A related article:
https://www.forbes.com/sites/leonla...e-appealing-here-are-five-ways-to-use-a-roth/
Here's an important point to remember (quoting from the article):
The Tax Cuts and Jobs Act (TCJA) individual tax cuts are scheduled to expire 12/31/25. Unless they are made permanent (which seems unlikely), almost everyone will be in a higher bracket, including the beneficiaries.
Also, from
https://taxfoundation.org/look-ahead-expiring-tax-provisions/:
December 31st, 2025, will be a significant day for most taxpayers. Twenty-three provisions from the Tax Cuts and Jobs Act directly relating to individual income taxes will expire, meaning most taxpayers will see a tax hike unless some or all provisions are extended. Some of the most impactful provisions scheduled to expire include the TCJA’s reduction of individual income rates, increased child tax credit, the increased AMT exemption and phaseout threshold, and the increased standard deduction. The individual income tax code is effectively scheduled to return to what it was before the TCJA, meaning personal exemptions, the overall limitation on itemized deductions, uncapped state and local tax deductions, and many other miscellaneous itemized deductions will return.
Take a look at your current tax bracket, then try to forecast your future tax bracket based upon your best estimate of future income under the assumption that the TCJA expires and tax brackets might rise. To do such a forecast, you have to find the old tax tables. (I think this means you have to search for the 2017 Federal tax tables.)
So I think there is a balancing act here. Yes, if you are in your early to mid-60s, doing a Roth conversion now is likely to increase your Medicare premium in subsequent years. However, you pay income tax on the conversion at current tax rates. You could end up saving a substantial sum in taxes compared to if those same funds were withdrawn later in life (from a traditional IRA) if you should end up in a higher future tax bracket (due to expiration of the TCJA) than your current tax bracket.
It's a gamble, since no one knows what the government will do with tax rates in the future. But possibly the bird in the hand (doing Roth conversions now) will pay off later?
Who says the government makes it easy for us....