Thought experiment: Suppose instead of wanting to sell CCs that are safe and highly unlikely to be exercised, could one reasonably attempt to optimize selling shares next week by selling CCs for 12/29/23 that have, say, an 80% - 90% chance of being exercised?
Yes, the shares could be simply sold, or puts could be purchased which would provide the contractual assurance of selling, but it’s interesting to contemplate if there is a valid third approach.
Conjecturally, the ideal would be a strike that a) is only slightly below the 12/29/23 close, to ensure execution, and b) has at least some interesting premium above the strike price now or Tuesday, to make it a superior approach vs just a straight sell next week.
Curious if anyone has looked at it from this reverse, likely-to-execute perspective instead of just the usual unlikely-to-execute perspective.
P.S. I’m certain this is not a new, novel, unique concept, but information / analysis of it has been surprisingly challenging to find mention of.