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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 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.
LISTEN TO THIS EPISODE
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.
LISTEN TO THIS EPISODE
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.
LISTEN TO THIS EPISODE
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.
LISTEN TO THIS EPISODE

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