I bought a few 10.30.20 $500 calls a couple weeks ago and now I’m not sure what to do with them. Should I sell them at a loss before they go to zero?
Well there lies the rub with calls, when to sell...
I guess they're lottery-tickets and you bought them for small-change? Would it hurt to let them go to zero, etc.?
For example, last week I had a c450 bought the previous Friday for $400. On Thursday evening it was worth $900, but I didn't sell as I expected a further positive shift from the P&D - Trump's C19 adventure put and end to that, and killed what I believe would have been a positive reaction to the numbers. They went to zero. Did I beat myself up? Nope.
However, I also had 20x Oct 16 c360's that I needed to offload. Thursday evening they were valued $180k, again, for the above reasons I waited until Friday, then on Friday open, they were still worth $160k, I decided to wait seeing that things appeared to be recovering, the MM's stepped-in and they fell to $120k. I then took the decision to leave them until Monday, with the hope that Trump didn't didn't drop-dead over the weekend. The stock popped a bit yesterday morning and I sold them for $140k.
Note that they were valued around $300k on the day of the great Splitterino, but of course I couldn't trade them, plus I was expecting a pop from S&P, P&D, etc.
Timing, all about timing. And risk aversion, I sleep badly some nights with situations like that, a real a present chance that several 100k $ goes to zero, it's stressful.
So your call is, do you care to lose money now, do you care if they go to zero, what if there's a run-up before the ER, what if there's a pop after the ER on great numbers...
Nobody can make that decision for you, none of us know where the SP is going, but what I can advise is to be decisive and then act quickly, plus don't regret whatever decision you make, but at least learn from it
TL;DR - do what you think is best, we can help you.