Archives for April 2023

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Contributions: When In Doubt, Go Roth (But Maybe Not for the Reason You Think)

A reader writes in, asking:

“In a recent meeting at work, my team got to talking about retirement accounts and who makes tax-deferred contributions and who makes Roth contributions to our 401k. One person was arguing that Roth is almost always better because Roth accounts grow tax free. What I’ve read, from you and elsewhere, is that the decision comes down to tax rates. Should my coworker’s point not be considered though?”

This is something you’ll see frequently — the argument that a Roth account is better because with a tax-deferred account you have to pay tax on the growth. But that’s incorrect. It’s a fundamental misunderstanding of the math involved.

Both Roth accounts and tax-deferred accounts get to grow tax-free. This is in contrast to taxable brokerage accounts, in which you have to pay tax on interest, dividends, and realized capital gains each year. That is, tax-deferred accounts and Roth accounts grow more quickly because you don’t have to pay tax on the growth. This is the primary advantage of retirement accounts: you literally earn a greater rate of return in them than you do in taxable accounts. And when compounded over many years, that’s a big deal.

This is one of the most critical points to understand about retirement accounts, so I apologize if it feels like I’m belaboring it. When choosing which type of account to contribute to (Roth vs. tax-deferred), they are the same in this regard. If you have the same tax rate now (at the time of contribution) as you have at the time of distribution, both accounts will give you the same after-tax amount available for spending.

Example: Imagine a simplified world in which you have a constant 25% marginal tax rate. And this year you could contribute $4,000 to a traditional IRA or $3,000 to a Roth IRA (because the $4,000 contribution to traditional only “costs” you $3,000 of cash flow given the $1,000 tax savings you’d get from the contribution). After the contribution, both accounts would grow (or shrink) by the same rate of return each year. And regardless of what that rate of return is or how long the period is, at the end, you would have 75% as much in the Roth account as in the tax-deferred account. And after applying a 25% tax to the traditional IRA balance, the amount that’s left is the same.

So again, both Roth accounts and tax-deferred accounts get to grow tax-free. And that’s a big deal. It’s why maxing out your retirement accounts each year (if you have the cash flow to do so) is a good default recommendation before investing at all in a taxable brokerage account.

Of course, our simplified example above is unrealistic. In real life we don’t have a constant marginal tax rate. And so it’s worthwhile to try to judge whether your marginal tax rate at the time of the contribution is more or less than the tax rate you expect to face at the time the money comes out of the account later. (If your current tax rate is higher, tax-deferred contributions are preferable. If your current tax rate is lower, Roth contributions are preferable.)

But when in doubt — and frankly that’s a lot of the time because it’s hard to predict what marginal tax rate you’ll face many years from now — I think it’s prudent to prioritize Roth contributions.

That’s because Roth accounts have a few major advantages over tax-deferred accounts — advantages completely separate from this current-tax-rate-vs-future-tax-rate analysis.

  • Roth accounts do not have required minimum distributions (RMDs) during your lifetime.
  • Contributions to a Roth IRA can be taken back out, tax-free and penalty-free at any age. (Ditto for contributions to a Roth 401(k) or Roth 403(b) that have been rolled over to a Roth IRA.)
  • If you’re maxing out your contributions, Roth accounts have the advantage of effectively letting you shelter more dollars than tax-deferred accounts do. That is, when you contribute to tax-deferred accounts, a portion of that money (specifically, the portion that will ultimately go toward taxes when you take the money out) is effectively the government’s money. So you’re using up a portion of your contribution limit for something that doesn’t benefit you, whereas when you contribute to Roth accounts, the full amount is yours.

So contributing to a tax-deferred account instead of a Roth account only makes sense if your “I have a higher marginal tax rate now than I’ll have when these dollars come of the account later” bet turns out to be right and that difference in tax rate outweighs those three factors above.

To summarize:

  • The idea that with tax-deferred contributions you have to pay tax on the growth — and that you should therefore prioritize Roth contributions instead of tax-deferred contributions — is a fundamental misunderstanding of the math involved.
  • But Roth accounts are often preferable, for a completely separate list of reasons.

Investing Blog Roundup: Finding Harmony Between Work and Other Roles You Play

I have been self-employed in a work-from-home capacity for ~15 years now. Pre-Covid, when working from home was more rare, people would often ask how I maintain barriers between work and life. I never had a good answer, because the truth is that I don’t really have any such barriers.

Much of my email correspondence with readers is handled in the evenings, and much of my writing has been done on Saturday or Sunday mornings. At the same time, it’s entirely normal for me to go to the climbing gym or go for a walk/run/bike ride on a weekday morning/afternoon.

And that has always worked pretty well for me. As long as I’m getting my work done and my physical health and mental health needs are met, I don’t really care when or where I’m doing one thing or another. Keeping a barrier between “work” and “life” has always felt as contrived and unnecessary to me as keeping a barrier between, for example, “exercise” and “social life.”

This week, I encountered an article that makes a case for such an approach. (Of course, I found it compelling — but we always find it compelling when somebody tells us that the thing we’re already doing is indeed a good idea.) In any case, maybe you will find that such an approach works well for you.

In the authors’ words:

“A lot of the advice you will hear is to erect strong barriers between your work and your private domains […] or to somehow find the right balance between these different areas of your life. […] We argue that setting up your life in a way that meets your psychological needs (known as needs-based crafting), and doing this across all domains, is what’s important.

[…]

The good news is that neither work nor leisure time must satisfy all your psychological needs. Instead, each role in life you have (eg, experienced foreman, loving husband, caring son, dedicated Red Cross volunteer and avid chess player) plays an important part in an orchestra. Coordination of these different roles, and satisfaction of needs via active engagement in these roles, results in what we call ‘life domain harmony.'”

Other Recommended Reading

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Roth IRA Distributions After a Rollover from a Roth 401(k)

A reader writes in, asking:

“You have written before about the rules for distributions from a Roth IRA, in which the treatment depends on whether the money coming out was a contribution, conversion, or earnings. What about money that was rolled over to the Roth IRA from a Roth 401K? That doesn’t seem to fit neatly into any of those 3 categories? My best guess is it would be treated as conversion money?”

As background information for anybody who hasn’t seen the articles the reader is referencing, here they are:

The short answer to the reader’s question is that when you roll money from an employer plan such as a 401(k) or 403(b) into a Roth IRA, the dollars in question essentially “remember” what they were to begin with and are lumped into the appropriate category in the Roth IRA.

  • Amounts that you contributed to a Roth 401(k) or Roth 403(b), which you then roll into a Roth IRA, fall into the contributions category. That is, they now count as if they were contributions directly to the Roth IRA to begin with. (Point being, they can come out tax-free, penalty-free at any time.)
  • Any growth (earnings) in the Roth 401(k) or Roth 403(b) that gets rolled to a Roth IRA counts the same as earnings in the Roth IRA.
  • Any amounts that were rolled from a traditional 401(k) or traditional 403(b) to a Roth IRA are treated as converted amounts — because they are converted amounts (i.e., you moved them from tax-deferred to Roth).

Example: You have the following accounts:

  • A Roth IRA with a $100,000 balance, consisting of $40,000 of contributions and $60,000 of earnings.
  • A Roth 401(k) with a $50,000 balance, consisting of $30,000 of contributions and $20,000 of earnings.

You roll the Roth 401(k) into your Roth IRA. Your Roth IRA now has $150,000 in it. And that’s considered to be $70,000 of contributions ($40,000 + $30,000) and $80,000 of earnings ($60,000 + $20,000). Nothing in the IRA is considered to be from a conversion.

Track Your Contributions to Roth Accounts and Conversions

A super key point here is that it’s very important to track your contributions to Roth accounts, including Roth accounts in an employer plan. Contributions can come out of a Roth IRA tax-free and penalty-free, but you have to be able to demonstrate how much “contribution” is in the account. You don’t want to count on the brokerage firm having this information, because they likely don’t — especially if you have moved the IRA from one brokerage firm to another.

With contributions to a Roth IRA, that means keeping your Form 5498 each year.

With contributions to a Roth account in an employer-sponsored plan, that means keeping a copy of your Form W-2. (Contributions to the plan are reported in box 12, with the code depending on what type of plan it was. AA for Roth 401(k) contributions. BB for Roth 403(b) contributions. And EE for Roth contributions to a governmental 457(b) plan.)

Similarly, because converted amounts in a Roth IRA have better treatment than earnings, you also want to keep track of how much you have converted over the years (which in this case means keeping copies of your Forms 8606 and Forms 1099-R).

Investing Blog Roundup: Why A Brokerage Account is Safe (without FDIC Insurance)

In most cases, the further along you are on your financial journey, the greater the portion of your assets that will be in brokerage accounts rather than bank accounts. After last month’s headline-making bank failure, Harry Sit explained why a brokerage firm failure shouldn’t be something you need to worry about.

Other Recommended Reading

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