Author Topic: Do you pay capital gains tax as well as income tax when doing Roth conversion?  (Read 2415 times)

grenzbegriff

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1. Say I have 100k in a 401k (which has not been taxed yet) where half of that is long term capital gains.  If I convert 20k of that to a Roth IRA via Roth conversion, that will count as 20k of income.  Will there also be 10k that is taxed additionally as capital gains? 

I'm guessing the answer is no, you'd just count the 20k as income.

2. However, if that 100k in the 401k had been put in after-tax (like if I was contributing above the annual pre-tax limit), then I would not need to count the 20k as income, but presumably 10k of it would still be counted as capital gains income.  Would that be counted as regular income or would it benefit from the lower capital gains tax rate?

I'm guessing it would be taxed as capital gains, but can't find the answer.

Josiecat22222

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Are traditional IRAs subject to capital gains?
"One main benefit of traditional and Roth IRAs is that you aren't required to pay any kind of taxes on capital gains generated from investments. Did your IRA sell a stock for profit? No capital gain taxes on that profit".

This is what I found on my google search....and it coincides with what I thought I knew....but.....I'd love to hear from one of the CPA gurus on the site.

maizefolk

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Not a CPA guru, but this comes up a lot.

Essentially you're describing the mega-backdoor contribution route to traditional 401ks. You can roll over the after-tax contributions to a traditional 401k into a Roth IRA/401k and not own any new tax. But any gains above and beyond the amount you contributed are going to be taxed as regular income during the rollover process, not as capital gains.

Josiecat22222

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As I've thought about this more....I have more questions....

So if you have in 500K at age 45 in your tIRA, is it better to allow it to grow to 1.8 million in your tIRA at age 65 and then start taking distributions (but pay at your marginal tax rate)
or
do several large conversions from tIRA to Roth at ages 45-50 and then allow it to grow tax free for the rest of your life?

The tax rates on capital gains are capped at 20%, but income tax brackets go up to roughly 35%.  So are the capital gains on long term investments like a tIRA potentially going to be taxed at a higher rate because when withdrawn they could be taxed at "income" rates not capital gains??

paging @seattlecyclone  and @secondcor521 ....

maizefolk

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So if you have in 500K at age 45 in your tIRA, is it better to allow it to grow to 1.8 million in your tIRA at age 65 and then start taking distributions (but pay at your marginal tax rate)
or
do several large conversions from tIRA to Roth at ages 45-50 and then allow it to grow tax free for the rest of your life?

There is no good general answer for this question as it depends on what overall level of income you end up having in each year and your spending needs in each year.

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The tax rates on capital gains are capped at 20%, but income tax brackets go up to roughly 35%.  So are the capital gains on long term investments like a tIRA potentially going to be taxed at a higher rate because when withdrawn they could be taxed at "income" rates not capital gains??

Yes, potentially you'll pay a higher tax rate on your tIRA/t401k withdrawals than you would on investments in a taxable account. The flip side of this is that you'll have substantially more total money in your tIRA to withdraw than you would in a taxable account because it has benefitted from both tax deferral of your original contributions and tax-free growth between contribution and withdrawal.


In addition you benefit from shifting income from (presumably) high income years while you are working to (presumably) lower income years when you are retired when your marginal tax rate will usually be lower.

secondcor521

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As I've thought about this more....I have more questions....

So if you have in 500K at age 45 in your tIRA, is it better to allow it to grow to 1.8 million in your tIRA at age 65 and then start taking distributions (but pay at your marginal tax rate)
or
do several large conversions from tIRA to Roth at ages 45-50 and then allow it to grow tax free for the rest of your life?

The tax rates on capital gains are capped at 20%, but income tax brackets go up to roughly 35%.  So are the capital gains on long term investments like a tIRA potentially going to be taxed at a higher rate because when withdrawn they could be taxed at "income" rates not capital gains??

paging @seattlecyclone  and @secondcor521 ....

What is "better" for any individual depends on their prioritized goals and their current facts and circumstances.

As others have pointed out, capital gains inside any tax deferred account, including 401(k)s and IRAs, are pretty much irrelevant.  All distributions generally are going to be treated as ordinary income when withdrawn or converted.  You are right that capital gains tax brackets are currently better than ordinary income rates, but I generally agree with @maizefolk's comments about why the trade offs might make tax-deferred plans at least as attractive as taxable accounts.

What I personally do is project my top marginal rate for each year between now and when I'm in my 80's.  I then look at my maximum marginal rate that I am likely to have to pay.  Let's say for example's sake that rate is 27%.  I then sit down every December and use tax software to figure out how much I can convert such that my marginal rate this year doesn't exceed that 27% rate.  I then convert that amount.  Lather, rinse, repeat each year.

This approach has resulted in modest- to mid-five figure Roth conversions each year since I retired in 2016, and that I'll continue to do them each year for the rest of my life, although the spreadsheet tells me that the actual amount converted each year in the future varies quite a bit.

There are other nuances to what I do and things to consider.  In particular, trying to estimate one's marginal tax rate 30 years from now is highly dependent upon the assumptions made and the inputs provided, so it's really more of a rough guess.

For the example options you gave, I'd be concerned that the first method might result in "too low" taxes paid early and "too high" taxes paid later and result in less after-tax spending.  The second method might result in "too high" taxes paid during those high Roth conversion years and "too low" taxes paid before and after and result in less after-tax spending.

HTH.

seattlecyclone

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As I've thought about this more....I have more questions....

So if you have in 500K at age 45 in your tIRA, is it better to allow it to grow to 1.8 million in your tIRA at age 65 and then start taking distributions (but pay at your marginal tax rate)
or
do several large conversions from tIRA to Roth at ages 45-50 and then allow it to grow tax free for the rest of your life?

When's your marginal tax rate lowest? $1.8 million is 3.6x as much as $500k, so we're assuming that growth rate over 20 years in this scenario. Suppose you know for sure you'll have a 20% tax bracket for the rest of your life. Convert the $500k to Roth at 45, you pay $100k (20%) tax, it grows 3.6x by 65, and you have $1.44 million to withdraw from your Roth with no further tax due. Do no Roth conversions, pay 20% of $1.8 million in tax ($360k) when you withdraw, and you're left with $1.44 million to keep. If your tax rate is the same either time, you get to keep the same amount either way! People often do Roth conversions in advance of RMD age to make it less likely that the RMDs will push them into a higher tax bracket than they were in before, but converting too much can be suboptimal too. If you convert everything and have nothing left in pre-tax form it's possible you'll be paying a medium-to-high tax rate to do the conversion and then wasting the 0% standard deduction space from then on.

MustacheAndaHalf

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What I personally do is project my top marginal rate for each year between now and when I'm in my 80's.  I then look at my maximum marginal rate that I am likely to have to pay.
U.S. fertility rate has been declining, which means fewer children growing up to work and pay taxes.  Seems like higher odds of tax rate increases, even if immigration policy changes over upcoming decades.
https://fred.stlouisfed.org/series/SPDYNTFRTINUSA

Quote
To maintain the size of a country’s population without migration, there needs to be a total of 2.1 children born per woman, on average. This number is captured in a statistic called the “total fertility rate.” The US total fertility rate is now around 1.66, which reflects a rapid and precipitous drop over the past 15 years. As recently as 2007, the US total fertility rate was 2.12. This decrease in births has contributed to a slowdown in US population growth.
https://www.ft.com/content/8c151cc8-811a-416c-b4ac-f22c2d2e80a3

Josiecat22222

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@seattlecyclone and @secondcor521 , a very delayed thank you for your thoughtful insights.  I really appreciate them.
I think that the plan is a measured ongoing conversion at the top of a desired tax bracket to attempt to thread the needle.  Thanks again for the help!  I'm off to do our taxes.  May the odds be ever in (our) favor!

1maximillian

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In answer to the original question 2. However, if that 100k in the 401k had been put in after-tax (like if I was contributing above the annual pre-tax limit), then I would not need to count the 20k as income, but presumably 10k of it would still be counted as capital gains income.  Would that be counted as regular income or would it benefit from the lower capital gains tax rate?

It would be counted as regular income. However, when you do the conversion, you can put the contribution (the already-taxed amount) into a Roth and the gain (the not-yet-taxed part) into a TIRA.  This would allow you to realize the income at the time of your choosing