IRS closing a business checklist
https://www.irs.gov/businesses/small-businesses-self-employed/closing-a-business-checklist
how to handle 2019 income and expenses depended on what steps you took. did you file articles of dissolution with the state? did you file form 966 (A corporation must file Form 966 if it adopts a resolution or plan to dissolve the corporation or liquidate any of its stock) with the IRS? did you notify the IRS you were terminating your S-Corp election? did income received in 2019 exceed expense paid in 2019?
you may have stopped doing business, but if you didn't file dissolution papers or take steps required by the state to legally dissolve the Corp it would still exist and those 2019 items should be reported on its return for 2019 which is now late (due 3/15/2020 and you have over $1,000 in penalties for late filing).
what is actually done in some cases is to hold the books open for 2018 and in effect convert it to accrual basis to pick up in 2018 income and expenses paid in 2019.
some research I found has OP's arguing that the expenses are not deductible by you since these were corporate expenses. others say they are but again exactly what they are and how to report them varies. Some argue the Arrowsmith should apply. A SCOTUS decision that says theses items are capital in nature and get reported on schedule D. I myself find this hard to justify reporting items that would have been ordinary income/loss as capital. still others suggest to report as ordinary income on form 4797.
there will likely be other comments on this subject.
