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 006

Private, Secure, Embedded: ASA's Story + Lessons in Grit and Growth

with Landon Glenn, ASA

Landon Glenn’s ASA blends privacy, empowerment, and fintech innovation. Discover his breakout lessons and how ASA is preparing for a bold NASDAQ listing.

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Episode 005

Build, Break, Break Out: Managing Up, Surviving Hypergrowth, and Using AI for CEO Leverage

with Dr. Darren Pulsipher, Paidar Productions

Dr. Darren Pulsipher shares how managing up (not just down) turned chaos into hypergrowth—and how CEOs can hand the grunt work to AI and get back to strategy.

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Episode 004

Scaling a Service-Based SaaS: How Phil Alves Built DevSquad to 100+ People Without Investors

with Phil Alves, DevSquad

What does it take to scale a service-based SaaS business without outside investors? Phil Alves, CEO of DevSquad, uses squads, systems, and a focus on culture.

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Episode 003

Nail It, Build It, Then Scale It: Mentorship Lessons from One of Utah’s Startup Leaders

with John Richards, Startup Ignition

Veteran entrepreneur and mentor John Richards joins host Jeff Holman to unpack the breakout decisions that turn scrappy founders into durable, scalable CEOs.

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Episode 001

Launching The Breakout CEO Podcast

with Jeff Holman, Intellectual Strategies

The Breakout CEO podcast shares pivotal stories from scaling leaders. Hosted by Jeff Holman, uncover insights to innovate, grow, and lead with confidence.

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Episode 002

From Freemium to “Value-First”: The Pricing Pivot That Fueled SubcontractorHub’s Breakout Growth

with Justin Brach, SubcontractorHub

SubcontractorHub CEO Justin Brach breaks down the asset-light model, AI systems, and pricing pivots behind his breakout moment and his company’s rapid growth.

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Inside the Strategic Moves of Scaling CEOs

Private, Secure, Embedded: ASA's Story + Lessons in Grit and Growth

with Landon Glenn, ASA

Build, Break, Break Out: Managing Up, Surviving Hypergrowth, and Using AI for CEO Leverage

with Dr. Darren Pulsipher, Paidar Productions

Scaling a Service-Based SaaS: How Phil Alves Built DevSquad to 100+ People Without Investors

with Phil Alves, DevSquad

Nail It, Build It, Then Scale It: Mentorship Lessons from One of Utah’s Startup Leaders

with John Richards, Startup Ignition

Launching The Breakout CEO Podcast

with Jeff Holman, Intellectual Strategies

From Freemium to “Value-First”: The Pricing Pivot That Fueled SubcontractorHub’s Breakout Growth

with Justin Brach, SubcontractorHub

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