Startup Hustle

Stop Hiding Behind Process (You Should Own the Product Instead)

Most product managers are just project managers with a fancier title. They make zero real decisions, answer to everyone, and wonder why nothing ships on time. Willis Jackson has been building prod...

2026-04-23

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The Secret to Winning Venture Capital: What 2,000 Startup Investments Taught Dave Lambert

Most founders think investors bet on ideas. They don't. Dave Lambert has funded over 2,000 companies through RightSide Capital, and he's seen this pattern play out thousands of times. Great product. ...

2026-04-16

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Are Software Engineers Really at Risk? Mohan Reddy Weighs In

Matt Watson sits down with Mohan Reddy, serial entrepreneur and Chief Scientist at Cornerstone AI Labs, to explore how AI is fundamentally reshaping the way we think about work, skills, and human pote...

2026-04-09

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How AI Is Disrupting Education with Katie Boody Adorno of LeanLab Education

AI is changing how kids learn. But are schools ready? Katie Boody Adorno is the founder and CEO of LeanLab Education. She's spent 13 years trying to close the opportunity gap in public education. In ...

2026-04-02

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AI Isn't Killing Software Jobs: It's Changing Who Builds What

Zach Klempf is back! He joined Matt Watson on one of the early episodes of the show. Now, Zach is president of AutoManager, a private equity group with five automotive software companies under its umb...

2026-03-26

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From Personal Tragedy to Healthcare Innovation

In this episode, entrepreneur Chris Jones shares his journey from personal tragedy to building MatchRite Care, a healthcare data integration platform. He discusses product-market fit, scaling strategi...

2026-03-12

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Matt & Mark Roberge

In this episode of Startup Hustle, Matt Watson interviews Mark Roberge, a former HubSpot executive and current venture capitalist, about his journey from engineering to sales and the importance of sca...

2026-03-05

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Revolutionizing Hiring with GitHired

In this episode of Startup Hustle, Matt Watson interviews Krishna Oza, founder and COO of Git Hired, discussing the challenges of hiring software engineers, particularly for startups. Krishna shares h...

2026-02-26

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Harnessing AI for Business Success

In this episode of Startup Hustle, Matt Watson interviews John Morlan, founder and CEO of Smarter Risk, about the transformative impact of AI on startups. John shares his journey of integrating AI int...

2026-02-19

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Navigating Entrepreneurship: Insights from Matt Haycox

In this episode, Matt Watson interviews Matt Haycox, an experienced entrepreneur who shares insights from his 25 years in business, focusing on capital raising, the challenges of entering the tech spa...

2026-02-12

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Creative Engineering at Scale What Big Companies Get Wrong and Right with David Mitchell

What happens when you mix creative agency chaos with world-class engineering? You get teams that don’t just write code—they own the product. In this episode, I’m talking with David Mitchell, CTO at V...

2026-02-05

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Engineering Clarity in the Age of AI with Seth Rosenbauer

Engineering Clarity in the Age of AI: How Docs, Context, and Product Thinking Shape Better Software Seth Rosenbauer is the founder of a tool that uses AI to help engineers create better documentation...

2026-01-29

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Fixing the Language Barrier Between Engineers and Executives with Karell Ste Marie of The Serious CT

Matt is joined by Karell Ste-Marie, founder of The Serious CTO YouTube channel. Together, they tackle one of the biggest hidden challenges in software companies: the language and cultural barrier betw...

2026-01-22

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Prompt Prototyping, AI Vibes, and the New Rules of Product Management

Product management is being rewritten in real time, and AI is doing the editing. Matt sits down with Jerel Velarde, product manager at Full Scale Ventures, to discuss how AI is reshaping the relation...

2026-01-15

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Why Teams Lose Their Way at Scale with Randy Silver

Matt is joined by product and leadership consultant Randy Silver to unpack one of the most frustrating problems in product organizations: everyone knows where they want to go, but no one knows how to ...

2026-01-08

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How AI Is Really Impacting Developer Experience and the Real Productivity Problem with Laura Tacho

In this episode, Matt is joined by Laura Tacho, CTO at DX — one of the leading voices in developer experience research and tooling. Together, they unpack how AI is really affe...

2025-12-18

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Why We Still Need Software Engineers in the Age of AI with Brian Jenney

AI can scaffold an app in seconds, but can it refactor that thousand-line React file when the first bug hits production?  In this episode, I sit down with Brian Jenney software enginee...

2025-12-11

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Simple Systems that Let CTOs Delegate Ownership—and Still Sleep at Night with Brittany Rastsmith

If you’re running a startup, chances are you’re the bottleneck.  Brittany Rastsmith joins Product Driven to talk through why founders constantly end up in this trap and how to escape it. She wor...

2025-12-04

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Technical Co-Founders are Startup Gold with Noah Lindner

The 10X Developer Decoded: Why Technical Co-Founders Are Startup Gold 💎In this revealing conversation, we unpack one of tech's most polarizing concepts while exploring the brutal realities of building...

2025-11-27

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CTO Levels and the Path to Strategic Tech Leadership with Kathy Keating

From Coding to Catalyst: The Evolution of Technology Leadership 🚀 Journey through the transformation of modern CTOs with industry veteran Kathy Keating, who shares battle-tested insights from scaling...

2025-07-24

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