Calculating Probability of Expiry Out of the Money

I have been trading various index's for a while now by selling different strikes far away from the money with the aim of letting them expire worthless. The process so far has been a guessing game as to what strike to sell.

I have been trying to use various techniques to determine the probability of a strike expiring worthless. Does anybody know of a technique or can point me in the right direction?
 
Quote from Greenfuji:

I have been trading various index's for a while now by selling different strikes far away from the money with the aim of letting them expire worthless. The process so far has been a guessing game as to what strike to sell.

I have been trying to use various techniques to determine the probability of a strike expiring worthless. Does anybody know of a technique or can point me in the right direction?


I cannot say anything more eloquent than what Paul Michaud stated in this dissertation:

The probablility of an option finishing in the money
 
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