My biggest regret is that I did not know enough to do backdoor Roth conversions. I should have done it, given that I was paying tax on some or all of those contributions in some years anyway. As it is, I now have a smaller Roth than I could have and I have a basis in my tIRA, which makes it a pain when calculating taxes on conversions and distributions
I have done a few years of backdoor ROTH's but, I can't wrap my head around the savings. If I contibute to a TIRA this year (after tax) and then back door ROTH, what do I gain? I've already paid 24% (or effective less than 20%) on that money. The % I would save would be 24%-will always be in 24% unless rates rise. Instead, I just go taxable with that potential TIRA $. I plan to do massive ROTH conversions once DW stops working. We have about 700K to convert. Right now we are sitting at $120k taxable, $60k ROTH and about $700k pre tax (401k's, TSP, etc...). My plan is covert all of the $700k to ROTH because statistically I will dirt nap 10-15 years before DW. She will have over $100k/yr passive and will need the stash to be ROTH otherwise her tax hit will be massive.
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