One situation where you would do this is if you are leaving the company. eg. spent 4 years there, fully vested, decide to leave for another opportunity. In mo

One situation where you would do this is if you are leaving the company. eg. spent 4 years there, fully vested, decide to leave for another opportunity. In most cases there is a very short (30 days is common, sometimes up to 90 days depending upon the options contract) window for you to exercise your options or you will lose them.