Telling when to exercise your company stock options should be based on more than your gut about a potential market price peak. If the stock options you’ve received from your employer are burning a hole in your pocket, it may be time to get a second – or third – opinion before you cash in. Employees often believe they have the inside scoop on when the stock’s market price will top out, and that false sense of confidence can lead you to exercise too soon and regret it later.