It's a complex question that is regularly discussed on another retirement board forum (early-retirement.org).
You might take a look at the advanced calculator at i-orp.com. It is free and well-regarded, but you have to understand what you're doing when you put the numbers in. Read their instructions and help files carefully.
There are also commercial services out there that will let you plug your numbers into their software for a modest fee. I'm not very familiar with those.
The two principles I've heard and believe in are: First, good optimization means knowing what you're optimizing for - are you wanting to pay for college as cheaply as possible, have as much after tax money in your 50's as possible, leave a certain legacy for your kid, maximize after tax spending across your lifetime, etc.
Second, usually evening out your top marginal rate over time will lead to the lowest taxes and highest after tax spending. What I am doing is looking at what my total marginal tax rate will be when I turn 70 and comparing that to what my total marginal tax rate will be this year assuming a given AGI. My age 70 tax rate is the sum of my federal income tax, my state income tax, and my IRMAA surcharge on my RMD and 85% of my SS minus my standard deduction. My current tax rate is based on my target AGI and is my federal income tax, state income tax, loss of ACA subsidy, and FAFSA EFC increase.
I guess the other thing that gets people is assumptions. You need to decide what you think about whether tax rates will be higher, lower, or the same in the future. You need to decide what you think will happen to Social Security benefits in the future. Etc.
A common strategy is to convert up to the top of some cliff. For you, if you're facing a runaway IRA, you probably should consider converting all the way up to the top of the 12% / beginning of the 22% bracket. Another choice would be the top of the ACA cliff at 400% FPL. A third choice would be the top of the FAFSA SNT cliff at $49,999 (google that for more to see if it applies to you).
What I do at age 50 with three kids in college is sell what I need from taxable throughout the year to pay my living expenses. I then will end up with some total amount of dividends, capital gains, interest, and side gig income. Then in December I decide what I want my AGI to be and Roth convert to get to that target AGI. This year I'm choosing the FAFSA SNT cliff, and will probably choose that next year as well. After that I'll probably Roth convert more in order to avoid the higher tax brackets that are coming for me in my 70's and 80's (assuming I live that long, knock wood).
If you get that far, note that the marginal rate of your ACA "tax" is bigger than it first appears, because the applicable figure from Form 8962 gets applied to all of your AGI, not just the incremental amount. So the best way to accurately figure the ACA marginal tax rate is to increase your ordinary income by, say $100, and then see what that does to your Form 8962 bottom line result.
HTH. Good luck!