Smart Friends

#088 Toby Rush: $100M Exits, Splitting Companies, Timing Startups, and Ideem Killing 2FA

18 snips
Jun 10, 2025
Toby Rush, a serial entrepreneur and CEO of iDeem, shares insights from his diverse entrepreneurial journey, including several multimillion-dollar exits. He discusses the importance of taking breaks post-exit and the lessons learned from splitting companies for better focus. Toby also dives into innovative solutions for killing two-factor authentication and enhancing fraud prevention with technology. The conversation touches on the evolution of payment systems, particularly in biometrics, and the significance of mentorship in the startup community.
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ANECDOTE

Untangling Identity from Business

  • Toby Rush shares how he untangled his identity from his company's success and failures.
  • He learned that a dying company doesn't define his worth and success doesn't define his character.
ADVICE

Take Sabbaticals Seriously

  • Take a sabbatical when transitioning between ventures to recharge and enjoy life.
  • Don't rush back into the startup grind; time to yourself justifies the pause.
ANECDOTE

Pivot to Invisible 2FA

  • Toby joined a struggling startup focused on two-factor authentication and helped pivot the product.
  • They removed annoying text codes, building invisible two-factor auth for seamless payments.
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