Serial Entrepreneur Club

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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

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    • Sep 25, 2026 LATEST EPISODE
    • weekly NEW EPISODES
    • 1h AVG DURATION
    • 239 EPISODES


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    Latest episodes from Serial Entrepreneur Club

    EP235: Build What You Love In An AI World

    Play Episode Listen Later Sep 25, 2026 54:10


    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 made starting a business expensive or technically difficult. Instead of replacing the entrepreneur, AI can act as a thought partner that helps research, write, design, analyze, automate, and accelerate execution. More importantly, the group discusses why the real advantage still comes from the human behind the technology. When everyone has access to similar AI tools, differentiation comes from understanding real problems, bringing authentic expertise, creating something customers value, and staying involved enough to recognize when the technology gets it wrong. Why building around something you genuinely enjoy can help you stay committed through difficult periods How AI is lowering the cost and complexity of turning an idea into a business Why access to AI alone is no longer a competitive advantage How subject-matter expertise becomes more valuable when paired with AI Why founders should treat AI as a thought partner rather than an automatic decision-maker How AI can remove language, writing, technical, and operational barriers Why authentic human insight still matters in content, products, and customer relationships How entrepreneurs can use AI to amplify real experiences instead of replacing them Why human oversight remains essential when using AI for important business work How AI can help creators move from passive interests to products, services, and companies

    EP234: Learn How To Learn: The Essential Skill For The AI Age

    Play Episode Listen Later Sep 25, 2026 41:03


    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 time every day to learning, while Colin examines how AI is making it possible to acquire new capabilities without spending years mastering the traditional mechanics behind them. More importantly, they argue that learning is not simply about collecting information. It requires curiosity, discipline, experimentation, and the willingness to admit when you do not know something. As AI removes many technical barriers, the ability to ask better questions, solve problems, manage projects, communicate effectively, and continually adapt may become even more valuable. Why an entrepreneur's business can only grow as far as the entrepreneur is willing to grow How to build a disciplined habit of continuous learning Why asking for help can be a sign of strength rather than weakness How AI is dramatically reducing the time required to acquire new capabilities Why hands-on experimentation can be one of the fastest ways to understand emerging technology How founders can create a culture of learning throughout their organizations Why curiosity and adaptability matter when industries are changing rapidly How AI can remove technical barriers without replacing human creativity and judgment Why problem-solving, project management, and communication remain critical skills How entrepreneurs can use AI as a learning tool to expand what they are capable of building

    EP233: How To Catch The Next Tech Wave Before Everyone Else

    Play Episode Listen Later Sep 25, 2026 50:15


    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 often move faster than established companies and how founders can use that advantage to experiment, adapt, and enter emerging markets early. More importantly, they break down practical ways to spot the next wave, including surrounding yourself with new technology, watching where conversations are accelerating, noticing when technology changes your own behavior, and looking for second-order opportunities created by a larger transformation. How technology and regulatory changes can create entirely new markets Why large companies often move more slowly than startups during major shifts How the technology adoption curve and the "chasm" can help founders evaluate emerging opportunities Why founders should actively experiment with new technology instead of simply reading about it How increased conversation and market noise can signal an emerging trend Why changes in your own behavior can reveal technologies with broader potential How second-order opportunities can become larger than the original innovation Why AI agents represent another major opportunity emerging from the broader AI wave How professionals and service providers can adapt their expertise instead of competing directly against AI Why execution becomes even more important as technology makes launching a business easier

    EP232: Decision Fatigue: How Entrepreneurs Can Reduce Stress And Regain Control

    Play Episode Listen Later Sep 25, 2026 57:43


    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 can push decisions closer to the people with the knowledge to make them, create room for controlled mistakes, and stop spending their days fighting fires. More importantly, they discuss how the right people, funding, systems, and leadership structure can reduce unnecessary stress while allowing founders to focus on strategy and growth. The goal is not to eliminate pressure from entrepreneurship, but to build a company where every problem no longer depends on you personally. Why founders become overwhelmed when every decision is pushed back to them How assigning responsibilities instead of tasks can reduce decision fatigue Why employees need permission to make decisions and learn from non-fatal mistakes How financial pressure can distort judgment and consume a founder's attention Why startups need enough runway to reach clearly defined stage gates How bootstrapping and customer-funded growth can reduce dependence on outside capital Why raising money can become a major distraction from actually building the business How difficult business partnerships can drain energy that should be spent on growth Why systems, strategic planning, and strong leaders can reduce the founder's workload How entrepreneurs can move from constantly firefighting to working on the business instead of inside it

    EP231: Leadership Under Pressure: How To Build A Team That Can Scale Without You

    Play Episode Listen Later Sep 25, 2026 56:44


    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 decisions without losing alignment with the company's goals. The conversation also explores why founders often struggle to give up control and how gradually building trust can help them move from doing everything themselves to leading an organization that can operate without them. More importantly, they discuss why leadership remains fundamentally human even as AI transforms business. AI can accelerate analysis, automate work, and help entrepreneurs make faster decisions, but founders still need to build trust, develop people, exercise judgment, and create a culture where others take genuine ownership. Why founders often become the bottleneck as their companies begin to scale How to delegate responsibilities and intent instead of simply assigning tasks What disciplined initiative can teach entrepreneurs about decentralized leadership How mission briefs and clear objectives give teams room to make independent decisions Why after-action reviews can turn mistakes into organizational learning How performance counseling differs from traditional performance reviews Why founders need to become comfortable allowing their teams to fail in controlled ways How personal branding and long-form content can establish authority and generate leads Why AI should support leadership decisions rather than replace human judgment How founders can invest more heavily in high-performing team members while continuing to develop the rest of the organization

    EP230: From Idea To Launch In An AI World

    Play Episode Listen Later Sep 25, 2026 56:42


    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 entrepreneurs research markets, test assumptions, build financial models, develop business plans, analyze risks, and reduce many of the traditional costs associated with launching a company. More importantly, they explore the factors AI cannot replace, including founder judgment, relationships, problem-solving, execution, and the ability to build a defensible business. AI can make launching easier, but founders still need to understand their numbers, quantify their downside, validate demand, and create something competitors cannot easily copy. How to determine whether an idea has the potential to become a real business Why being too early can be just as dangerous as being too late How to identify business models that can actually scale Why founders should quantify their downside and understand the worst-case scenario How AI can help research markets, test assumptions, and build business plans Why understanding your financials is still essential even when AI can help create them How lower startup costs are making entrepreneurship more accessible Why easier AI-powered execution also makes strong barriers to entry more important How customer relationships, communication, and problem-solving can create a lasting competitive advantage Why AI can accelerate the entrepreneur but cannot replace the entrepreneur

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    EP229: 10 AI Agents Every Entrepreneur Should Be Using

    Play Episode Listen Later Sep 25, 2026 51:07


    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 work that once required hours of manual effort or additional employees. More importantly, they discuss how founders should decide what to automate, why repetitive and error-prone tasks are often the best place to start, and why humans still need to review critical outputs. The opportunity is not simply to install more AI tools, but to develop an agentic mindset that constantly looks for processes that can be made faster, smarter, and more scalable. How AI agents can handle repetitive customer service questions while escalating exceptions to humans Ways founders can use agents to analyze marketing performance and uncover better business metrics How AI can automate email management, follow-ups, reminders, and weekly to-do lists How agents can continuously identify and qualify new sales leads Ways AI can streamline bookkeeping and repetitive financial workflows How founders can monitor contracts, deadlines, and legal documents automatically Why repetitive, time-consuming, and error-prone processes are strong candidates for automation How one AI agent can monitor and critique the outputs of other agents Why human oversight and subject-matter expertise remain essential when deploying autonomous workflows How developing an agentic mindset can help small teams operate with capabilities once reserved for much larger companies

    EP228: The AI Mindset: How Entrepreneurs Can Build And Scale Faster

    Play Episode Listen Later Sep 25, 2026 71:18


    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 discuss why AI should enhance human ability rather than replace it entirely. While the barriers to building products and accessing expertise are falling rapidly, founders still need imagination, judgment, communication, problem-solving, relationships, and the ability to execute a real business. How AI is lowering the cost and complexity of launching a business Why entrepreneurs should think beyond AI prompts and start building agentic workflows How service providers can use AI to become more efficient and serve more customers Why AI is democratizing access to technical and professional expertise How founders can use AI for lead generation, customer service, content, and business research Why human oversight is still essential when AI makes mistakes or produces unreliable outputs How communication, project management, and problem-solving become more valuable in an AI-driven world Why quickly building a prototype is different from creating a commercially viable product How AI can accelerate execution without replacing the fundamentals of entrepreneurship

    EP227: Build, Buy, Or Sell? Software Deals In The AI Era

    Play Episode Listen Later Sep 25, 2026 57:49


    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. The conversation also explores how founders can use AI agents, automated workflows, specialized models, and internal knowledge libraries to build products and operate businesses more efficiently. More importantly, they examine the acquisition side of the market, including recurring revenue, private equity expectations, interest rates, software valuations, deal structures, and why improving margins with AI could make a software company more attractive to buyers. Why AI could create an explosion of new software businesses How lower development costs are opening opportunities that were previously too expensive to pursue Why founders should move from manually prompting AI toward automated workflows that run continuously How AI agents and internal knowledge libraries can improve research, development, and decision-making Why founders should use the right AI model for the right task instead of overspending on compute How recurring revenue and revenue quality influence software company valuations Why higher interest rates can make acquisitions more difficult and affect the price buyers are willing to pay How founders can use AI to improve margins and strengthen a business before pursuing an exit

    EP226: The Agentic Mindset: How AI Agents Are Reshaping The Workforce

    Play Episode Listen Later Sep 25, 2026 55:20


    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 entrepreneurs can use agents to reduce repetitive work and dramatically increase the capabilities of smaller teams. More importantly, they discuss why adopting an agentic mindset is not simply about replacing people. It is about redesigning work, keeping humans involved where judgment and creativity matter, and helping employees move toward higher-value roles that AI cannot easily replicate. What it means for entrepreneurs to develop an agentic mindset How AI agents can automate repetitive business operations around the clock Why accountants, lawyers, consultants, and other service providers need to rethink how they create value How founders can use AI to reduce costs while increasing the capabilities of their teams Why human oversight remains critical when agents handle financial, legal, or operational work How AI can augment strong employees instead of simply replacing them Why time management, project management, and problem-solving will become increasingly valuable human skills How founders can design AI workflows that preserve human judgment, creativity, and accountability

    EP225: How To Adapt, Network, And Grow In The AI Era

    Play Episode Listen Later Sep 25, 2026 57:51


    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 and what should remain fundamentally human. More importantly, they discuss why relationships, authenticity, critical thinking, and personal judgment become even more valuable as AI becomes more powerful. The challenge is not simply learning how to use new technology, but learning how to stay in control of it while continuing to develop the skills that technology cannot replace. How entrepreneurs can adapt their mindset as AI changes the business environment Why networking still depends on real relationships, follow-up, and trust How founders can manage information overload and the pressure to constantly respond Why AI should remain a tool under human direction rather than replacing human judgment How AI can dramatically reduce the cost of creating marketing content Why authentic human content can outperform polished AI-generated material How founders can balance technological efficiency with real human interaction Why continuous training and skill development matter more than simply consuming information

    EP224: How To Catch The Next Tech Wave

    Play Episode Listen Later Sep 25, 2026 62:26


    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 technology adoption curve, the difficult gap between early adoption and mainstream acceptance, and why some promising technologies never make it across that chasm. More importantly, they break down practical signals founders can watch for when evaluating the next big opportunity, including changes in consumer behavior, growing conversations around new technologies, second-order business opportunities, and the aftershocks created by truly transformative innovations. How the technology adoption curve can help founders identify emerging opportunities Why entrepreneurs should surround themselves with new technology before it becomes mainstream How increased conversation and market noise can signal an approaching technology wave Why every promising technology must solve a real problem or create a meaningful opportunity How changes in your own behavior can reveal technologies with mainstream potential Why some of the best businesses are built around second-order effects of major innovations How aftershocks from technologies like the internet and AI can create opportunities years after the original breakthrough Why founders need to separate genuine technological shifts from hype that may never cross into mainstream adoption

    EP223: The Entrepreneur's Roller Coaster: Managing The Highs And Lows Of Business

    Play Episode Listen Later Sep 25, 2026 43:52


    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 create space to think, rely on trusted advisors, protect their personal lives, and keep moving when everything seems to be going wrong. More importantly, they examine why the highs can be just as dangerous as the lows. Success can create arrogance, overspending, unrealistic valuations, and poor decisions if entrepreneurs forget how quickly circumstances can change. The goal is not to eliminate the roller coaster, but to become better at riding it. How to manage the emotional highs and lows of entrepreneurship Why every founder needs someone they can speak openly with How to keep business stress from overwhelming your family and relationships Why taking time away can help you think more clearly and make better decisions How action, strategy, and support can help founders navigate difficult periods Why success and overconfidence can be just as dangerous as failure How maintaining cash reserves can create stability when conditions change Why staying calm and working the problem is one of a founder's most important leadership skills

    EP222: AI Growth Hacks Every Entrepreneur Should Be Using

    Play Episode Listen Later Sep 25, 2026 53:35


    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 resources, the conversation is packed with practical ways founders can put AI to work today. More importantly, the group explores the risks that come with moving too quickly, including hallucinations, bad data, weak guardrails, and becoming busy with AI without actually moving the business forward. The message is clear: AI can dramatically increase what entrepreneurs are capable of, but humans still need to remain in control. How founders are using AI to reduce professional service costs Ways AI can improve marketing analysis, financial reporting, and business operations How entrepreneurs can use AI as a thinking partner when entering unfamiliar territory Why AI agents are becoming an important tool for automating repetitive work How NotebookLM and private data can create more useful, focused AI systems Why garbage in, garbage out still applies when building AI workflows How hallucinations and weak oversight can create costly mistakes Why founders should treat themselves as the boss of AI, not the other way around

    EP221: Forces You Can't Control, Choices You Can

    Play Episode Listen Later Sep 25, 2026 51:23


    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 from facts, make difficult decisions before it is too late, protect the core of the business, and turn uncertainty into an opportunity to become stronger than the competition. How to separate what you can control from what you cannot Why entrepreneurs need to make difficult decisions quickly How to know when it is time to pivot, cut costs, or shut something down Why relationships with customers, suppliers, and partners matter most during a crisis How to become ruthlessly efficient without losing sight of the people involved Why waiting and hoping can be more dangerous than making an imperfect decision How preparation and adaptability can turn external shocks into competitive advantages

    choices forces michael gilmour
    EP220: AI Growth Hacks: How Entrepreneurs Are Using AI to Start, Scale, and Grow Faster

    Play Episode Listen Later Sep 25, 2026 58:05


    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. More importantly, they explore how entrepreneurs can use AI without removing humans from the process, where guardrails still matter, and why learning to work with these tools may become one of the most important skills for the next generation of business owners. How AI agents can automate repetitive business operations Why human oversight remains critical when using autonomous systems Ways founders are using AI for marketing, reporting, content, and research How AI can dramatically reduce the cost and time required to build software Why consultants may need to rethink their business models around automation How AI can help entrepreneurs research buyers, validate ideas, and prepare investor materials Why experimenting with AI may be the fastest way to discover new business opportunities

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

    Play Episode Listen Later Jun 10, 2026 57:13


    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

    EP218: The Simple Communication Shift That Makes Better Leaders

    Play Episode Listen Later May 27, 2026 55:32


    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

    EP217: Why Scaling a Startup Requires a Different Kind of Founder

    Play Episode Listen Later May 18, 2026 60:20


    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

    EP216: From Stuck to Scaling: The Mindset Shift Every Entrepreneur Must Make

    Play Episode Listen Later May 18, 2026 56:11


    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 

    EP215: Know When to Hold, Know When to Fold

    Play Episode Listen Later May 18, 2026 54:33


    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

    founders let go fold michael gilmour
    EP214: AI Agents Are Not Magic. They're the New Workforce for Entrepreneurs

    Play Episode Listen Later May 13, 2026 57:43


    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.

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

    Play Episode Listen Later May 13, 2026 55:21


    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

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

    Play Episode Listen Later Apr 28, 2026 57:18


    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/ 

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

    Play Episode Listen Later Apr 28, 2026 58:59


    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

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

    Play Episode Listen Later Apr 28, 2026 57:35


    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

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

    Play Episode Listen Later Apr 8, 2026 56:56


    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

    EP208: How Fear and Self-Doubt Kill Great Businesses

    Play Episode Listen Later Apr 6, 2026 62:49


    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

    EP207: You Cannot Outsource the Entrepreneur

    Play Episode Listen Later Apr 6, 2026 61:32


    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

    EP206: The Reality of Entrepreneurial Failure and How to Manage it

    Play Episode Listen Later Mar 23, 2026 56:04


    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 

    EP205:The Truth About Entrepreneurship: Stress, Risk, and Resilience

    Play Episode Listen Later Mar 23, 2026 56:35


    The emotional and operational reality of entrepreneurship, and how founders navigate uncertainty, pressure, and the constant highs and lows of building. Entrepreneurship is a rollercoaster, and this conversation breaks down how founders manage the highs, the setbacks, and everything in between. From external pressures like interest rates and market shifts to the internal challenges of stress, relationships, and leadership, this episode offers real insights on how to stay grounded while building. If you are navigating uncertainty, this is a reminder that you are not alone, and that resilience is part of the process.   Hosts: Colin C. Campbell, Michele Van Tilborg  

    EP204: How to Launch a Successful Kickstarter Campaign: 10 Proven Secrets

    Play Episode Listen Later Mar 9, 2026 55:29


    Launching a Kickstarter in Real Time: Lessons, Mistakes, and Strategies from a Live Campaign (Recorded Live on Clubhouse March 6, 2026) What does it really take to launch a successful Kickstarter? In this episode, we break down a campaign happening in real time—sharing the strategies, mistakes, and lessons learned just days after launch. From product development to storytelling and marketing, discover what it takes to turn an idea into a funded campaign.  Hosts: Colin C. Campbell, Michele Van Tilborg    

    EP203: Patterns Behind Repeat Startup Success

    Play Episode Listen Later Feb 19, 2026 53:41


    Serial Success Has a System  In this OpenMic episode, the team breaks down what repeat startup success actually looks like in the entrepreneurial world. They walk through the 'Start. Scale. Exit. Repeat.' framework and how leaders win by shifting their story, team, capital strategy, and systems at every stage. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP202: How to Win at Trade Shows and Conferences (Without Wasting Money)

    Play Episode Listen Later Feb 11, 2026 61:32


    Networking That Actually Converts Trade shows and conferences can be either a budget drain or a growth accelerator—depending on how you prepare. Colin C. Campbell and Michael Gilmour share the exact pre-event, on-site, and post-event plays that turn visibility into meetings, meetings into deals, and one weekend of travel into weeks of marketing. Hosts: Michael Gilmour, Colin C. Campbell

    EP201: How Successful Founders Handle Fear and Uncertainty

    Play Episode Listen Later Feb 4, 2026 54:47


    Facing Your Startup Fears in 2026 Fear shows up at every level of entrepreneurship, from launching your first idea to leading through cashflow crises, public visibility, and rapid change. Colin C. Campbell and Michael Gilmour share practical ways to keep fear from becoming debilitating—decision-making, risk mitigation, transparency, community support, and "doing it scared" until confidence catches up. Hosts: Michael Gilmour, Colin C. Campbell

    EP200: 7 Habits of Effective Entrepreneurs

    Play Episode Listen Later Jan 14, 2026 57:17


    Habits That Scale Companies Michael Gilmour and Colin C. Campbell break down the habits and values that consistently show up in founders who build real wealth. From financial discipline and delayed gratification to ethics, generosity, and relentless learning, this conversation maps the "founder operating system" that scales companies and reputations over time. Hosts: Colin C. Campbell, Michael Gilmour

    entrepreneur 7 habits michael gilmour
    EP199: Part 2 – 26 Best Startup Ideas to Launch in 2026

    Play Episode Listen Later Dec 22, 2025 58:50


    26 startup ideas worth paying attention to in 2026. Colin C. Campbell and Michele Van Tilburg break down where opportunity is emerging, what's changing, and how founders can get ahead of the curve. If you're thinking about what to build next year, this is a smart place to start.

    EP198: Eric Malka's Tips to Winning the Startup Game

    Play Episode Listen Later Dec 3, 2025 52:36


    How Art of Shaving Founder Eric Malka Turned a Simple Idea into a Global Brand (Recorded Live on Clubhouse November 14, 2025) In this episode with Colin C. Campbell and Michele Van Tilborg, The Art of Shaving co-founder Eric Malka shares the eight principles that took him from undocumented warehouse worker to building, scaling, and exiting a category-defining brand. They dive into mindset, brand focus, execution, pivots, culture, and scalability, and why "crawl, walk, run, fly" is the only sane way to build a business that lasts. Get Eric's Book, 'On The Razor's Edge' on Amazon: https://amzn.to/48uQm0C Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Eric Malka, Founder of The Art of Shaving

    EP197: 8 Traits That Define the Startup Mindset

    Play Episode Listen Later Nov 25, 2025 60:18


    The real difference between startup ideas that die on the whiteboard and those that become global successes? The mindset of the founder. (Recorded Live on Clubhouse November 20, 2025) In this episode of The Complete Entrepreneur, Colin C. Campbell and Michael Gilmour break down the "startup mindset" — from relentless learning and curiosity to naivety, optimism, and managing fear. They share personal stories of launching new ventures, recovering from failure, and why tenacity, awareness, and a love for the game matter more than any spreadsheet. If you're ready to think differently about how you think, this conversation is your masterclass.   Hosts: Colin C. Campbell, Michael Gilmour

    EP196: AI Haves and Have-Nots: What Founders Must Know

    Play Episode Listen Later Nov 14, 2025 56:17


    "AI is both the ladder and the moat. The difference is how you use it." (Recorded Live on Clubhouse September 5, 2025) Is AI leveling the field or creating a new moat? Colin and Michele debate paywalled models, free alternatives, and where founders should invest. Community voices weigh in with wins, warnings, and playbooks you can copy this week. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP195: The Four-Sticky-Note Business Plan Every Founder Needs

    Play Episode Listen Later Nov 3, 2025 61:39


    How to Pair AI Speed with Founder Grit (Recorded Live on Clubhouse August 22, 2025) In this episode, we unpack why AI is an accelerant—not a substitute—for entrepreneurship, then walk through the Four Sticky Note Business Plan to turn ideas into action. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP194: How to Scale Your Startup: A Purpose-Driven Growth Framework That Actually Works

    Play Episode Listen Later Oct 15, 2025 57:21


    How purpose, structure, and cadence turn hustling founders into scaling leaders. (Recorded Live on Clubhouse August 15, 2025) Colin C. Campbell and Michele Van Tilborg sit down with EOS® Implementer César Quintero to unpack the shift from founder-doer to leader-builder. They cover the “jazz to marching band” analogy, EOS's six components, how to run a high-leverage planning day, and why coaching is a force multiplier for traction.   Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Cesar Quintero

    EP193: 12 Steps From Idea to Execution: The Ultimate Startup Checklist

    Play Episode Listen Later Oct 13, 2025 49:10


    From Post-It to Pitch: Nailing Your First Stage Gate (Recorded Live on Clubhouse July 25, 2025) A practical walkthrough of the Ultimate Startup Checklist—how to go from idea to execution with sticky-note planning, SMART stage gates, and the X-Factor/brand-promise combo. We cover AI-era discovery (Google and LLMs), mentors and incubators, naming and trademarks, KPIs that matter, and how to use the workbook's embedded GPTs without losing your authentic voice. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP192: Your Business's Must-Do Startup Checklist

    Play Episode Listen Later Oct 13, 2025 55:52


    A masterclass in moving from idea to execution—one sticky note at a time. (Recorded Live On Clubhouse July 18, 2025) This week, Colin C. Campbell and Michele Van Tilborg break down the Ultimate Startup Checklist — a practical, step-by-step guide to turning your idea into a real business. From writing your idea on a sticky note to setting stage gates, defining KPIs, and ranking in AI-driven search, this episode walks you through the habits that separate dreamers from doers. Learn how to name your business, test your concept, track what matters, and stay accountable through every stage of the startup journey. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP191: Discover, Defend, & Scale Your Business Idea

    Play Episode Listen Later Sep 12, 2025 53:01


    Find Your Next Million-Dollar Idea AI is changing everything—and opportunity has never been bigger. Colin and Michele unpack a practical system for spotting problems, scoring scalability, and building moats, with real examples from product, platform, and brand plays. Plus, the Time-to-Sell Index ticks up, hinting at brighter market sentiment. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP190: AI Minor Majors for Startup Growth

    Play Episode Listen Later Aug 20, 2025 55:03


    AI Growth Hacks & Minor Majors for Entrepreneurs (Recorded Live on Clubhouse June 13, 2025) Discover how to scale smarter with AI—from creative branding to building tools with zero code. Startup Club hosts Colin C. Campbell and Michele Van Tilborg share high-leverage AI tactics that any founder can use. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP189: 5-Star Ratings: A Growth Strategy

    Play Episode Listen Later Aug 20, 2025 52:12


    The ROI of Reviews (Recorded Live on Clubhouse June 6, 2025) From five-star ratings to viral feedback loops—today's episode dives into the real-world impact of reviews. Whether you're selling a product, booking guests, or writing a book, social proof could be your secret weapon. Learn how to get it, use it, and protect it. Hosts: Colin C. Campbell, Michele Van Tilborg

    EP188: Should You Start with a Franchise?

    Play Episode Listen Later Jun 25, 2025 51:51


    Is Franchising a Smart Way to Start a Business? (Recorded Live on Clubhouse May 30, 2025) Author Alicia Miller shares what makes franchising a strategic path to entrepreneurship—if you know how to vet the right system. From resales to private equity exits, this episode is full of tactical insights. Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Alicia Miller

    EP187: How Startups Win with AI and Data

    Play Episode Listen Later Jun 16, 2025 59:22


    Supercharge Your Startup with AI and Data (Recorded Live on Clubhouse May 16th, 2025) Alejandro Martinez, CEO of Propelling Tech, joins the stage to break down how AI and data can radically transform your business—if used wisely. We discussedr: Why clean data matters more than big data Real examples of AI saving time and money for founders How to avoid hallucinations and train AI with your own voice Hosts: Colin C. Campbell, Michele Van Tilborg Guest: Alejandro Martinez

    EP186: Starting a Business Without Investors

    Play Episode Listen Later Jun 12, 2025 56:05


    Startup Myths, Busted (Recorded Live on Clubhouse May 9th, 2025) Chris and Dave Sinkinson, authors of Startup Different, join us to challenge the conventional startup playbook. No VC? No problem. Hear their journey of scaling a software company with empathy, grit, and zero outside funding. Hosts: Colin C. Campbell, Michele Van Tilborg Guests: Chris and David Sinkinson 

    EP185: Tariff Turmoil & Startup Survival

    Play Episode Listen Later May 20, 2025 53:05


    Tariff Turmoil: Startup Survival in an Unfair System (Recorded Live on Clubhouse April 25, 2025)  Small businesses are paying the price while corporate giants get exemptions. In this open mic episode, founders share real-world strategies for surviving steep tariffs and external shocks. Hosts: Colin C. Campbell, Michele Van Tilborg

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