Moneywise

Why The Founder of a $4BN Company Tracks Every Minute of His Life...

110 snips
Feb 26, 2026
Mario Schlosser, co-founder and former CEO/CTO of Oscar Health, an insurance tech leader valued over $4B. He describes tracking every minute of his life in a spreadsheet and how that forced focus. He explains using radical decomposition to build resilient systems. He also discusses radical transparency, confronting founder conflict early, and rebounding after IPO-related mental-health struggles.
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ADVICE

Track Every Minute To Reclaim Focus

  • Track your time at minute-level to force focus and measure where attention goes.
  • Mario Schlosser recorded every start and stop since 2012 and used mood scores and cloud queries to spot wasted hours and rebalance priorities.
INSIGHT

Data Reveals Mental Health And Time Leaks

  • Quantified self-data can reveal mental health and workload issues that instincts miss.
  • After Oscar's IPO troubles Mario used tracking and therapy to notice mood floors and to see external advising was eating creative time.
INSIGHT

Small Early Time Bets Can Grow Big

  • Early-stage commitment can be low and still work if you let the idea develop slowly.
  • Mario spent ~20% time on Oscar in 2012 and let the project ramp naturally before increasing his share.
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