More detail:
1) I noted that Boldin was more aggressive, meaning it had me take a pretty large conversion in the first year up into the 24% bracket and a higher IRMAA bracket for one year. This makes some sense since it is assuming that current tax rates will reset higher in 2026. Otherwise, it spread conversions out over about 7 years similar to Pralana.
2) Are you sure you mean a 15% "effective" tax rate? Or, do you mean 15% marginal rate? An effective tax rate is an average rate for the taxes you paid to income earned. A marginal tax rate is the tax you pay on the last dollar you earned. So, if you earn just one dollar into the 22% bracket, that last dollar pays out 22 cents in taxes while all your other income is taxed at 12% or less. If you mean a marginal rate of 15%, then Boldin is likely taxing you in future years at the 15% bracket that is scheduled to return next year and replace the 12% bracket. It looks like Congress plans to keep rates at 12%, but until they actually pass legislation, 15% is still the law of the land as far as Boldin is concerned.
3) Regarding safe harbor: It is as you say. You avoid an underpayment penalty if you pay at least 90% of the tax you owe for the current year or 100% of the tax you owed for the previous year.
Actually you answered one of my questions in that Pralana gave you roughly the same conversion amounts. When I convert at 12% I understand what boldin is doing. But when I convert at "highest estate value,," I don't understand why it goes to 15% effective tax rate conversion. Also I still have to work on understanding Safe harbor for estimated tax payment. Does safe harbor mean that if I withheld 100% of my taxes owed in 2024. There is no tax payment penalty if I under pay taxes in 2025 due to a Roth conversion
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