Podcast · Business

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

by Startup.Club · English · Business

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

New episodes: Several times a day
Typical length: 57 min
Latest: 25 Sep 2026
Language: English

Latest episode

25 Sep 2026 · 54 min

EP235: Build What You Love In An AI World

When You Build Around Something You Actually Care About, AI Can Help You Turn That Passion Into A Real Business Faster Than Ever In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, and members of the Startup Club community explore how entrepreneurs can turn hobbies, interests, expertise, and personal passions into businesses in the AI era. From pet products and residential cruising to domain names, content creation, professional services, software, and customer support, the conversation looks at how AI is removing many of the traditional barriers that once…

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Earlier episodes 29 most recent

25 Sep 2026 · 41 min
EP234: Learn How To Learn: The Essential Skill For The AI Age
In A World Where Technology Changes Constantly, The Entrepreneurs Who Keep Learning Will Have The Advantage In this episode of The Complete Entrepreneur , Colin C. Campbell and Michael Gilmour explore why developing a learning mindset has become increasingly important for founders, leaders, and employees navigating the rapid growth of AI. From books and podcasts to hands-on experimentation with AI, they discuss the different ways entrepreneurs can continuously expand their skills, challenge their assumptions, and adapt as their businesses grow. Michael shares why he deliberately dedicates…
25 Sep 2026 · 50 min
EP233: How To Catch The Next Tech Wave Before Everyone Else
The Biggest Opportunities Often Appear Before A New Technology Reaches The Mainstream In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, and members of the Startup Club community explore how entrepreneurs can recognize emerging technology waves and position themselves before the rest of the market catches up. From dial-up internet and broadband to cloud computing, new domain extensions, social media, AI, and AI agents, Colin shares lessons from businesses built around major technological and regulatory shifts. The conversation examines why startups can…
25 Sep 2026 · 58 min
EP232: Decision Fatigue: How Entrepreneurs Can Reduce Stress And Regain Control
When Every Decision Lands On The Founder, The Business Eventually Hits The Limits Of The Founder In this episode of The Complete Entrepreneur , Colin C. Campbell and Michael Gilmour explore the decision fatigue, financial pressure, workload, and constant uncertainty that can make entrepreneurship overwhelming. From employees escalating minor decisions to founders struggling with cash flow, fundraising, difficult partnerships, and the pressure to keep up with AI, they share personal stories about situations that consumed their time and attention. The conversation examines how entrepreneurs…
25 Sep 2026 · 57 min
EP231: Leadership Under Pressure: How To Build A Team That Can Scale Without You
The Founder Who Built The Business Can Also Become The Biggest Thing Holding It Back In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell sits down with entrepreneur, executive coach, author, and U.S. Army National Guard officer Parker McCumber to explore what military leadership can teach entrepreneurs about building teams, delegating responsibility, and scaling under pressure. From disciplined initiative and mission briefs to risk management, after-action reviews, and performance counseling, Parker explains how leaders can create systems that give employees the freedom to make…
25 Sep 2026 · 57 min
EP230: From Idea To Launch In An AI World
A Great Idea Is Not Enough. The Real Value Comes From Knowing When To Act And How To Turn It Into A Business. In this episode of The Complete Entrepreneur , Colin C. Campbell and Michael Gilmour explore how entrepreneurs can evaluate an idea, decide whether it has the potential to become a real business, and use AI to move from concept to launch faster than ever before. Through stories of businesses that succeeded, failed, arrived too early, or simply could not scale, they examine what founders should consider before committing significant time and money. They also discuss how AI can help…
25 Sep 2026 · 51 min
EP229: 10 AI Agents Every Entrepreneur Should Be Using
The Next Stage Of AI Is Not Just Answering Questions. It Is Doing The Work For You. In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, and members of the Startup Club community explore practical AI agents entrepreneurs can use to automate repetitive work, reduce costs, generate leads, improve marketing, and scale their businesses more efficiently. From customer service and bookkeeping to email management, digital marketing, job searches, lead generation, contract tracking, and Amazon operations, the group shares real examples of agents already performing…
25 Sep 2026 · 1 hr 11 min
EP228: The AI Mindset: How Entrepreneurs Can Build And Scale Faster
AI Is Lowering The Barriers To Starting A Business, But The Entrepreneur Still Has To Lead In this episode of The Complete Entrepreneur , Colin C. Campbell, Michael Gilmour, and members of the Startup Club community explore what it means to develop an AI and agentic mindset as an entrepreneur. From graphic design and customer service to lead generation, content creation, software development, research, and business operations, the group shares real examples of how AI is helping entrepreneurs accomplish more with smaller teams, lower costs, and less technical expertise. More importantly, they…
25 Sep 2026 · 58 min
EP227: Build, Buy, Or Sell? Software Deals In The AI Era
AI Is Making Software Easier To Build, But That Does Not Mean Software Businesses Are Becoming Less Valuable In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, special guest David Awad, and members of the Startup Club community explore how artificial intelligence is changing the economics of building, acquiring, and selling software companies. From dramatically reducing development costs to creating autonomous AI workflows, David explains why AI may lead to a massive increase in the amount of software being created rather than replacing software entirely.…
25 Sep 2026 · 55 min
EP226: The Agentic Mindset: How AI Agents Are Reshaping The Workforce
AI Agents Can Automate More Of Your Business Than Ever Before, But That Does Not Mean Humans Are Out Of The Equation In this episode of The Complete Entrepreneur , Colin C. Campbell, Michael Gilmour, Michele Van Tilborg, and members of the Startup Club community explore what happens when AI agents can begin handling work traditionally performed by employees, consultants, accountants, lawyers, and developers. From automating customer support and bookkeeping to qualifying leads, reviewing contracts, analyzing data, and running workflows around the clock, the conversation looks at how…
25 Sep 2026 · 58 min
EP225: How To Adapt, Network, And Grow In The AI Era
AI Is Changing How We Work, Communicate, And Build Businesses, But The Human Advantage Still Matters In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, special guest George Dubek, and members of the Startup Club community explore how entrepreneurs can adapt to a business world being rapidly reshaped by artificial intelligence. From AI-generated marketing and changing communication habits to networking, information overload, customer service, and the pressure to constantly keep up with new technology, the conversation examines what founders should embrace…
25 Sep 2026 · 1 hr 2 min
EP224: How To Catch The Next Tech Wave
The Biggest Opportunities Often Appear Before The Rest Of The Market Realizes A Technology Is About To Take Off In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, and members of the Startup Club community explore how entrepreneurs can recognize emerging technology waves and position themselves to take advantage of them. From the early internet and broadband to the sharing economy, AI, agents, and new virtual experiences, Colin shares lessons from more than 30 years of building companies around major technology shifts. The conversation examines the…
25 Sep 2026 · 44 min
EP223: The Entrepreneur's Roller Coaster: Managing The Highs And Lows Of Business
Entrepreneurship Comes With Incredible Highs And Crushing Lows. Learning How To Handle Both Is Part Of The Job. In this episode of The Complete Entrepreneur , Colin C. Campbell and Michael Gilmour explore the emotional roller coaster that comes with building and running a business. From unexpected setbacks and difficult company decisions to periods of rapid growth and success, they share personal stories about what happens when the pressure of entrepreneurship follows you home, affects your relationships, and tests your ability to stay focused. They also discuss practical ways founders can…
25 Sep 2026 · 54 min
EP222: AI Growth Hacks Every Entrepreneur Should Be Using
AI Is Giving Entrepreneurs More Leverage, But Only If They Know How To Use It Well In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, and members of the Startup Club community share real-world AI growth hacks they are using to save time, reduce costs, improve decision-making, and accomplish work that once required much larger teams. From creating private placement memorandums and analyzing marketing performance to managing inboxes, inventorying real estate, automating bookkeeping, building AI agents, and turning internal knowledge into searchable…
25 Sep 2026 · 51 min
EP221: Forces You Can't Control, Choices You Can
Entrepreneurs Can't Control The Market, But They Can Control How They Respond In this episode of The Complete Entrepreneur , Colin C. Campbell and Michael Gilmour explore one of the hardest realities of entrepreneurship: sometimes outside forces can change your business overnight. From rising interest rates and tariffs to government policy, market disruption, unexpected debt pressures, and major shifts in entire industries, they share real stories of companies forced to adapt quickly when circumstances moved against them. More importantly, they discuss how entrepreneurs can separate emotion…
E220 · 25 Sep 2026 · 58 min
EP220: AI Growth Hacks: How Entrepreneurs Are Using AI to Start, Scale, and Grow Faster
AI Is Giving Entrepreneurs The Ability To Build Faster, Operate Leaner, And Accomplish More With Smaller Teams In this episode of Start, Scale, Exit, Repeat , Colin C. Campbell, Michele Van Tilborg, and members of the Startup Club community share practical ways entrepreneurs are using AI to improve nearly every part of their businesses. From building AI agents and automating financial reports to auditing websites, managing email, creating content, improving advertising, and developing software, the conversation focuses on real-world applications founders can start experimenting with today.…
10 Jun 2026 · 57 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…
27 May 2026 · 56 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…
18 May 2026 · 1 hr
EP217: Why Scaling a Startup Requires a Different Kind of Founder
From Founder Chaos to Scalable Systems In this episode, Colin C. Campbell sits down with scaling coach and entrepreneur Matt Kuttler to unpack why so few startups successfully scale — and what founders must change to break through. From rocks, hiring systems, and sales playbooks to identity shifts, coaching, and building an "X Factor," this conversation dives deep into the practical and psychological realities of transforming a scrappy startup into a scalable company. Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Matt Kuttler
18 May 2026 · 56 min
EP216: From Stuck to Scaling: The Mindset Shift Every Entrepreneur Must Make
Why Scaling Starts with Identity In this episode of Start Scale Exit Repeat , Colin Campbell, Michele Van Tilborg, and guest Rod Khleif explore why so many founders get stuck before they scale. From goal setting and systems to identity, failure, fulfillment, and nervous system wiring, the conversation reveals how entrepreneurs can move beyond hustle mode and build companies designed to grow. Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Rod Khleif
18 May 2026 · 55 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
13 May 2026 · 58 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.
13 May 2026 · 55 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
28 Apr 2026 · 57 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…
28 Apr 2026 · 59 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…
28 Apr 2026 · 58 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.…
8 Apr 2026 · 57 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
6 Apr 2026 · 1 hr 3 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
6 Apr 2026 · 1 hr 2 min
EP207: You Cannot Outsource the Entrepreneur
Why AI won't build your business Everyone is asking AI the wrong question and getting the same useless answer. In this episode, Colin C. Campbell and Michele Van Tilborg break down why AI is a powerful multiplier but not a replacement for entrepreneurial instinct, and how the real advantage comes from better inputs, better questions, and real-world execution. Hosts: Colin C. Campbell, Michele Van Tilborg
E206 · 23 Mar 2026 · 56 min
EP206: The Reality of Entrepreneurial Failure and How to Manage it
The Reality of the Entrepreneurial Rollercoaster Entrepreneurship comes with inevitable highs and lows, and this conversation dives into how founders handle disappointment when deals fall apart or expectations aren't met. Learn how to process setbacks, avoid emotional spillover, and recalibrate quickly so you can keep moving forward. Hosts: Colin C. Campbell, Michael Gilmour

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

Start. Scale. Exit. Repeat.: Serial Entrepreneur: Secrets Revealed! is a English business podcast from Startup.Club. Melo plays each episode straight from the publisher's own feed — no ads added, no account needed — and remembers where you stopped, in this browser only.

Publisher: Startup.Club
Language: English
Category: Business
New episodes: Several times a day
Typical length: 57 min
Latest episode: 25 Sep 2026
Feed: RSS — paste into any podcast app
Apple Podcasts: podcasts.apple.com/podcast/id1595693049

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