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Here is the real problem with Social Security

R Quinn  |  Aug 20, 2026

In 2002 the Social Security Trustees explicitly called on Congress in their report summary to act sooner rather than later fixing SS funding
They emphasized that taking early legislative action would allow changes to be phased in gradually and give workers time to adjust. They issued the same warning in every report since.
For twenty four years Congress and each administration has ignored those warnings.
Those trustees reports were signed by the Secretary of the Treasury,

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The Federal Debt and Social Security Payments

DavidHLancaster  |  Aug 19, 2026

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.

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Federal debt

R Quinn  |  Aug 19, 2026

The national debt just hit $40 trillion and rising. Seems like possible dire consequences for the markets perhaps the economy as more borrowing may raise interest rates.
’What is the general consensus on the risks we may be facing. Time to go into bonds?

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The Lottery of Birth

Andrew Clements  |  Aug 19, 2026

When my 76-year-old mother-in-law was told she needed a dual-chamber pacemaker, our family’s attention shifted to one thing: getting her safely through the surgery. Joey was especially anxious. Living thousands of miles away, he struggled with not being there for his mother. Thankfully, the surgery went well.
As relief replaced worry, I found myself thinking about something entirely different. Her surgery took place in the Philippines, and her family’s share of the cost, after government health insurance paid its portion,

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Frozen 2025 1040 refund and the IRS CP53E notice

William Perry  |  Aug 19, 2026

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.

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If Retirement  is Getting Close

Dan Smith  |  Aug 18, 2026

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,

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Tax Complications – How SS Benefits interact with Other Income

Rick Connor  |  Aug 18, 2026

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.

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TreasuryDirect changing login procedure to mandate ID.me later in 2026

William Perry  |  Aug 15, 2026

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.

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Preparing for SS at Age 70….. How Do I Transition to Monthly Part B Premium Deduction?

Bill Minter  |  Aug 15, 2026

I will be starting to receive my SS benefit when I turn 70 this October.  I understand that my first check will be issued in November. Since I began Medicare when I retired several years ago I have been paying my quarterly-billed Part B premium through the Medicare.gov website.  I anticipate my next invoice (for Oct.- Dec. of this year) will be mailed to me in the next couple of weeks, with a due date of Sept.

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Hidden Conflicts

Jesse Cramer  |  Aug 15, 2026

WALMART SELLS FOOD. They sell car tires. Board games too. You can stop at any Walmart in the world and buy the same plethora of consumer goods. One roof, dozens of product areas, thousands of individual items.
This “cross-vertical” strategy has many perks to consumers like us. But it’s not without flaws. From brand dilution to in-store clutter, down to a lack of item expertise when you ask questions of employees – there are issues with “selling everything to everyone.”

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Risk Management

Adam M. Grossman  |  Aug 15, 2026

BY NOW, YOU’VE probably heard the story of the 25-year-old wunderkind Leopold Aschenbrenner. After graduating as valedictorian from Columbia University at age 19, he worked for FTX, the crypto trading firm, then found his way to OpenAI, where he worked as a researcher for about a year, until mid-2024.
In the months after he left OpenAI, Aschenbrenner wrote a 165-page paper titled “Situational Awareness,” in which he detailed his views on the future of artificial intelligence.

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Income taxes on retirees with Social Security

R Quinn  |  Aug 14, 2026

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,

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My Sister – A Reflection One Year Later

Andrew Clements  |  Aug 12, 2026

As I reflect on the past year, I realize grief doesn’t follow a straight path. It comes in waves. Some days bring sadness, others gratitude, and often the two arrive together.
When my sister Tory died suddenly, there was no opportunity for one last conversation, no chance to say goodbye or tell her one final time that I loved her. Instead, I faced one of the hardest moments of my life, telling my mother that the daughter she adored was gone.

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Medicare Advantage Part C — Not too soon to start planning for 2027

R Quinn  |  Aug 11, 2026

MA  plans in several areas are being shut down for 2027.  The choices seniors have is declining as insurance companies realize the profits are not there.
If your Medicare Advantage plan closes or terminates its contract, you get federal guaranteed-issue rights to buy a Medigap policy without health screening or denial for pre-existing conditions. 

You must apply within a strict 63-day window starting from the date your plan coverage ends. Keep Your Notice: You will need the formal termination or non-renewal notice from your Part C plan as proof when submitting your Medigap application so the insurer knows not to put you through medical underwriting.

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Can a Value fund also be a Growth fund?

Harold Tynes  |  Aug 11, 2026

Be careful out there. Index composition is a key to getting consistency in your investment outcomes. Vanguard vs iShares vs State Street vs etc. As Jason Zweig writes in the Wall Street Journal, it all depends on the composition of the index.
 
https://www.wsj.com/finance/investing/how-a-few-hot-stocks-can-make-twin-funds-act-like-strangers-0ef7c52b?st=6mxLt3&reflink=desktopwebshare_permalink
 

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HumbleDollar · https://humbledollar.com/blog/page/7/ · printed Oct 13, 2026