Remind yourself that when RSUs vest and you don't immediately sell, you're making an active decision to increase your exposure in your company's stock. Unless you made an 83(b) election at grant, there's no avoiding being taxed as income at vesting.

You should be skeptical about pre-paying taxes on equity comp of an already publicly traded company over short time horizons. You can reasonably expect an increase from private to public, but once publicly traded, the collective market is pretty good at pricing expectations.

This and more in today's DO MORE WITH YOUR MONEY podcast episode!