zubenelgenubi
I'm a star
If you don’t have 100 shares to sell you can’t just click the sell button and the sale is immediate. You have to request paperwork from ComputerShare, fill it out, get it notarized and mail it back. Meaning you have no idea what the price will be at the time the sale goes thru. When you have 100, you click sell and that’s the price. It takes 7 business days to do it the other way. Could lose money, could gain money.
Agree, you lose money by trying to sell at 170, but the sell order doesn't go through until the price is 160. I ended up losing out on a few hundred bucks when I was in the exact same situation as OP. Also, the 40 bucks to overnight the notarized form to convert from class A to B. I was at least able to get the notary for free from my UPS store.
The federal tax on capital gains wasn't too bad. My state got me good though. Just had to dip into my new car fund for a month to pay that, not a big deal.