Yes, I can close them today (now) for some profit and no loss thankfully. My question is about the dynamic of “locking” up the shares for a price point in the future that may or may not hit, meantime missing an exit ramp when share price might pop and appear in between but retrace some (but not enough to escape the contract at b/e or little loss).
Curious what rules and strategies are used around this situation other than selling CCs on shares you want to liquidate but go no more than 5-7 DTE and stay nearer to the money.
not-advice
This is yet another risk of selling a cc when your real goal is to sell the shares. You only get the strike price when that's the closing price on expiration day
I had something like this happen awhile back. Shares poked up to $250ish and I really wanted to sell at that price (this is pre-split). I sold 220 strike calls - fairly far ITM - and got about $5 or something worth of time value in addition to the intrinsic. Share price dropped and that huge cc finished OTM with a big profit. Shares kept going down and I never did sell them, even though I really did want that cash. "Lost" a lot more by waiting and trying to sell via cc, than just selling.
My own conclusion - intentionally selling shares via cc when I have actual intent and need to sell shares is a bad plan. Better plan - when I need to sell shares, then sell shares
There's an in-between which is very different. I have shares I don't -mind- selling, but I'm also not needing to sell them. These are good candidates for cc's.
I think the principle here is that cc sales are an income generation method, not a capital gains realization method (for the shares). Taking assignment on any particular batch of cc's will result in capital gains of course, but only use cc's when the intent / purpose is to generate an income, with the capital gain from selling shares as part of the fall back and risk management.
Don't sell cc's when you need to sell shares, and are trying to squeeze out a few extra $$. Take the cash, and maybe some of it gets used to sell puts to generate income!