this post was submitted on 19 Sep 2024
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Did I say mandatory? I meant optional! You're "free" to die in a cardboard box under a freeway as a market capitalist scarecrow warning to the other ants so they keep showing up to make us more!

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[–] [email protected] 20 points 1 month ago* (last edited 1 month ago) (3 children)
[–] [email protected] 23 points 1 month ago (1 children)

Dividends paid out to taxable accounts are taxed.

Dividends that pay into non-taxable accounts can accumulate until they are withdrawn.

So, for instance, if you own $100 of Exxon in a regular brokerage account and $100 in an IRA, the $5 dividend you get from the first account is taxable but the $5 from the second is not.

This gets us to the idea of Trusts, Hedge Funds, and other tax-deferred vehicles. If you give $100 to a Hedge fund and it buys a stock in the fund that pays dividends, it never pays you the dividend on the stock so you never have to realize the dividend gain. You simply own "$100 worth of Citadel Investments" which becomes "$105 worth of Citadel Investments" when the dividend arrives.

[–] [email protected] 8 points 1 month ago (1 children)

I think dividends in a tax-exempt accounts, like a traditional IRA, are only not taxed if you reinvest the dividend or just leave it in your brokerage account. If you move money from your IRA account to, say, your checking account, that's when you pay taxes (and there are generally fees for moving money out of tax exempt accounts without meeting certain conditions, like being of retirement age).

[–] [email protected] 3 points 1 month ago (3 children)

I think dividends in a tax-exempt accounts, like a traditional IRA, are only not taxed if you reinvest the dividend or just leave it in your brokerage account.

Right. Although, with a ROTH IRA, you pay taxes before you put the money in. Then you earn tax free even after you take it out. That makes it the preferable vehicle for long-term savings (you should expect your initial investment to double every 10 years, assuming a 7% ROI which is fairly modest - so over 30-40 years you're saving 8x on the eventual withdrawal).

But this isn't just limited to IRAs. Using investment funds, you can pull the same trick. Buy the fund, then allow the broker to shuffle the investments within the fund as they please. You only "earn" the money when you exit the fund, in the same way you only "earn" your retirement when you withdraw from your IRA.

Savings accounts and trusts can then be structured to be inheritable tax-free, with your heirs having access to withdraw from the fund without ever actually owning the money (and thus needing to pay taxes on the inheritance). And to make it even more squirrelly, you can borrow against these funds, which allows you to make large purchases without ever actually spending any money. This maneuver, plus a cagey use of declared loses, means you can avoid paying any tax on any investment income virtually indefinitely.

[–] [email protected] 2 points 1 month ago (1 children)

There is a big maybe on whether Roth is better than traditional IRA/401k.

My kids are at the age where they are making those bets now. So I made a hugely complicated forecasting tool to forecast which would be better.

I think it really comes down to your view on future tax rates.

Your mileage may vary.

[–] [email protected] 1 points 1 month ago

I think it really comes down to your view on future tax rates.

Unless you're banking on a 0% tax, the ROTH is hard to beat. Compound that by the Traditional IRA being taxed at the normal rate rather than the capital gains rate, and there's very little reason to use it unless you're really bullish on tax cuts in the long term.

[–] [email protected] 2 points 1 month ago (1 children)

I largely agree with all the points made here however I think the overall message is a bit misleading. I would disagree that Roth investments are the preferred for long term investments. You aren't accounting for the opportunity cost of the taxes paid in the initial investment year. Those taxes, while small compared to what you will withdraw tax free are also losing out on 8x-ing themselves (as you would have invested that amount in a traditional tax advantaged account).

What this means is Roth is the preferable savings method if you are in a lower marginal tax rate than you expect to be in retirement. However traditional is better if you are in a higher marginal rate than you expect to be in retirement. If the marginal tax rate was the same when you invest and retire then the difference between Roth and traditional would be nil.

[–] [email protected] 1 points 1 month ago (1 children)

You aren’t accounting for the opportunity cost of the taxes paid in the initial investment year.

If you're maxing out your contributions, it won't matter, except in so far as what you can earn on taxed income outside of the IRA account. That's going to be marginal relative to the contribution. And the compound returns inside the IRA make it meaningless.

What this means is Roth is the preferable savings method if you are in a lower marginal tax rate than you expect to be in retirement.

Unless you're going straight into a white shoe law firm or extraordinary paying tech job after you graduate, that's pretty much everyone. But even folks going into Fortune 500 companies typically start in the $60-80k/year range and climb up from there.

If the marginal tax rate was the same when you invest and retire then the difference between Roth and traditional would be nil.

The amount of money you have in the fund is going to be much larger.

Say I invest $5000/year up front and get a 10% return for 40 years. I'm looking at putting in $200,000 over that time and taking out $2.2M.

Assuming the tax rate is 25% for each of those years, I paid $50k in taxes to invest that initial $200k. But I get the $2.2M back tax-free.

If I put the $200k in tax-deferred, I have to pay $550k to get my balance out again.

Now, we can argue that I could put the $400/year in deferred taxes into a taxable savings account. And maybe we get clever by shielding that investment from taxation annually because we just shove it all in Microsoft or Berkshire B and let it ride. That nets me another $177k over 40 years, assuming the same rate of return (for which I'm still on the hook at 15% long term gains rate - so really only $150k).

The ROTH is $350k better. That's the whole reason the fund exists. It's another accounting gimmick to give wealthy people a stealth tax cut. Only suckers put their money in Trad IRAs.

[–] [email protected] 1 points 1 month ago* (last edited 1 month ago) (1 children)

You seem to be using many different assumptions separately. In the first you assume you are maxing a Roth IRA (in my initial response I was also considering 401ks as many of them have Roth options nowadays). If you are maxing your Roth 401k and Roth IRA you are likely a high earner and therefore likely in a higher tax bracket than you will be in retirement. This means that kind of person will likely prefer traditional investments.

Your assumption there is someone maxing out their retirement options and in a relatively low tax bracket doesn't seem like reality. So in your math example they wouldn't be putting the extra in a taxable brokerage account but in the same tax advantaged account.

Quick edit: also I'm confused on the extra $400/year into taxable account. It should be $1,250 per year (25% of the 5,000) which would be closer to $600,000 before the capital gains tax.

[–] [email protected] 0 points 1 month ago (1 children)

If you are maxing your Roth 401k and Roth IRA

You can't max both, you have to choose between them.

Your assumption there is someone maxing out their retirement options

The math doesn't change if your contributions are smaller. This is a game of percentages.

[–] [email protected] 1 points 1 month ago

You definitely can max both a 401k and IRA you can also max an HSA. All these combined allow for an individual (not family) to save $34,150 (there are some edge cases I'm ignoring). Someone who can afford to save almost the US median salary amount is almost certainly going to have a higher benefit from traditional than Roth.

Also, the math completely changes if you aren't maxing because if you aren't maxing the contribution than adding more to the contribution gives you more tax advantaged investments (instead of taxable brokerage investments).

[–] [email protected] 2 points 1 month ago

Thanks for expanding on the finer points! With inheritance, they also reset the cost-basis when the owner dies, which means that all the capital gains accumulated over the time that the deceased had ownership is never taxed. Like, if I bought stock for $10, die when it's worth $100, my sister inherits it, and then sells it for $110 a while later, she only pays capital gains on $10 -- not $100.

I don't think people fully realize how dramatically our tax code rewards capital, at the expense of labor, not just in the broad-strokes (like the tax rate for capital gains vs the rates for income tax brakets) but also in these little details that are easy to overlook. So thanks for the discussion!

[–] [email protected] 49 points 1 month ago

"Yes*"

*As with all rules, it can vary by country. As I understand it, the US tends to double tax dividends, which is a rabbit hole of why the US market chases valuation so hard

[–] [email protected] 4 points 1 month ago (1 children)
[–] [email protected] 6 points 1 month ago (2 children)

Not sure if it's the same everywhere, but if I pull a dividend I don't pay tax initially, but when I do my income taxes it's part of my income and I'd have to pay tax on it then

[–] [email protected] 3 points 1 month ago

Careful with that. If you're not making estimated tax payments on your dividends (or other capital gains) every quarter or increasing your withholdings from wages to compensate, and you owe too much at the end of the year, you can get hit with penalties and interest.

For most people the quarterly dividends in their brokerage aren't enough to trigger that, but as your savings grows and quarterly dividends become significant they might.

[–] [email protected] 2 points 1 month ago

Where I'm from, we don't do that. All dividends come with an "imputation credit," which basically says "this money's already been taxed."