Stock Ticker: LMND

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Next Earnings: Unknown

Recommendation: HV

Current Price: $44.93

Total Wheels: 20

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Option Selling Put Choices

Typically you want to choose options that have a higher than 70% chance of being out of the money, since then you only have a 30% chance of actually acquiring the stock. Beyond that maximumizing the annualized rate of return is a good idea.

Annualized rate of return is computed fairly bullish as (max_return * odds + (1 - odds)) ^ (252 / calendar_days). This assumes that if you accidently acquire the stock you will be able to do something such that effectively get you a 1x return immediately.

Ticker Strike Premium Ticker Price Calendar Days To Expiration Odds Out Of The Money % Maximum Return % Annualized Rate Of Return
LMND 43.0 0.55 44.93 5 (2026-10-02) 73.70% 1.28% 1.60x
LMND 40.0 3.0 44.93 80 (2027-01-15) 70.65% 7.50% 1.18x
LMND 40.0 6.2 44.93 189 (2027-06-17) 68.90% 15.50% 1.14x
LMND 30.0 0.11 44.93 15 (2026-10-16) 97.35% 0.37% 1.06x