Changelog Interviews Chasing that next BIG thing
May 1, 2025
Drew Wilson, a designer and engineer, shares his journey from building the acquired company Plasso to heading design at Clerk. He candidly discusses the challenges faced with his bank venture, Letter, and the drive to innovate in tech. While reflecting on the evolution of entrepreneurship, Drew emphasizes the importance of resilience and self-education. He details his current projects, including Clerk Billing and the upcoming design tool, Opacity, aimed at transforming web app development. Tune in for insights into the future of tech and personal growth.
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Drew's Self-Taught Journey
- Drew Wilson self-taught both design and engineering starting at age 13.
- He created a popular Mac app and built various successful projects including a company eventually acquired by GoDaddy.
Drew's Crypto Skepticism
- Drew Wilson believes crypto's main uses are collectibles and scams.
- He argues centralized systems with companies are preferred over distributed ones by most users.
Product Manager Skill Requirement
- Product managers must have skills in sales, engineering, or design to add real value.
- Avoid PMs who only have ideas without practical skills as they lower team capacity.