As usual, failing to take into account equity and bonuses makes this less useful. Salary is <= 50% of the story for most senior roles.
I know people for whom half their pay is equity and they can't even afford to take the options. And for many places I've been, the stock was never sellable outside of shady private stock trading groups that your board may or may not let you sell to.
I don't see why you felt the need to make a fresh anonymous accont to share this?
So if you take someone whose base salary is 180k at whatever big tech, you're missing the part where they actually make >300k/yr in cash.
I certainly never made 150kyr,in stock. How would you even exercise that and then handle the taxes? I guess if you have a retention salary?
1) Typically shares are treated as ordinary income when they vest, so you owe tax on that no matter what you do (but the vest price becomes your cost basis).
2) Wash sale rules apply to grant vesting events, so if your grants vest monthly every sale is a wash sale.
It's also important to note that the clock for long term capital gains tax starts at the date of exercise, so you'd still need to exercise the options, which will cost money.