Changelog Master Feed Chasing that next BIG thing (Changelog Interviews #639)
May 1, 2025
Drew Wilson, a designer and engineer with a knack for entrepreneurship, dives into his journey from launching successful startups like Plasso to facing setbacks in the banking sector with Letter. He shares insights on navigating the tech landscape, the complexities of fintech, and the evolution of his design work at Clerk. Drew also discusses the balance of innovation and leadership in tech, highlights upcoming projects like ValueCon, and light-heartedly touches on parenting and language, making for an engaging and reflective conversation.
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Drew's Successful Plaso Exit
- Drew Wilson built Plaso, a company he sold to GoDaddy successfully.
- This sale was a fulfilling experience despite not being a massive scale exit.
Skepticism About Crypto Futures
- Drew Wilson believes crypto won't revolutionize finance beyond collectibles and scams.
- He sees centralized companies as preferable for customers over distributed models.
Tough View on Product Managers
- Product managers who lack skills in sales, engineering, or design are ineffective in tech.
- They contribute mainly ideas which teams often already have and thus bring teams down.