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Startup Hustle - Startups, Entrepreneurship, Business and Making Money are Hard!

Startup Hustle

Startups and entrepreneur life from startup founders who know

Episodes

20 of 1,380 episodes

Building the Ramp of the Philippines: Fintech for the Underbanked

"There are eight digital banks trying to build the Chime of the Philippines. No one's building the Ramp or the Brex. That's the opportunity....

23:42Oct 1, 2026

Nothing to Lose: What Really Drives Entrepreneurs

"There's no magical growth lever. You just do a good job, every day, for 23 years, and the referrals do the rest." I talked with Matt Watts,...

26:17Aug 20, 2026

The 2026 State of IT Staffing: Trends in Hiring, AI, and Offshore

"Both things are true. Software jobs are projected to grow 15%, and 74% of employers say they can't fill the roles. That's the whole story o...

48:08Aug 13, 2026

Why AI Made Software Engineers More Human

"AI scribes are just a feature. The record of clinical judgment is the moat." I talked with Kush Shah, founder and CEO of Noted Dent, on Sta...

36:26Aug 6, 2026

LeadershipOS Decoded: Building Teams That Run Without You in the Room

"Back in the 1900s when I was crossing the Great Plains in a covered wagon, programming in the back, the cover headline was: Software Develo...

29:49Jul 30, 2026

It's Not About the Code. It's About the Problem.

I don't view engineers being out of a job. I view software engineers finally coming back to a real job." I talked with Adrian Gutierrez, co-...

28:36Jul 23, 2026

The Speed of Context: Why AI Changed What Engineers Actually Do

Most engineering teams are still optimizing for the wrong thing. They chase the speed of code when the real bottleneck is the speed of conte...

25:18Jun 25, 2026

AI, Protein, and GLP-1s: What's Actually Working in Health Tech

Most people are already asking AI about their health. Almost none of them believe the answers. Around 40% use it to make wellness choices, b...

29:12Jun 18, 2026

Building Software Solo with Beth Epperson of Legacy Purposed

Matt Watson sits down with Beth Epperson, founder and CEO of Legacy Purposed, here in the Kansas City area. Beth came up through marketing a...

31:47Jun 11, 2026

Geothermal Energy and the Future of Data Center Power

Data centers are multiplying fast, and the energy demands are staggering. Matt Watson sits down with Tim Tarver, founder and CEO of Exceed G...

24:35Jun 4, 2026

From Excel Sheet to 13,000 Customers: How Sean Tepper Built Tykr

Most retail investors don't know what to do after they open a brokerage account. Sean Tepper was one of them until he built a traffic light...

28:14May 28, 2026

Eric Ries: Why Good Companies Go Bad

Eric Ries wrote The Lean Startup. Sold 2 million copies. Helped hundreds of people build companies from nothing. Now he's back with a harder...

36:06May 21, 2026

The Non-Technical Founder Who Beat the Developers

Most founders get the order wrong. They build for two years, then ask a marketer how to sell it. Connie Lund flipped the script. She started...

35:39May 7, 2026

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 noth...

29:56Apr 23, 2026

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 see...

34:11Apr 16, 2026

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 r...

25:46Apr 9, 2026

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 t...

28:55Apr 2, 2026

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...

35:33Mar 26, 2026

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...

26:17Mar 12, 2026

Matt & Mark Roberge

In this episode of Startup Hustle, Matt Watson interviews Mark Roberge, a former HubSpot executive and current venture capitalist, about his...

37:46Mar 5, 2026