Has the company already received multiple serious acquisition offers and turned them down? Or at least some very serious interest from big companies? That's oft

Has the company already received multiple serious acquisition offers and turned them down? Or at least some very serious interest from big companies? That's often the case with companies that end up selling for >$100M. If that is the case then it's easy: do it. If they haven't then perhaps you should exercise half them as a hedge against kicking yourself later.