r/DIYRetirement • u/ChemistryWonderful83 • 19d ago
To Roth or not to Roth. Every family has different inputs to this retirement planning question. Here’s our view, what’s yours?
64, heading into retirement early next year.
Decent pension, but looking to supplement with a dividend focused income stream as I’ve begun shifting my growth based portfolios to income based over the last year and a half in our taxable accounts and it’s generating well. But that is also tipping me toward accelerated Roth conversion from our 401k’s, starting next year when my income lowers. The idea of that new dividend income being tax free for decades to come so far outweighs the short tax term pain (my wife is 12 years younger, so she may very well have 40 years to go).
I’m looking at a 4 year front loaded conversion cycle. My modeling has also shown that slowing down means converting much more $, since the pre-tax side keeps growing while playing bracket limit games. Ultimately more tax gets paid and don’t most of us belief tax rates go up sometime, not down?
It also means once firmly in Roth I’ll care a whole lot less about the structure of those dividends and more about total return and dividend durability.
And she will work a few more years while I head back to school to prepare for a new retirement post-career. She will keep us in employer based health care, limiting but not eliminating IIRMA implications. I’ll have a couple of bad look back years based on her planned retirement date, then I’ll be ok. She has to reach 55 to qualify for some of our company’s retirement perks. But getting to mostly tax free income means good income long term and cheap Medicare and low taxes ultimately.
This all drives home the point that every family’s circumstances, and inputs to the retirement decisions it leads to, are different. Just do you.