Taxes

Hoping the HD community can provide some clarity on this issue.
We are in retirement, have some pension income, drawing the lesser social security benefit and deferring the larger till 70.  We are 4 years from the larger SS benefit and 9 ears from RMDS.
We have relatively large traditional IRAs as well as Roths which were funded during our working years,  however, we have minimal taxable investments.
We are starting to visualize the tax, IRMAA,

We bought a house in 1971 for $59,000. The property taxes were $2,700 a year. We lived there until 2018. We sold the house for a little over $500,000. In 2026 that property is assessed at $483,000 and the taxes are $15,000 a year. The average annual increase in property taxes is about 3.17%. 
Over the same period (1971 to 2026), the average annual U.S. inflation rate (measured by the Consumer Price Index, or CPI) was approximately 3.92% per year.

I’m hoping Bill Perry and/or one of our other tax experts can answer this.
For tax year 2026, non-itemizers can deduct charitable contributions of up to $1000 (single) or $2000 (married). What I’m trying to understand is whether this deduction is taken before figuring AGI (Adjusted Gross Income) or after. I just did a quick web search and got conflicting answers—even from apparently knowledgeable sources.
Why worry about it long before we’re doing our 2026 taxes?

When I searched HD I was surprised how many articles and Forum posts I wrote about taxes, all kinds of taxes over several years. The topic is so universal and so complex it is never dull and never not controversial. 
These days social media is inundated with posts about taxes, the very great majority are nonsense or fake information. My favorite these days is seniors should be tax free because they “paid their dues.” Or, they should not pay property taxes if they don’t have a mortgage.

Harry Sit has written an article on his website, The Finance Buff, this morning 9/14/2026, describing the new requirement for using ID.me to log into a TreasuryDirect account. I found the article particularity informative as, like him, I had previously obtained a ID.me account.
His closing comment, “You have two bad choices. Either give sensitive information to a private company picked by the government agency or sell everything and pay taxes. I really don’t like this,

My wife and I are 73 and 75 and in RMD territory. With pension, SS and RMD our marginal tax bracket is 24%.
80% of our assets are in tax sheltered IRAs. Other than QCDs to reduce tax liability are there any other strategies? We recognize that one of us will be facing the widow/widower’s tax situation. Also IRMAA will take a bigger chunk of our Medicare bill.
My feeling is that we continue with our current situation and pay the effective tax rate of maybe 18 –

THE CHOICE BETWEEN a traditional retirement account or a Roth is a frequent topic on HumbleDollar. The choice is generally framed as a choice between paying taxes up front (a Roth), or deferring taxes until withdrawal (traditional). I thought it would be interesting to evaluate a real-life example of how this choice might work out.
In December of 2016 my wife and I had an opportunity to each open a Roth IRA. My wife took a partial sabbatical that year,

The US Treasury Department announced that the debt has increased to 40 Trillion dollars. In the articles explaining the debt, I keep reading about how Social Security payments are adding to the debt. Can someone please explain to me how that is? My understanding is the payments are made from collections of  Social Security taxes from current employees and employers, as well as taking money from the Social Security trust fund. So please explain how a self funded program adds to the deficit.

If you are expecting a 2025 tax refund that has not yet arrived and/or you have received a IRS CP53E notice then the Taxpayer Advocate Service has the following guidance –
There has been a lot of information in the news about how the IRS is moving away from paper checks. While direct deposit is a safe and secure way to get your tax refund, there are scammers out there looking to capitalize on any confusion about updating your bank account information.

This post is an extension of Rick’s and Richard’s recent posts regarding taxes in retirement. 
A recurring issue I dealt with as a tax preparer was calculating a (unpleasant) surprise the first year that someone retired. While working, the employee typically gets a paycheck with adequate tax withholding. When he leaves the job behind for the greener pastures of retired life, things can get a little more complicated. Now, instead of a single W2 to deal with,

A recent post about the taxation of Social Security (SS) benefits provided an example of the complexity of the way that SS benefits are taxed, and how they interact with other sources of income. I’ve read innumerable articles on this complexity, and experienced it first hand while preparing hundreds of tax returns for AARP TaxAide. Clients were frequently surprised and confused by this.
The referenced post’s example posits a couple, 65+, MFJ tax status, with $50,000 in combined SS benefits.

Per the TreasuryDirect website –
https://www.treasurydirect.gov/savings-bonds/idme-one-month/
ID.me will replace your TreasuryDirect traditional login and will be required after October 28, 2026.
As was noted today on the Boglehead’s Forum if you have holdings directly with the US Treasury and decide to and are able to sell all such holdings before the login change over you would still need to be able to login in 2027 to get your 2026 tax documents like 1099-Int., etc.

Complaining about taxes is not unique to seniors or in my case maybe a super senior, but they are mighty vocal and prolific on the internet. I was curious, how much could a age 65+ couple earn in retirement before actually paying federal income taxes on their money?
I ran a couple of scenarios using AI tools. I was a bit shocked at the results. Here is an example …
I asked what a couple both age 65 + with combined SS benefits of $50,000,

EVERY ARTICLE ABOUT Roth conversions says the same thing: pay the tax from taxable money, not from the IRA.
That is good advice if you have taxable money.
Plenty of retirees do not. Their savings sit almost entirely in a traditional IRA, built from years of 401(k) contributions and a rollover at retirement, with little brokerage money and no cash reserve worth naming.
For them, “pay from outside money” is not advice. It is a condition they do not meet.

AFTER YEARS OF heady gains in the stock market, many investors are facing the same question: To manage risk, they’d like to cut back on one or more of their holdings. But because of the potentially costly tax bill that might result, they aren’t sure exactly how to do that.
How can you square this circle?
One easy option would be to donate appreciated assets to charity. But that would make sense only if it aligns with your charitable goals and,