coaches behind high-growth ventures.

Each episode explores the mindset, strategy, and pivotal decisions that drive breakthrough success for businesses between $5M and $50M in revenue, covering everything from fundraising and team building to operational scaling and market positioning.

Want to be a guest? If you're a CEO of a scaling company with a breakout story, let's connect and explore how to share your insights with our audience of scaling CEOs.

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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.

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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.

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Episode 009

Leadership Curiosity or Curiophobia: Unlocking Innovation with Spencer Harrison

with Spencer Harrison, Professor of Organisational Behaviour at INSEAD

Curiosity drives innovation and resilience. Learn Spencer Harrison’s insights on fostering curiosity as a habit for CEOs and leaders of scaling organizations.

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Inside the Strategic Moves of Scaling CEOs

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

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

with Aasha LaCount, BeyondEQ

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

with Angela Lapovsky, ARL Elevate Consulting

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

with Earl Foote, Nexus IT

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

with Mike Connolly, Healionics

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

with Greg Schow, Aspen Mountain Partners

Leadership Curiosity or Curiophobia: Unlocking Innovation with Spencer Harrison

with Spencer Harrison, Professor of Organisational Behaviour at INSEAD

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