The Options Millionaire

Episode 70 - Our Biggest Mistakes Trading

Feb 3, 2026
Two traders unpack their biggest mistakes in options and the costly lessons that followed. They compare math examples showing how contributions and compounding change outcomes. Stories include risky put selling, large losses from market drops, and paper-trade pitfalls. The conversation stresses building systems for saving, giving, rebalancing, and maintaining conservative risk habits.
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ANECDOTE

Not Adding Money Cost Hundreds Of Thousands

  • Travis failed to follow his mentor's blueprint to consistently add money to his trading account.
  • He started with $10K, earned 24% annually on paper but added no contributions, growing to ~$85K in 10 years versus $395K with $816/month contributions.
ADVICE

Add Small Monthly Contributions To Multiply Returns

  • Add consistent personal contributions to trading/investing accounts to dramatically increase long-term growth.
  • Travis used $816/month (tax refund plus cutbacks) to turn $10K into ~$395K in 10 years at 24% annual returns.
ANECDOTE

Giving Without A System Nearly Cost Millions

  • Travis lent large sums to family without a giving system and sold option positions to fund it.
  • He closed protective puts, market fell, and he lost $1.6M and faced a large tax bill and lien issues while still recovering.
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