Start. Scale. Exit. Repeat.: Serial Entrepreneur: Secrets Revealed!

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Episodes

224

Latest episode

Jun 2026

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About the show

In each episode, we explore the things that make serial entrepreneurs tick. With a variety of guests and a "live" audience you'll learn the hacks, tips, and techniques that entrepreneurs use to start, scale, and exit their businesses, and then repeat the process. Recorded LIVE on Clubhouse's Largest Club Startup.club.

Listen to episodes

60 recent

June 10, 202657 min

EP219: What To Do When Disaster Strikes: The Entrepreneur's Real Test

The Real Measure Of An Entrepreneur is How they Lead When Things Go Wrong In this episode of The Complete Entrepreneur, Colin C. Campbell and Michael Gilmour tackle a topic most founders avoid until it is staring them in the face: disaster. From losing venture capital overnight to watching companies collapse during the dot-com crash, they share raw stories about business failures, external shocks, financial devastation, and the emotional toll of entrepreneurship. More importantly, they explore what separates entrepreneurs who recover from those who don't. Why integrity matters most when everything is falling apart How transparency can turn a crisis into an opportunity The emotional reality of entrepreneurial disasters What founders learn when they lose everything Why entrepreneurship is ultimately a skill, not a single outcome How to make decisions from facts instead of emotion during a crisis

May 27, 202655 min

EP218: The Simple Communication Shift That Makes Better Leaders

Why Great Entrepreneurs Speak Differently In this episode of The Complete Entrepreneur, Colin C. Campbell and Michael Gilmour discuss how positive communication impacts leadership, startup culture, trust, and business growth. They share real stories from scaling companies, handling customer crises, leading teams under pressure, and building long-term relationships through intentional communication. The power of positive language in leadership Why founders should replace "I'll try" with "I will" How communication affects startup culture Building trust through consistency and transparency Why listening is an underrated entrepreneurial skill Underpromising and overdelivering Integrity, accountability, and leadership under pressure How founders can communicate more effectively with teams and customers

May 18, 202654 min

EP215: Know When to Hold, Know When to Fold

The Founder's Hardest Decision: Keep Going or Let Go? Every founder faces the moment where they have to decide whether to keep going or walk away. In this episode of The Complete Entrepreneur, Colin C. Campbell and Michael Gilmour break down how to make that call with clarity, using real examples, stage gates, and the discipline to test ideas without getting emotionally attached. The conversation highlights a hard truth: sometimes the smartest move isn't pushing harder, it's letting go and redirecting your energy to something better. Hosts: Colin C. Campbell, Michael Gilmour

May 13, 202657 min

EP214: AI Agents Are Not Magic. They're the New Workforce for Entrepreneurs

AI Agents: The Next Evolution for Entrepreneurs AI is shifting from simple prompts to powerful, task-driven agents—and entrepreneurs who understand this shift will have a major edge. In this episode of Start Scale Exit Repeat, Steve Simonson joins Colin C. Campbell and Michelle Van Tilborg to break down how founders can use AI practically, starting small and focusing on point-to-point solutions. The takeaway: treat AI like a team of interns, not a magic replacement, and build smarter, faster workflows with the right oversight.

May 13, 202655 min

EP213: Work Hard, Play Hard: The Entrepreneur's Balancing Act

Designing a Balanced Entrepreneurial Life Entrepreneurship isn't just about relentless hustle. It's also about building a life that can sustain that ambition. In this episode of The Complete Entrepreneur, Colin C. Campbell and Michael Gilmour explore how founders can align work, family, and personal rewards without burning out. From treating business like a game to celebrating small wins, this conversation reframes what it really means to succeed as an entrepreneur. Hosts: Colin C. Campbell, Michael Gilmour

April 28, 202657 min

EP212: What Private Equity Isn't Telling You Before You Sign with Alexis Sikorsky

What founders get wrong about selling... and how to exit with leverage In this episode, Colin C. Campbell and Michele Van Tilborg are joined by Alexis Sikorsky to break down what founders misunderstand about selling their business—and how to maximize value when exiting. Drawing from his experience on both sides of the deal, Alexis shares how to position your company for private equity, prepare years in advance, and avoid costly mistakes that leave money on the table. If you're thinking about an exit, this is a practical guide to navigating the process with clarity and control. Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Alexis Sikorsky More info about Alexis, plus the link to order his book 'Cashing Out' here: https://www.asikorsky.com/

April 28, 202658 min

EP211: Why Entrepreneurs Feel Fear and Self-Doubt (And What to Do About It)

The real reason founders don't start, and how to move through fear In this episode of Start, Scale, Exit, Repeat, Colin C. Campbell and Michele Van Tilborg sit down with bio-psychologist Dr. Rowshanak Hashemiyoon to unpack the real reason founders get stuck before they even begin: fear rooted in biology, not mindset. They explore the nervous system's role in self-doubt, fear of success, and visibility, along with practical tools to regulate, take action, and build momentum. If you've ever felt stuck, overwhelmed, or hesitant to take the next step, this conversation reframes fear—and shows you how to move forward anyway. Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Dr. Rowshanak Hashemiyoon

April 28, 202657 min

EP210: From Startup Mode to Scale Mode: The Mindset Shift That Grows a Business

Why most founders fail to scale, and how to get out of your own way. In this episode of The Complete Entrepreneur, Colin C. Campbell and Michael Gilmour break down why most businesses get stuck, and how shifting from startup mode to scale mode unlocks real growth. Joined by Matt Herbert and community member Jason, they dive into leadership evolution, delegation, hiring the right people, and building systems that remove the founder as the bottleneck. If you're looking to grow beyond the early stages, this conversation is a practical roadmap to scaling with intention. Hosts: Colin C. Campbell, Michael Gilmour

April 8, 202656 min

EP209: Life Hacks for Entrepreneurs: 21 Tips From the Startup.club Community

The best founders don't just build great companies– they build systems to improve all aspects of life and business. Here are 21 hacks they actually use, from Colin C. Campbell, Michael Gilmour, and the Startup Club community. Hosts: Colin C. Campbell, Michael Gilmour

April 6, 20261 hr 2 min

EP208: How Fear and Self-Doubt Kill Great Businesses

Why fear is driving more decisions than you think Colin C. Campbell and Michele Van Tilborg sit down with Dr. Rowshanak Hashemiyoon to unpack how fear and self-doubt actually work in entrepreneurs. This episode explores the biological roots of hesitation, the pressure behind success, and how founders can move forward without waiting to feel ready. Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Dr. Rowshanak Hashemiyoon