2. Sell about 100k worth of my most highly appreciated stocks, save about 10K in capital gains. Possibly buy them back with a new higher basis if they end up cheaper in 31 days.
3. My S-Corp losses were covered by me writing checks to it. I don’t see why I have to characterize them as loans or capital contributions right now. But the whole restate prior year returns sounds so complicated, I think I will just likely call them loans, and when I make money in 2018, repay them to me tax free. So the loss in 2017 will end up reducing 2018 ordinary income, which will now be untaxed loan repayments.
4. The new question is, how do I get my 2017 AGI below 39k to avoid capital gains taxes when I made about 60k in net rents, dividends, and capital gains? Probably my deductions will do that, but I might have to take 20k loss in the business by calling some of the checks I wrote the business capital contributions.