What we tried: Expand beyond tech into podcasts, video games, books, fashion, a universal discovery platform
Why it failed: Community doesn't translate. Reddit is rare. Product experience doesn't work across categories.
What I'd do: Go deeper vertically into tech, serve that community better first.
What happened: Raised seed + Series A, grew for years, monetized only after funding
The mistake: Thought revenue prioritization = lost focus on growth
The truth: 10% revenue focus from 2014 = cashflow breakeven by 2015-2016. Massive freedom and proof of model.
I edited the newsletter every morning at 5am for years, silly. Strong opinions + perfectionism = bottleneck.
The cost: team trust fractured, growth capped, burnout. The fix: delegate fully, accept 85% quality, ship.
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