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All Episodes

The Breakout CEO — 60 episodes

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Title
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60 - What Happens When CEOs Optimize for Scale Over Trust

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59 - What Happens When CEOs Ignore Cyber Risk in an AI-Driven World

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58 - The Customer Concentration Risk CEOs See Too Late

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57 - The Hidden Cost of Building Blind in Product Development

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56 - How CEOs Build Companies by Solving Problems They Don’t Understand Yet

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55 - Why Smart CEOs Still Make Bad Decisions Under Pressure

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54 - The Three-Part Decision Framework CEOs Need to Cut Through Noise

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53 - Diagnose Before You Scale: The CEO Discipline Most Skip

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52 - The Moment You Realize Your Product Isn’t the Business Model

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51 - The Cost of Getting Comfortable Too Early as a Scaling CEO

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50 - How Josh Carr Rebuilt Echo Water Into an $18M Hardware Company

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49 - The Cost of Scaling a Marketplace With Misaligned Incentives

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48 - The Leadership Shift That Took This CEO From Survival to Scale

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47 - The Moment CEOs Realize Their Company Is Too Complicated

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46 - The Real Cost of Executive Misalignment in Scaling Companies

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45 - The Moment a CEO Must Choose Between Control and Scale

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44 - The warning signs CEOs are scaling complexity instead of structure

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43 - Advisory Insights: Finding and Fixing Executive Leadership Misalignment in a Scaling Business

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42 - Why Smart CEOs Design Their Exit Long Before They Sell

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41 - Why Product-Market Fit Doesn’t Guarantee Funding

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40 - The Moment CEOs Choose Between Growth and Standards

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39 - Persevere or Pivot: The Founder’s Hardest Call

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38 - When Authority Erodes, Pricing Power Disappears

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37 - The CEO Decision to Stop Competing and Redefine the Market

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36 - Licensing or Operating: The CEO’s Inflection Point

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35 - Choosing Legacy Over Lifestyle After a Billion-Dollar Exit

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34 - When CEOs Must Choose Between Conviction and Consensus

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33 - The Decision That Separates CEOs Who Quit From Those Who Rebuild

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32 - The Revenue Risk When CEOs Say “We Can’t Measure Event ROI"

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31 - When a $4 Part Forces a CEO Into a Total Operating Reset

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30 - When CEOs Must Decide What AI Does and What It Never Should

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29 - What Happens When CEOs Tolerate Misalignment Too Long

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28 - The Hidden Complexity Behind “Simple” Consumer Products

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27 - Replacing Hustle with EBITDA as the Real Scorecard

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26 - The Real Truth About Selling a SaaS Business and Why Most Founders Get It Wrong

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25 - The Leadership Shift That Unlocks Breakout Growth (Most CEOs Learn It Too Late)

37

24 - What It Takes for Women Founders to Build Companies Buyers Trust

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23 - Why CEOs Need to Choose Calculated Risk Over Playing It Safe

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22 - Scaling Exposes This Leadership Weakness Every Founder Has

40

21 - The Leadership Blind Spots That Create Avoidable Problems

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20 - When CEOs Stop Listening: Early Warning Signs Your Business Is Scaling the Wrong Way

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19 - The Unconscious CEO Habits That Are Holding Back Your Growth

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18 - When Survival Turns into Strategy: The Breakout Shift Every CEO Needs

44

17 - The Hidden Spiral Pattern Behind Fast-Growth Companies

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16 - The CEO Advantage No One Tracks: Understanding Your People Better Than Your Competitors Do

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15 - Your Story Is Your Strategy: Why Most CEOs Miss It

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14 - Preventing Burnout: The EQ Approach Every CEO Needs Now

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13 - Fractional COO Explained: The Role That Transforms Scaling Companies

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12 - From Bankruptcy to Industry Leader: The Mindset That Changed It All

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11 - From the Navy to Medical Innovation: A Journey of Persistence and Purpose with Healionics Corporation's Mike Connolly

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10 - Building with Heart: How Culture and Collaboration Drive Unlikely Success with Aspen Mountain Partners' Greg Schow

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9 - How Curiosity Drives Innovation: Leadership Strategies for Growth with INSEAD's Spencer Harrison

53

8 - The Importance of a Strong Foundation: Why Resilience Matters in Product Development with Product 1's Steven Selikoff

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7 - Resilience at the Crossroads: CEO Insights from Design and Logistics with Shyft's Alex Burdge

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6 - Persistence in Action: Redefining the Fintech Landscape with ASA's Landon Glenn

56

5 - Pivoting in the Face of Adversity: Lessons from a Tech Leader’s Journey with Intel Corporation's Dr. Darren Pulsipher

57

4 - Smart Strategies for a Thriving Software Development Business with DevSquad's Phil Alves

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3 - The Rollercoaster of Entrepreneurship: Embracing Ups and Downs for Growth with Startup Ignition Academy's John Richards

59

2 - Cash Flow and Innovation: Strategies for Sustainable Growth in High ASP Markets with SubcontractorHub's Justin Brach

60

1 - From Crisis to Confidence: Unleashing the Breakout CEO Within with Jeff Holman