The Builders

In this episode of The Builders Podcast, Matt Levenhagen sits down with William Holsten to explore the early journey behind his first product… and the business lessons that came from getting it wrong before getting it right. What started as a simple, fun idea quickly turned into a real opportunity. Demand showed up. The product sold. Everything looked like it was working… until it wasn’t. Once the...

As builders, we often think change requires a reset. A clean break. Starting over. But what happens when you feel the pull toward something new… and you’ve already built something that works? In this episode, Matt explores what it looks like to build a new path alongside an existing one without disrupting everything in the process. Drawing from his own experience returning to art while running an...

There’s a certain kind of builder who doesn’t follow a clear path… they discover it by walking it .  In this episode, we sit down with Silyana Bojilova, a serial entrepreneur and consultant whose journey spans survival, reinvention, and ultimately finding purpose through helping others build. From growing up in Bulgaria and navigating major life disruptions early on… to moving abroad, struggling t...

Subscriptions sound simple… until you try to build them. In this episode, we sit down with a builder who turned one of the most frustrating parts of app development into a platform now powering monetization for tens of thousands of apps. From early days growing up in Spain to taking a leap into Silicon Valley, this is a story about following curiosity, taking risks, and recognizing when a problem...

AI tools are moving fast… but governance isn’t keeping up. In this episode, Matt sits down with AI strategist Jill Heinze to explore what happens when generative AI moves from experimentation into real-world deployment. From chatbots in regulated industries to internal productivity systems, the conversation focuses on the risks that emerge once AI starts interacting with real users and real data....

Michael Haynes shares his journey from large corporate strategy roles to building a practical go-to-market approach for small and mid-sized B2B firms. After years working in banking, consulting, and telecommunications, he saw firsthand how structured growth strategies helped large organizations scale. But when he transitioned to working with smaller professional service firms, he realized those sa...

What makes people actually use a product… and keep coming back? In this episode, Matt sits down with Tetiana Kobzar to explore behavioral design, gamification, and what it really takes to create products people love to use. Drawing from her background in development and product design, Tetiana explains how understanding human behavior can dramatically change how products are built, moving teams be...

Many great software tools begin with a simple starting point: a manual process that works. In this episode, Matt welcomes back Joel Salomon to talk about the journey of turning his proven stock-screening framework into a scalable software system. After years of teaching clients his five-step process for evaluating companies, Joel began exploring how technology could help automate the research and...

In this solo episode of The Builders , Matt Levenhagen reflects on a discovery that took him back more than three decades. While organizing old notebooks, artwork, and personal archives from the early 1990s, he uncovered a series of audio journals he recorded between 1991 and 1993. Listening back to those recordings today offers a rare glimpse into the mindset of his younger self, a 20-year-old tr...

In this episode of The Builders, Matt sits down with Jill Heinze, founder of Saddle-Stitch Consulting, to explore an unexpected but deeply logical career evolution: from research librarian to AI governance architect. Jill’s journey began with a love of history and archival research. That passion led her into academic librarianship, where she discovered that modern libraries are not just about book...

In this episode of The Builders Podcast , Matt sits down with Dan Daly to unpack how a $600M automotive growth playbook became the foundation for an international real estate fund built around Portugal’s Golden Visa program. Dan shares how scaling an automotive startup from a single dealership to nearly $600M in annual revenue wasn’t about chasing more leads. It was about obsessing over customer e...

Lee Rossey is the CTO and co-founder of SimSpace, and he’s spent the last 25 years building in the deep end of cybersecurity, including 15 years at MIT Lincoln Laboratory. His worldview is refreshingly practical: if you can’t measure it, you don’t really understand it… and if you can’t test it under pressure, you don’t actually trust it. In this episode, we dig into what “proving grounds” means in...

Most builders don’t fail because they lack skill or effort. They struggle because the lessons that matter most only reveal themselves over long stretches of time. In this episode, Tyler Dane joins the show to reflect on the winding path of building. From early career pivots and high-stress on-call roles to indie product experiments and hard-earned clarity, the conversation traces what it actually...

In this episode of The Builders Podcast , Matt Levenhagen sits down with cybersecurity expert and security educator Robert Siciliano to unpack what it really means to build security in a world that defaults to trust. What begins as a conversation about cybersecurity quickly turns into a deeper exploration of human behavior, denial, and why most people only take security seriously after something g...

In this solo episode of The Builders Podcast , Matt Levenhagen reflects on what it really means to become a builder without shortcuts. Drawing from his early years as a self-taught artist in the pre-internet era, Matt explores how learning through books, libraries, and trial and error shaped more than just technical skill. It built patience, discipline, and the ability to stay in the work when pro...

In this episode of The Builders , Matt reconnects with Lorraine Ball , nearly 200 episodes after her first appearance, for a deep conversation on what it really means to build effective teams inside agencies. Rather than focusing on hiring hacks or org charts, Lorraine walks through the foundational thinking that separates high-performing teams from groups that simply execute tasks. Drawing from h...

In this episode of The Builders , Matt reconnects with Rob Broadhead , founder of RB Consulting, to explore how businesses can make better technology decisions in an era dominated by AI hype, tool overload, and constant pressure to “keep up.” Rather than chasing shiny solutions, Rob makes the case for slowing down and clearly defining the problems technology is meant to solve. The conversation dig...

Stephanie Sylvestre’s path to becoming CEO and co-founder of Avatar Buddy is anything but linear. Born and raised in Belize, Stephanie expected to return home after college and step into a defined future. When political change erased that path overnight, she was forced to adapt, relocate, and reimagine what building a life and career really meant. That adaptability led her into diplomacy as the yo...

In this solo end-of-year episode of The Builders Podcast, Matt Levenhagen pulls back the curtain on what he’s been building behind the scenes and why it matters far beyond AI hype. After briefly reflecting on a challenging couple of years in his agency, Matt dives into the real work: designing and building a deeply personal, enterprise-level system that unifies personal insight, business data, and...

In this episode of The Builders Podcast , Matt welcomes back Damon Darnall to explore what happens when technology reaches a tipping point. While their first conversation focused on Damon’s background and the early days of drones, this discussion goes deeper into the drone revolution itself and how it dramatically lowered barriers to entry, unlocking hundreds of new business opportunities. Damon b...

In this episode of The Builders , Matt sits down with Rob Broadhead, founder of RB Consulting, to explore the experiences that shaped his business-first approach to technology. What begins as a story about curiosity and problem-solving quickly becomes a reflection on early failures, missed assumptions, and hard lessons learned inside consulting firms and startups alike. Rob shares how watching sof...

Dan Daly’s story is a blueprint for builders who didn’t start with a roadmap but found clarity through experience, self-awareness, and a willingness to study what works. In this episode, Matt sits down with Dan to trace how three core principles — personal brand, clear vision, and unwavering commitment — shaped each chapter of his growth. From his early days in a blue-collar “lifer” job to scaling...

When UI/UX designer and longtime developer Oksana Kovalchuk returns to The Builders, we shift from her personal journey into the foundation of her design philosophy: research. Not the academic kind… the practical, roll-up-your-sleeves understanding of markets, users, and constraints that separates products that work from those that fall apart under real-world pressure. Oksana walks us through how...

In this episode of The Builders , Matt sits down with Oksana Kovalchuk, founder and CEO of a long-running UI/UX agency with a story that feels like a masterclass in survival, rebuilding, and sheer entrepreneurial grit. Oksana founded her company at twenty, grew it to seventy people, and enjoyed years of booming demand… until a perfect storm hit. COVID wiped out more than half of their clients, and...

In this episode of The Builders , Matt talks with Damon Darnall, a lifelong flyer and the founder of Sky Eye Network. Damon has been building and flying drones since the 1970s, long before the industry existed. What began as a childhood obsession turned into a career shaped by persistence, skill, and a fascination with what flight can unlock. Damon shares how the long path of building shaped his e...