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Roth Hidden Benefits

Bogdan Sheremeta  |  Oct 25, 2025

WHEN MOST PEOPLE think of Roth IRAs or Roth 401(k)s, they just think “tax-free withdrawals.” But that’s only part of the story.
Roth accounts can protect you from financial traps that catch many retirees off guard. Here are five key advantages to keep in mind:
 
1. Tax Rate Protection
One thing we can’t control is future tax rates.
Did you know that in the 1980s, the highest federal tax rate was 50%?

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Backdoor Roth Explained

Bogdan Sheremeta  |  Oct 18, 2025

ROTH IRA IS A powerful account. It grows tax-free and withdrawals are tax-free during retirement. Roth IRA also has income limits.
For 2025, if you are filing your taxes as single and make less than $150,000 ($236,000 if married filing jointly) of modified adjusted gross income, you can contribute a maximum amount of $7,000.
But if you make $165,000 (single) or $246,000 (married jointly), you are ineligible to contribute to a Roth IRA directly.

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LLC Tax Benefits

Bogdan Sheremeta  |  Oct 11, 2025

I WAS RANDOMLY scrolling on social media and saw this post:

“Can you just open an LLC and write things off?”
That’s a real question someone asked, and I’ve seen this question asked many times.
There are a lot of misconceptions around LLCs, their purpose, and how LLC changes your tax structure. With TikTok, there are “tax experts” sharing terrible advice, so let me clarify how it could be useful.
 
First, what is an LLC?

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Cash Balance Plan Explained

Bogdan Sheremeta  |  Oct 4, 2025

IMAGINE YOU ARE already doing all things possible to minimize your taxes:

You are maxing out your pre-tax 401k
You do tax loss harvesting
You did tax efficient placement
You are maximizing Roth IRA through Backdoor Roth

But what other strategies can you use to minimize taxes? You also might not want to start a business or buy real estate.
Another option that many people aren’t aware of is the cash balance plan (CBP).

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New 2025 Tax Deductions

Bogdan Sheremeta  |  Sep 20, 2025

THE IRS JUST released a new form called Schedule 1-A, which includes all the new tax bill deductions.
I wanted to quickly go through some of it, so that you are more aware of the new potential savings opportunities.
I’ve previously discussed some portions of the bill, but this is the first time we have a peek of the new lines.
All of these deductions are in addition to the standard deduction or itemized deduction.

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The Wheel Deal

Bogdan Sheremeta  |  Sep 6, 2025

THE OBBBA CREATED A NEW tax deduction for “qualified passenger vehicle loan interest” effective 2025 through 2028. 
It comes with a lot of rules and nuances, so I wanted to cover this topic a bit more in depth in case you are planning to acquire a vehicle soon.
So, what is “qualified passenger vehicle loan interest”?
It means any interest that was paid during the taxable year (e.g 2025) on a loan started after Dec.

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Tax estimation tools on Bogleheads Wiki

William Perry  |  Sep 4, 2025

I recently came across the tax estimation tools page on the Bogleheads Wiki. I found the information and links useful and think it is likely that other HumbleDollar readers will also.
It was interesting to me to learn to that the AARP free tax calculator that I often use appears to be a licensed version of the current Dinkytown program referenced in the Wiki article with the Dinkytown version being updated more frequently and thus the Boglehead’s recommend over the licensed versions.

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New 2026 W-2 Form

Bogdan Sheremeta  |  Aug 29, 2025

The IRS recently released the new 2026 W-2 form.
Just as I predicted in the “OBBBA Tax Breakdown“, the IRS included new boxes for line 12 of the W-2:
TA – Employer contributions to your Trump account.
TP – Total amount of qualified tips. Use this amount in determining the
deduction for qualified tips on Sch. 1-A (Form 1040).
TT – Total amount of qualified overtime compensation. Use this amount
in determining the deduction for qualified overtime compensation on
Sch.

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Do taxes paid from a qualified annuitized annuity offset RMDs from another ira account?

donna guterman  |  Aug 20, 2025

I recently read that something in the secure 2.0 act allows taxes paid on annuity
income from a qualified, annuitized annuity will count toward a rmd from
a separate ira account. Is this accurate?

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The Tax Man Cometh, and I Think It’s Okay.

Mark Crothers  |  Aug 20, 2025

Suzie and I recently spent a few days in London, while there we grabbed the opportunity to visit a few great museums. We thoroughly enjoyed hours wandering the halls and displays of the Natural History Museum and the equally impressive Science Museum. Though I suspect it should have been obvious, I’ve only just discovered that both these world class institutions are funded by public tax receipts. In my mind, that’s a wonderful illustration of the tangible benefits of paying income tax.

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ROTH Conversions and Fixed Rate Annuities

Charles Ellison  |  Aug 2, 2025

I am 65. I plan to execute ROTH conversions over the next 10 years before I hit  RMDs. Obviously, handling the taxes at the conversion is front and center, pay with cash on hand or take out from the conversion. I understand there is an option to ROTH convert into Fixed Annuities, where the bonus (15-18%) may cover the entire tax burden. The one I have looked at is a 5-year contract, then you can take the money and put it back into the market.

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Roth Conversion Timing and Amounts to Maximize Benefits

John  |  Jul 17, 2025

I thank everyone in advance for any assistance and advice you can provide regarding my Roth conversion scenario. I am currently 56 with a potential retirement age of 58 (approx. 2 yrs). My wife is younger and will continue working for another 8 years following my retirement. I plan on deferring Social Security as long as possible, age 70.  I have $850,000 in a regular IRA and an additional $600,000 in a company sponsored 401K.  My wife and I file jointly and are currently in the 24% tax bracket ($206,700- $394,600).

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New Bonus Senior Deduction Impact

Rick Connor  |  Jul 16, 2025

The recently enacted One Big Beautiful Bill Act included a number of tax provisions of interest to HumbleDollar readers. Given the emphasis on retirement planning on HumbleDollar, the new bonus Deduction for Seniors has potential to provide a significant tax savings for seniors.
This has been discussed in previous posts over the last few weeks, but the details are worth a quick review.  Taxpayers who reach 65 by the last day of the tax year, starting in 2025,

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ID.me

William Perry  |  Jul 16, 2025

I still help prepare tax returns for pay. As such I am required, among other things, to annually renew my preparer pin number.
I recently received the  following from the IRS in a email –
We have updated the Tax Professional PTIN System sign-in process for tax return preparers who have a Social Security number (SSN). You will now sign in using ID.me, a technology provider that conducts identity verification and credential management for access to IRS online services. 

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What to Know About The One Big Beautiful Bill

Adam Grossman  |  Jul 11, 2025

On July 4th, the president signed a significant new tax and spending bill into law. The text of the bill runs to almost 900 pages and affects nearly every corner of the tax code, including personal, business and estate tax rules.
Below I summarize the provisions I see as most relevant to financial planning. It’s important to note that many of the provisions are retroactive to the beginning of 2025.
The formal name of the law is the “One Big Beautiful Bill Act,” and it is,

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