I just realized I can also take advantage of my temporally negative income and tax bracket to sell my appreciated stocks. I have a few I have been wanting to sell, but avoiding doing so because of capital gains. This seems to be a better option than losing trying to rush out a cash condo sale before 12-31. (When you own beach properties, you get unsolicited offers to sell them all the time. Usually low balls, but in my case one of them was from a friend and pretty reasonable.)
The nice thing is after 3 months, I can buy the stocks back if I want to and have a new, higher basis if I desire to sell them again.
My final issue to research is, should I worry that using my S-Corp losses to avoid a 15% long term capital gains taxes will reduce my tax loss carryforward that could be worth more than 30% by reducing my income taxes.
