Scaling DevTools

I sold my DevTool. ft Paul Anthony Williams from ittybit

Jul 19, 2025
In this engaging conversation, Paul Anthony Williams, founder of Ittybit, takes a deep dive into his journey from launching StreamPot, a podcast clipping tool, to its acquisition. He discusses the hurdles of scaling SaaS applications and the complexity of hiring the right talent after a partnership split. Paul also highlights the importance of planning for enterprise features early in development, the nuances of co-founder dynamics, and the crucial role of automation in tech startups, making for an enlightening and relatable dialogue.
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ANECDOTE

Early Success and Technical Struggles

  • Jack started StreamPot to simplify video processing using ffmpeg but found scaling technically challenging.
  • Early success included Hacker News front page and paying customers despite infrastructure struggles.
ADVICE

Add Enterprise Features Early

  • Add enterprise features like SSO and audit logs using external services to avoid building them yourself.
  • Begin incorporating these features when monetizing to improve product appeal and revenue potential.
ANECDOTE

Video Processing Challenges

  • Paul and Jack shared late-night calls commiserating over difficult video processing and scaling issues.
  • Video is challenging due to massive data sizes and unpredictable formats, unlike typical text-based tools.
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