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Day: March 17, 2026

Win Rate vs Expectancy in Option Selling

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Executive Summary This report explores the relationship between win rate and expectancy in option selling strategies using SPY data from January 2021 to March 2026 (~1512 trading days). The analysis centers on at-the-money (ATM) option selling setups with various days to expiration (DTE), highlighting how high win rates do not always lead to strong profitability […]

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