RSUs and such don’t have capital gains treatment like you might be imagining. If you sell the day you vest, you get income taxed. If you sell a year later, you get income taxed. You will only get capital gains on that which you earned above what you got when you vested. (No different than just selling the stock and buying it again immediately - you will owe income tax even if you still hold the stock btw) Only ISOs and other private equity will get that preferred treatment. (Which is far more risky and the stock is not tradable after all and typically bordering on worthless anyway)
Interesting. Does your company not withhold shares for taxes when they vest for you? I thought this was required.
Meaning - your second option isn't really an option.
Your company withholds some shares when they vest (usually less than you actually pay in taxes). Then, regardless of whether you sell or hold - at the end of the year - the IRS comes after the rest of the "earned income" taxes you owe.
IFF you do hold the shares - for say another 2 years - you pay only capital gains on your stock appreciation for those 2 years (if there is any). You already paid "earned income" tax on the shares the year you received them from your company.
