From the desk · Blog

Notes from the desk.

Long-form posts on strategy, risk, mindset, and the markets we keep returning to. Written by traders, for traders.

FEATURED · CASE STUDIES · AUG 04, 2026

Dumbest Options Trades That Accidentally Made Millions

The dumbest options trades that made millions are real, but only 6% of contracts are ever exercised. Here is what survivorship bias hides.

Matt Marino
9 min read
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Disclaimer: The information provided on OptionsTrading.org is for educational and informational purposes only. We aim to help users make informed decisions about options trading, but we are not providing financial advice. We do not make recommendations on specific trades or investment strategies. Options trading carries significant risk, including the potential loss of your entire investment, and may not be suitable for all investors. Always conduct your own thorough research and/or consult with a licensed financial advisor before making any trading decisions.
© 2026 OptionsTrading.org
Disclaimer: The information provided on OptionsTrading.org is for educational and informational purposes only. We aim to help users make informed decisions about options trading, but we are not providing financial advice. We do not make recommendations on specific trades or investment strategies. Options trading carries significant risk, including the potential loss of your entire investment, and may not be suitable for all investors. Always conduct your own thorough research and/or consult with a licensed financial advisor before making any trading decisions.