While not as complicated as yours may be--we are full-time Tx domiciled, and have SS/pension income, along with some consulting income yearly. I used to save every receipt and take the sales tax off them and add them up. We are fortunate to not have large medical expense. Sometimes, a large purchase (fiver, then MH) and interest on loan all added together would come close to the standard deduction. Then, the deduction rose faster than expenses (imagine that!) and it was a waste of time to keep all that paper. Now, soon as forms arrive, its done in 2 days using TurboTax. Hope you got it figured out by tomorrow...