Earlier quoted context omitted.
You absolutely owe the tax on the income - I personally know people who got bit by this. It was your choice to let your bet ride by keeping it in the stock. You can use the capital loss to off-set capital gains but you owe income tax on money you make when cashing out options.
Wow. All I can say is, "Are you sure?" How was it "your choice to let the bet ride." I mentioned a very short window - what if you were hospitalized between receiving the security and being able to dispose of it because you didn't want to keep it? How can a type of income possibly be in a different bucket from loss of that very type of income? This doesn't make any sense to me.
Lets say you have 10,000 options with a strike price of $1 and the stock is trading at $11.
Instead of sending a check for $10,000 to the broker and receiving the stock, you tell them to sell 3,000 options for $33,000, have them keep $10,000 to pay for the options and send $23,000 to the IRS.