Why not roll the cc if they’re ITM Fri afternoon?
Two reasons:
The first is simply, I am OK selling those shares at the $187.50 strike price...if I wasn't OK doing so, I wouldn't have sold the calls.
The second is the more important reason...it's because I have a fundamentally different perspective on options than most (nearly all?) of those in this thread. It seems the prevalent philosophy here is along the lines of (poorly paraphrased, I'm sure): "If I roll the call I avoid taking the loss, and get to hopefully eventually make good on it." However, I look at rolling as two atomic actions (because in reality it *is* two atomic actions), 1) buying back the sold call (A) at a loss and fully recognizing that loss and 2) selling the new call (B) hoping to make a profit. IMHO, it is fundamentally wrong to look at rolling as "I didn't take the loss on (A) yet, because I just rolled it out." No. Full stop, "No." I took the loss on (A). It was a poor trading decision. If I lose money on (A) and make money on (B), I don't want to blur them together and tell myself that it was all just one transaction that got dragged out over a second (or third or fourth or ...) week (or month or year). I want to be very honest with myself that (A) was a money-losing trade. And if (B) works out to be a profitable trade, I want to be very honest with myself about that, too.
Even worse, by rolling, it's right at the point of having lost money on (A) that I'm making a decision on whether (B) is a good trade or not. Separating them out (by hours, days, etc) gives me time to pause and contemplate *why* I chose (A), what was incorrect about my assumptions (or what happened randomly / unexpectedly). When I've made a decision that did not work out for me, it is the perfect time to think about that. A time to reflect, not a time to instantly make a decision again. Then I can really internalize that (A) was a bad choice and (B) <even if done hours / days later than (A)> was a good choice, instead of mentally blurring them together.
NOTE: Hopefully this is read in the intented "This is just my opinion and I hold no judgement over those who think differently" manner, and does not bother or offend anyone. Different approaches are best for different people. This is just what works for me. YMMV, NFA, etc.