WorkFlowy

Mike Turitzin and Jesse Patel launched WorkFlowy in 2010 out of Y Combinator (one of the rare YC companies that stayed intentionally small and never scaled to venture expectations). WorkFlowy was a single-page outlining app — an infinite nested bullet list where you could zoom into any bullet and treat it as its own document. The simplicity was radical: no rich text, no attachments, no project management overhead. Just bullets, infinitely nestable. Writers, GTD practitioners, software architects, and knowledge workers adopted it passionately for its frictionless information capture. WorkFlowy's free tier was generous; WorkFlowy Pro ($5/month) removed limits and added collaboration. The YC backing paradoxically helped them stay small — they didn't need to chase VC growth metrics and could focus on making the tool genuinely excellent. Revenue grew to $50k+/month from hundreds of thousands of loyal users. WorkFlowy was later relaunched as WorkFlowy (updated) and expanded features cautiously while preserving the simplicity that made it beloved.