I came into my current company at a horrible time. We just acquired another big company and the day I started (and the day of my strike price) is currently triple what the stock has traded for the three years I have been here. I plan on quitting in a few months and I highly doubt my stock will be above water then.
So my question is, is there any benefit to me at all (tax or otherwise) for me selling a big chunk of stock options that are underwater? If not, they are completely useless anyway, so I thought I'd ask.