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What Is the Optimal Time to Cut Losses on a Deep Out-of-the-Money Option?

The optimal time is when the option's time value (extrinsic value) is still significant enough to recover a portion of the premium, but before Theta decay accelerates dramatically near expiration. Holding a deep Out-Of-The-Money (OTM) option with little time remaining is almost always a loss due to the high probability of it expiring worthless.

Why Is Theta Decay Non-Linear, Especially near Expiration?
What Happens to the Theta of a Deep OTM Option near Expiration?
When Is Theta Decay Most Accelerated for an Option Contract?
What Is the Practical Impact of Accelerated Decay on Short Option Sellers?