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Can an OTM Option Expire ITM?

Yes, an Out-The-Money (OTM) option can expire In-The-Money (ITM). If the underlying asset's price moves favorably past the strike price before or at expiration, the option will expire ITM.

This is the goal of an OTM option buyer, who is speculating on a significant price move.

Define ‘Time Value’ of an Option
What Happens to the Moneyness of a Call and a Put Option If the Underlying Asset’s Price Equals the Strike Price Exactly at Expiration?
How Does the Concept of “Time-Locked” Transactions Relate to Front-Running Prevention?
Does an OTM Option Have Any Value at All?