My memory is fuzzy but the one place I got options that were worth anything, it would have taken me about 8 years to double the stock grant I was given when we were acquired. So I had this big block of initial options of which hundreds of shares vested every quarter, and then dozens of shares of the subsequent grants came due at a slightly different time.
To me, the first rule of rewarding someone is to make sure the recipient did all of the work before the reward. If you make them work afterward then it sours the desserts.
I would end up holding onto those little blocks until the next batch of original stocks vested because I had to push a bunch of buttons like a monkey (in a UI designed by monkeys) for a couple hundred bucks. Which just reminded me that I could be making more money and a bigger impact working just about anywhere else.
And then they cancelled the only project that any of us thought had any strategic value to the company. So my direct manager quit. Then someone else quit. Then I gave about 3 weeks notice, but was the 5th one out the door because 2 other people resigned in the week after I gave mine. In all about 8 people left in something like 12 weeks.
Because we all quit right after the end of the fiscal year, we were all owed a bonus from the previous one. When we got the bonus check (mine was a little over 2 month's pay, but the majority of the others got better reviews so got bigger payouts) we went out for beers. Someone, probably me, asked if it was worth it to stay for the last four+ months when things started going sideways. Only one person said yes, out of eight.