Earn Your Leisure

He Sold at the Perfect Time — Business, Investing & Economic Lessons from Mikey Taylor

Feb 8, 2026
Mikey Taylor, entrepreneur, investor and former pro skateboarder who founded and award-winning brewery and later moved into commercial real estate and public service. He discusses timing a strategic company sale, pivoting from brewing to CRE, discipline around exits, athlete habits that fuel entrepreneurship, Fed policy and volatility, AI’s growth potential, and practical ways investing can help the middle class.
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ADVICE

Set Exit Strategy With Investors

  • When you take investors, decide upfront if the business will pay dividends or exit via acquisition.
  • Establish sell discipline and hold to it to avoid chasing endless growth at investors' expense.
ANECDOTE

Avoid Repeating A Won Market

  • Mikey avoided building another brewery because he feared lightning wouldn't strike twice in the same industry.
  • He moved to a new industry to find a blue-ocean opportunity and avoid repeating a played-out model.
ADVICE

Make Investing Boring

  • Make investing boring by creating clear buy/sell rules and sticking to them.
  • Establish and follow your sell discipline to avoid getting blinded by dollar signs.
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