
Collin Stewart joins this episode to share his journey from humble beginnings as a “geeky sales guy” to becoming a sought-after expert in achieving product-market fit. With a career spanning multiple startups and countless lessons learned, Collin’s insights are a must-hear for anyone building a business from the ground up. Through candid stories and hard-won wisdom, Collin reveals the mistakes many entrepreneurs make when trying to scale too soon, as well as the key strategies for finding product-market fit. He explains why understanding your customers’ pain points is non-negotiable and how early-stage founders can use customer development to turn insights into revenue. Collin doesn’t just talk theory—he provides a clear, actionable framework to help entrepreneurs identify real market opportunities, validate their products, and scale sustainably. His emphasis on listening to the market and aligning growth with timing offers a refreshing perspective for founders navigating the challenges of early-stage business. Whether you’re an entrepreneur searching for direction or a founder ready to scale smartly, this episode is packed with value. Collin’s practical advice, combined with his no-nonsense delivery, will leave you inspired to rethink your approach to product-market fit. Key Takeaways: * Why product-market fit isn’t binary and how to measure it effectively. * The dangers of premature scaling and how to avoid them. * A step-by-step guide to using customer development as a foundation for growth. * Real-life lessons on creating products the market can’t live without. Head over to podcast.iamcharlesschwartz.com to download your exclusive companion guide, designed to guide you step-by-step in implementing the strategies revealed in this episode. KEY POINTS: 2:01 - Common Mistakes: Collin highlights frequent entrepreneurial pitfalls, including ignoring market signals, rushing to scale, and failing to truly understand customer needs. 9:32 - Premature Scaling Risks: The dangers of scaling too early are laid bare as Collin explains why investing in sales teams or development too soon can drain resources without delivering results. 12:11 - Understanding Product-Market Fit: Collin breaks down product-market fit as a spectrum, where success depends on identifying market needs and crafting a solution that directly addresses them. 14:19 - Market Need Importance: Collin emphasizes that strong market demand—not personal passion—is the foundation for sustainable business success. 19:00 - Customer Development Process: A step-by-step framework for engaging with customers, uncovering their pain points, and refining your product to meet market demands. 35:00 - Outbound Sales Timing: Collin discusses the importance of timing outbound efforts to align with market readiness and long-term sales goals. 37:26 - Long-Term Thinking: Founders are urged to adopt a mindset of patience, focusing on sustainable growth and avoiding the trap of short-term gratification.
Full Episode
Welcome to the I Am Charles Schwartz show. In this episode, we dive into the critical concept of product market fit with Colin Stewart, an entrepreneur who has built and scaled multiple startups.
From his early days as a geeky sales guy, bridging the gap between tech and business to running successful SaaS ventures, Colin has learned firsthand what it takes to align a product with a market and the costly mistakes to avoid. Colin reveals practical, no-nonsense strategies for finding and leveraging product market fit.
He shares how to identify real market pain points, use customer interviews to uncover unmet needs, and turn those insights into paying customers. Along the way, he highlights why scaling too early can kill a business and offers a roadmap to navigate this crucial stage of growth. This isn't a conversation for the faint of heart.
Colin challenges conventional thinking, calling out the traps many founders fall into, and delivering actionable advice to help you succeed. If you're ready to leave guesswork behind and master product market fit, this episode is for you. Grab a notebook and prepare to rethink your business strategy. The show starts now.
Welcome to the I Am Charles Schwartz Show, where we don't just discuss success, we show you how to create it. On every episode, we uncover the strategies and tactics that turn everyday entrepreneurs into unstoppable powerhouses in their businesses and their lives.
Whether your goal is to transform your life or hit that elusive seven, eight, or nine figure mark, we've got the blueprint to get you there. The show starts now. Hi, everybody. Welcome back. We're going to talk about something here on this podcast called product market fit amongst about 15 other things. But before we get into that, Colin, welcome to the show.
Hey, thanks for having me on, Charles.
So for the audience that doesn't know you and they haven't figured out kind of who you are and what you do, let's catch everybody up. What is it that you do better than anyone else?
That's a good question. I'd probably say that point where you are trying to find a product opportunity and then getting it to your first couple of customers. I've done that a number of times. I've helped a number of companies do that. I spent 12 years building, running an agency, helping, well, six years doing an agency, six years doing it for myself.
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