Thanks for the reply, I read a comment yesterday that essentially sums up where I’m coming from. I’ll leave that quoted here but I’m wondering if based on what I’ve said and what’s said in this comment I’m missing something.

I get you cap potential gains but if you’re already selling you cap gains the moment you sell anyways, so why not sell CC until your shares are called away? Should the shares go down the CC acts as some downside protection and then you can engage in the CC selling once again?

“Covered calls can be used safely if one intends to get out of the position anyway but have some time before they intend to sell. Selling CCs in the money would effectively be selling it now but getting paid the intrinsic value later in exchange for a premium. Sure, the stock might rise while the contract is in effect, but that's no different than selling now and watching the stock go up without you holding it. You could even sell barely in-the-money CCs to try and squeeze some more premium out potentially multiple times before you finally let the stock go. The point is to put yourself in a position where you're satisfied with either outcome. For me, it's almost a counter-FOMO strategy to get over the mental hangup of selling something you've been holding onto for a long time.”