It's really, really hard to know what your options will be worth years into the future. You make the best decision with the information you have available at the time.
A cold-hearted, unemotional, calculation might have led him to a different conclusion four years ago--cheap options are very cheap, so the risk is low. But it is very hard to know that. And if a company has done you wrong, not giving it any more money, time, and emotional investment can be worth a lot of money to you.
A cold-hearted, unemotional, calculation might have led him to a different conclusion four years ago--cheap options are very cheap, so the risk is low. But it is very hard to know that. And if a company has done you wrong, not giving it any more money, time, and emotional investment can be worth a lot of money to you.