White Coat Investor Podcast

MtoM #137: Roadie Becomes a Millionaire and Finance 101: Retirement Accounts for the Self Employed

Sep 25, 2023
Interview with a concert roadie who became a millionaire. Discussed alternative careers, living below means, retiring in affordable countries. Also covered retirement accounts for self-employed individuals like individual 401(k), Roth conversions, contribution limits, and more.
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ANECDOTE

How Drug Assistance Prevented Financial Ruin

  • Early on Miles received a $30–40k bill for an infusion that was later covered by the drug manufacturer assistance program.
  • He now uses a high-deductible plan while manufacturers cover much of his drug costs, keeping his out‑of‑pocket minimal.
INSIGHT

Plan For The Physical Job's Shelf Life

  • Live entertainment work is physically demanding with a limited career shelf life, so plan for an exit or alternative skills.
  • Pandemic experience showed transferable skills and optionality outside the industry are valuable.
ADVICE

Consider High-Paying Trades As Alternatives

  • Explore well-paying trades and non-degree careers that avoid large student debt while allowing substantial savings.
  • Be intentional, disciplined, and live below your means to achieve financial security outside traditional professions.
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