Seed to Harvest James Evans’ Lessons Learned Building a >$50M YC-Backed Business & Selling it to a Public Company | Ep 95
In this episode, James Evans, co-founder of Command AI (acq by Amplitude), shares his entrepreneurial journey- from childhood ambitions to launching a startup in college and scaling it through YC. He talks about turning a side project into a venture-backed company, navigating the startup grind, and eventually getting acquired by Amplitude. James breaks down the realities of startup life, including hiring, sales vs. product-led growth, and the psychological weight of being a founder. He also walks through the acquisition process, post-acquisition integration, and how he’s continuing to grow in a new role. This episode is packed with candid insight into early-stage building, decision-making, and what comes after the “win.”
00:00 Starting a Company: The Myth vs. Reality
00:08 Interview with James Evans: Early Life and Entrepreneurial Aspirations
01:41 College Days: The Birth of Command AI
02:50 From Side Project to Startup
04:31 Entering Private Equity After Graduation
05:34 The YC Experience and Why Speed Matters
13:26 Marketing and Growth: What Actually Works
16:32 Conserving Innovation and Picking the Right Bets
16:54 Remote Work as a Strategic Choice
17:48 Marketing: From Popups to Planes
19:17 Avoiding Overthinking and Moving Fast
20:30 Angel Investing and Operating Insights
22:38 Hiring, Firing, and Early Team Building
26:02 The Amplitude Acquisition: How It Happened
30:14 After the Exit: Integration and Personal Growth
Connect with Paige 🌱💜
Behind Genius Ventures blog | https://www.behindgeniusventures.com/
Personal Blog | https://paigefinndoherty.com/
Twitter | https://x.com/paigefinnn
Links
🔗 James Evans – https://www.linkedin.com/in/jamesbevans/
🔗 CommandBar – https://www.commandbar.com/
🔗 Y Combinator – https://www.ycombinator.com/
🔗 Amplitude – https://amplitude.com/