Taxes

Here in the UK, there’s an ongoing, large-scale auto loan scandal involving discretionary commission arrangements—where car dealers secretly earned higher commissions by steering customers into more expensive loans. A recent court ruling has ordered loan providers to potentially compensate millions of people who took out car finance over the last 18 years. The news has barely hit the headlines, but the vultures are already circling.
So far, I’ve had unsolicited emails from three different claims handling businesses.

Jerry’s post reminded me of something I’ve been wondering about. We both hit 65 this year and started Medicare. We pay a hefty IRMAA up charge because it’s based on our 2023 income, when we were both working.
I retired in July. Though I’m drawing pension income, my gross income has obviously dropped. However, between my pensions, my husband’s pension, and his current salary, I’m guessing that filing for a change in status reconsideration wouldn’t adjust the big picture.

My wife passed away in June. Our 2024 MFJ tax return was in the first IRMAA premium tier. The 2024 tax return will be the basis for my SS Part B fee including the IRMAA premium. My wife’s only income was SS and my projected 2026 MAGI will be reduced because of this. However, the main reason we were in the IRMAA Premium tier was that I did a $106k Roth conversion from my TIRA. How will this be dealt with now that I will be a single tax payer in 2026?

I have a question for my fellow humble members of this Forum.
I’ve often heard financial professionals discourage borrowing from a 401(k) plan, citing what they call a “double taxation” issue. The claim goes like this: when you repay your 401(k) loan, you use after-tax money, and then later, when you withdraw funds from your 401(k) in retirement, you’ll pay taxes again on that same money. Therefore, they say, you’re taxed twice.
While there are many valid pros and cons to taking a 401(k) loan,

The projected IRMAA premiums for 2026 start at $109,000 for a single person and $218,000 for married filing jointly.
The median household income in the US is about $83,730 (2024). And many workers pay far more for health insurance than any Medicare premium. 
The median household income for those age 65 and older is around $56,680 with significant variations by race and ethnicity- several much lower – roughly a quarter of the IRMAA threshold.
And yet,

MOST PEOPLE THINK their retirement accounts are completely locked until age 59½ due to the 10% early withdrawal penalty, but that’s not really true. There are many ways to access your money earlier without the penalty, and knowing them can give you flexibility. Of course, you shouldn’t be touching your retirement accounts unless you’re ready to retire.
Here are some distributions that are not subject to the 10% penalty, per the IRS list:

Birth or adoption (up to $5,000 per child)
Series of substantially equal payments (72t)
First-time homebuyer (up to $10,000,

I received an email from my previous employer a few weeks ago. I’ll paraphrase: “Ooops. When we processed your last paycheck in June, we failed to deduct your elected contributions to your 403B and 457 accounts.”
Now, I knew this because my final paycheck was quite a bit larger than I’d expected, but I thought I’d just misunderstood how the dates worked. (I separated from my employer on June 28, retired on July 1, and my final paycheck,

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%?

Heads-Up – I received a notice this morning letting me know to use the 2025 TurboTax desktop software will require Windows 11, released in 2021.  Windows 10 or earlier will need to be upgraded to Windows 11.  You can check whether your PC is compatible by running a PC Health Check, find in your PC settings or do a Google search.  (Looks like I’ll be purchasing a new computer as mine isn’t compatible with Windows 11.)
I’ve been using TurboTax for years to both file my taxes and plan for capital gains and other variables. 

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.

With Roth conversions touted as a savvy move—pay taxes now, enjoy tax-free withdrawals later—it’s tempting to jump in. But what if the U.S. tax system shifts from income taxes to leaning heavily on tariffs? This idea, gaining traction in 2025 policy debates, challenges conventional wisdom and suggests a contrarian take: maybe we should limit Roth conversions.
Here’s why. Converting a traditional IRA to a Roth means paying income tax upfront at today’s rates. The payoff is tax-free growth and withdrawals,

Here is how we use Social Security benefits voluntary withholding to pay all of our estimated Federal tax obligation. This eliminates the need for quarterly filings and payments and is as painless as when taxes were withheld from our employee paychecks.  And since most of our income as well as expenses are on a monthly cycle (including a monthly RMD withdrawal moved to our brokerage account) the monthly automatic tax payment keeps everything in balance and on budget.

My wife passed away in June. Our 2024 MFJ tax return was in the first IRMAA premium tier.  Our 2024 MAGI was $256K which included a $106K Roth conversion. The 2024 tax return will be the basis for my SS Part B fee including the IRMAA premium. That would put me in the 4th IRMAA premium tier for single filing. I expect SSA will initially show me in the 4th premium level. At that point, I can file an IRMAA appeal using FORM SSA-44 to request that they use my 2026 income estimate instead which will save me a lot of money.

Last month, the IRS issued final regulations related to several provisions of the SECURE 2.0 Act relating to employer sponsored retirement plan catch-up contributions. Some plans allow additional, or catch-up, contributions for employees 50 and over. For 2025, the regular limit is $23,500. The catch-up limit for those aged 50 and over is $7,500.  Starting in 2025, there is a higher “super catch-up” limit of $11,250 or those turning age 60, 61, 62, or 63 during the year.

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 Indexed 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.