@crajarshi - i am still not following, but understand more.
1) I understand that you are in the 37% tax bracket, but the company is only withholding at 22%. this is ordinary income. So it appears, all things being equal, you should pay estimated taxes on 15% times the income reported on your W-2 that represent that vesting of the RSUs,
2) Once those RSU's vest, please do not refer to them as "RSUs", as that adds to the confusion. You simply own the shares. They are no longer RSUs.
3) So sounds like you sold some of the shares you were holding to raise the money to pay the tax in #1 above. but if you sold those securities at a loss, that loss can only be netted against gains on other asset sales. Alternatively, a maximum of $3,000 of losses can be netted against ordinary income, but since you are in a 37% tax bracket, that will only reduce the taxes you owe by ~$1,100 ($3,000 times 37%)
lastly, if your are in the 37% tax bracket, have a tax liability of $68,000, it is probaby in your best interest to have a tax account do your taxes. there is high likelihood that there are tax benefits you are missing that a tax accountant could quicky find to justify his cost. Example; if you 'screw up' the estimated taxes, the interest penalties could justify the cost of the accoutant!
Also, don't forget state taxes
.
