We want to exit 12/31/22. This will require that we use the ACA for insurance. My understanding is that we must estimate our income for 2023 to the best of our ability. Since we will have zero w2 income for tax year 2023 and beyond this number will be a combination of interest, cap gains, etc. For my state, we must be above the 138% level to stay off medicaid. To obtain the needed 138% income level we will add the above mentioned income sources AND make a Roth conversion, if needed, to get us over the top. Rinse and repeat. Yes?