Since I've seen a lot of threads on how to do a Roth conversion, I thought I would outline my process this year so that others may see one way to do this.
1) I decided the tax bracket that I wished to stay below or put another way the highest bracket I wished to pay taxes for this year.
a) This is based on my filing status, single, and my projected retirement streams of income and when they turned on. I have modeled my scenario is several calculators and spreadsheets (FireCalc, i-Orp, RPM (Bogleheads) and ABS). I have several pensions that will always keep me in the higher brackets when retired, so I have opted to use up to 24% when converting. YMMV based on your projected present an future income situation.
2) I decided I would wait until later in the year when I had a better idea of what my other income sources would be. I wanted to figure out how much room up to the top of the tax bracket I had for conversion purposes with regard to taxes. In my case I have several sources of current income: consulting (LLC-sole proprietor, salaried employee, pension, capital gains and dividends).
3) I then took the top income for the tax bracket and subtracted from that my current income sources. That gave me an amount that I could convert from the SEP IRA to my Roth IRA. I undershot a little bit so that there was a small buffer for any last minute unknowns. At the same time, I calculated about what the tax payment would be required of me from my current cash stash for that conversion.
4) I went to VG and did the exchange. They asked me four times to make sure as it was a transaction that could not be rolled back. So when I was doing step three, I made sure of my calculations several times (measure twice, cut once).
5) That exchange must be done before 31 Dec of the year to be considered part of that year's income.
6) I will fill out a form 8606 reporting the conversion as well as note it on the 1040 (wherever that is). I do not have any contributions of after-tax dollars to IRAs, so my basis is always zero, i.e., I will be paying tax on all of the dollars I have deferred in my IRAs/403bs, etc.
7) I will also fill out a 2210 (?) that tracks my income over the year to prove that I did not underhold during the year. The conversion will be noted in the fourth quarter for income purposes.
8) I will file a quarterly estimated tax form and pay that extra amount for the conversion in Jan 2021. I usually use the fourth quarter payment to 'true-up' my taxes so that the 15 April yearly filing is near zero.
Lather, rinse, repeat for next year. I know that I probably will pay more in taxes for doing my conversions late in the year, especially this year, however, it is difficult to know exactly what my total income will be based on all of the streams of income I have, so I opt for end of year. It also gives the option to not convert if I don't have the ready cash to pay the taxes and/or don't want to that year.
In any case, my goal is to have all of my tax deferred assets be Roth assets by age 63.
1) I decided the tax bracket that I wished to stay below or put another way the highest bracket I wished to pay taxes for this year.
a) This is based on my filing status, single, and my projected retirement streams of income and when they turned on. I have modeled my scenario is several calculators and spreadsheets (FireCalc, i-Orp, RPM (Bogleheads) and ABS). I have several pensions that will always keep me in the higher brackets when retired, so I have opted to use up to 24% when converting. YMMV based on your projected present an future income situation.
2) I decided I would wait until later in the year when I had a better idea of what my other income sources would be. I wanted to figure out how much room up to the top of the tax bracket I had for conversion purposes with regard to taxes. In my case I have several sources of current income: consulting (LLC-sole proprietor, salaried employee, pension, capital gains and dividends).
3) I then took the top income for the tax bracket and subtracted from that my current income sources. That gave me an amount that I could convert from the SEP IRA to my Roth IRA. I undershot a little bit so that there was a small buffer for any last minute unknowns. At the same time, I calculated about what the tax payment would be required of me from my current cash stash for that conversion.
4) I went to VG and did the exchange. They asked me four times to make sure as it was a transaction that could not be rolled back. So when I was doing step three, I made sure of my calculations several times (measure twice, cut once).
5) That exchange must be done before 31 Dec of the year to be considered part of that year's income.
6) I will fill out a form 8606 reporting the conversion as well as note it on the 1040 (wherever that is). I do not have any contributions of after-tax dollars to IRAs, so my basis is always zero, i.e., I will be paying tax on all of the dollars I have deferred in my IRAs/403bs, etc.
7) I will also fill out a 2210 (?) that tracks my income over the year to prove that I did not underhold during the year. The conversion will be noted in the fourth quarter for income purposes.
8) I will file a quarterly estimated tax form and pay that extra amount for the conversion in Jan 2021. I usually use the fourth quarter payment to 'true-up' my taxes so that the 15 April yearly filing is near zero.
Lather, rinse, repeat for next year. I know that I probably will pay more in taxes for doing my conversions late in the year, especially this year, however, it is difficult to know exactly what my total income will be based on all of the streams of income I have, so I opt for end of year. It also gives the option to not convert if I don't have the ready cash to pay the taxes and/or don't want to that year.
In any case, my goal is to have all of my tax deferred assets be Roth assets by age 63.