When to Exercise Employee Incentive Stock Options
Savvy investors have a plan and stick to it. However, even positive events, such as receiving stock options from an employer, can disrupt their plans. Call options on a single stock are just not a part of most investors’ long-term investing approach. Here I investigate how incentive stock options fit with an index-based investing plan. One simple answer would be to exercise the options (if they are in the money) at the earliest opportunity and sell the received stock. However, there are cases where this clearly makes no sense. For example, if you have 1000 options struck at $10, and the stock trades for $10.10, it makes no sense to cash out for only $100. Given the downside protection the options provide, it makes more sense to hold on. If the stock manages to get to $11, the value of the options increases 10-fold. Another answer is to go on the open market and sell call options on your employer’s stock. On paper, this gives you both the stock value above the strike price p...