What if cracking video game copy protection as a teenager could someday lead you to reshape how Main Street businesses adopt AI?
Mike Ghaffary’s journey is anything but typical: from reverse-engineering games at age 12 to co-founding Stitcher (acquired for $300M) and scaling Eat24 to $750M GMV as Yelp’s Head of BD turned CEO. Now as General Partner at Burst Capital, he’s backing the next generation of AI, software, and marketplace startups—especially those empowering the overlooked backbone of the economy: Main Street.
We dive deep into Mike’s founder-to-VC evolution, the nuances of timing platform shifts (like podcasting’s false start), how AI is blurring the lines between SaaS and services, and his Marketplace Checklist for vetting durable network effects. He also shares his framework for detecting founder ambition—and when he knows in the first 10 minutes if it’s a no.
From bootstrapping with ramen in the Marina to backing billion-dollar bets, Mike's story proves: sometimes, the most valuable code you write is the one that rewires how you think.
Marketplace Questions: https://www.marketplacechecklist.com/
Chapters:
Welcome & Guest Introduction (00:01 – 00:38)
Early Passion for Coding and Gaming (00:39 – 02:18)
From Engineering to Business (02:19 – 03:33)
The Origin Story of Stitcher (03:34 – 06:06)
Podcasting’s Early Market Timing (06:07 – 07:50)
The Consumer Platform Trap (07:51 – 09:14)
AI as the New Platform Shift (09:15 – 12:18)
The Challenge of Distribution in AI (12:19 – 15:43)
Main Street Tech and Burst Capital’s Thesis (15:44 – 21:44)
Early Traction vs Long-Term Fit (21:45 – 27:17)
The Eat24 Acquisition and Growth Journey (27:18 – 33:01)
Evaluating Pre-PMF Startups (33:02 – 36:04)
Team and Market Over Metrics (36:05 – 42:49)
Spotting Founder Ambition and Energy (42:50 – 47:58)
The Marketplace Checklist and AI’s Impact (47:59 – 01:12:04)
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