One thing you can also look for, and this is beginning to catch on, is an in-plan conversion in your 401k. This allows you to 'convert' some of your tax deferred employer match dollars to the roth side of your plan. That takes some planning and budgeting, but it can quickly help get your asset tax balance back in whack.
1. Find out if you can in your company plan. Typically, those dollars have to be fully vested to keep it all clean.
2. You have to know where your income will end up at the end of the year, and be careful not to cause yourself some tax bracket creep, because what you convert is added to taxable income for the year.
3. Figure out how much you can afford to pay in taxes, and then divide that amount by your marginal tax rate. For example, if you can absorb a $5,000 tax bill and your marginal tax rate is 25% between state and federal, $5,000 / 25% = $20,000 conversion.
4. There are creative ways to finance that tax bill too, if you have more tax bracket room to use than you have dollars to pay the tax bill to use it up. One idea is a 401k loan to spread the cost over extra years. Other than some small admin fees, your interest paid on the loan goes back in your own pocket in a typical 401k plan. There are some timing things to consider. If your 401k is down 10% like a lot are right now because the air is coming out of tech, you could also be locking in a loss by taking a loan at the wrong time.
5. However, notwithstanding what I just said in #4, a market pullback is a great time to do a big conversion as well, because you can get more dollars 'under the fence' vs when the market is high. I did this with individual stocks years back. TD used to let you pick what assets you wanted to convert. When a stock I held fell in value, I'd quick convert it because the quantity of shares was always the same, but if it fell in price, the toll to get it across was smaller.
6. Timing is everything. You can do one right now, and you do not have to pay the bill for 12 months and ten days. Get a second opinion on underpayment penalties for income tax before you do this. I've been in the tax business my whole life and I still don't understand under-payment penalty and exceptions. My point is, you can get the benefit of the conversion today, and due to the timing of the tax deadline, you can defer the bill for it for up to 15.5 months (if you do it on January 2nd). You may need to wait until late in the year to really know how much room you have left in your tax bracket to use.
7. Spread it over multiple tax years. If you have a stable forecast for income, you could do a multi-year budget and do 2026 now, and do 2027 on january 2nd.
It took me 5 tax years to get my biggest 401k converted entirely to roth (this was after I left, so it went to a roth IRA). I set my budget and chose to adjust my paycheck withholding to pay for it. I happened to have extra cash laying around, so I went big and as fast as I could without causing bracket creep. Best thing I ever did. I was way behind on roth assets, and now it's far and away my biggest asset of all my assets, and i'm well ahead of target for roth assets for my age.
Now the last step I've got to get built up is a 401k that stays a 401k so I can have the option of using those dollars at 55, and I've also got to build out other assets so I can get out before that even. I'm 43, so I've got a good amount of time to steer this thing to where it needs to be.