In Retirement

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,

With all that’s going on with SS (COLA, taxation, potential cuts) and some changes certain in the next six years, is it time to rethink the income replacement percentage you shoot for in retirement?
I won’t give my theory again, one or more of the Clements family will be upset with me😅
However, self preservation, a hedge against longevity, hence inflation and peace of mind still tells me that a goal of replacing 60, 70 or 80% of pre retirement income is not sufficient.

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,

I noticed a book excerpt in the Harvard Gazette yesterday (5 Aug 2026) that goes into some depth on a topic that is raised here on HD with some frequency, notably by R. D. Quinn, most recently with regard to the Social Security issue. The book in question is:
“Gerontocracy in America: How the Old Are Hoarding Power and Wealth ― and What to Do About It” by Samuel Moyn, J.D. ’01, and published by Farrar,

A recent Barron’s article notes, “for most retirees, the greatest fear is not death—it is running out of money before they die.” As one survey they cite put it, “The prospect of running out of money in retirement is scarier to more people than death.” The same article described a new tool that promises to estimate more accurately how long we are likely to live. Life expectancy is one of the most important assumptions in any retirement plan because it answers a fundamental question: How long will my savings need to last?

A retired actuary name Ken Steiner has a article today, 8/4/2026, titled Social Security’s Short-Term Crisis,  published on Advisor Perspectives.
I like Mr. Steiner’s thinking on breaking the funding or reduction of the future social security shortfall problem into short and long components.  His discussion of one alternative is a three-year COLA freeze starting around 2033. If you are part of the grandfathered group who is receiving a current social security benefit you may want to consider this possibility  in your planning.

Long-time Lurker who read Johnathan’s WSJ columns for decades and had several delightful conversation with him.
 
I thought I would share “Yet-Another Social Security Spreadsheet Analysis on what Age to Start taking Benefits” as I would appreciate (candid) commentary on how I can improve this from the financial wizards at Humble Dollar.
 
Thanks in advance for any suggestions.

AT FIRST GLANCE, Social Security appears straightforward. During our working years, we pay into it, and in retirement, it sends us a monthly check, guaranteed for life. Unfortunately, it isn’t always so simple. Below are five aspects of the system that are frequently misunderstood.
Benefits estimates. Look at a Social Security statement, and an easy-to-read chart provides estimates of the benefits available at various ages. The heading above the chart reads, “Personalized Monthly Retirement Benefit Estimates Depending on the Age You Start.” That seems clear.

BOB MADE A very expensive tax mistake. Doctors told Bob that he only has a year to live… What did Bob do?
He decided to gift a house to his only son before passing away. The house is worth $2,000,000 that he bought back in 1970 for $50,000 in an expensive suburb of California.
The son decided to sell the house and paid about $430,000 in federal taxes.
$430,000 that could have been $0 instead…
How?

Adam Grossman wrote this in an e-mail today. I didn’t know this did you?
“The spousal benefit is terrific, but a commonly misunderstood limitation is that—unlike a worker’s own benefit—it doesn’t continue to increase each year until age 70. It hits a maximum at the spouse’s FRA. For that reason, it’s important for a spouse to not delay beyond that point.”
On the other hand if the worker delayed beyond FRA those extra benefits pass on to survivors benefits.

Social media is full of seniors complaining about inflation, the inadequacy of Social Security and its COLAs to keep up.
I was curious. Is that true and what has happened to my purchasing power since retiring in January 2010?
To match the purchasing power of $100 in 2010, you would need approximately $153.15 in 2026.
Meanwhile, $100 in Social Security benefits in 2010 has grown through compounded Cost-of-Living Adjustments (COLAs) to $147.36 in 2026. Not equal,

THE WIDOW TAX is sold to the wrong households. It gets pitched to affluent couples as the reason to convert to a Roth or buy life insurance. The pitch says that when one spouse dies, the survivor files single, lands in a higher bracket, and gets clobbered. I ran the numbers for three couples at three incomes, and at the comfortable end the widow tax often costs nothing, or even less than nothing.
The real cost lands lower down,

I used AI as an editorial assistant to help organize and refine my thoughts; the underlying ideas and personal experiences remain my own.
For years, I maintained what I thought was a pretty good retirement spreadsheet. Like many retirees, it tracked my investments, estimated Social Security, projected taxes and summarized spending. Every year I’d update the numbers, glance through a handful of reports and file it away until the next review.
The spreadsheet faithfully answered every question I asked.

No doubt you have heard or read the posts and comments, perhaps by friends about the Social Security COLA.
It’s not accurate, not fair, not enough, doesn’t keep up with our actual spending, use the CPI-E and all the rest.
One thing it does for sure is add to the Trusts growing shortfall.
Some people really need that annual boost, if for nothing else to help offset growing Medicare premiums. But others, including many in the HD community,

IF YOU’RE IN YOUR early 60s and retired, you probably have a lot of financial questions on your mind. The next few years may be among your lowest-income and lowest-tax-paying years. Your salary and bonus years are behind you. Social Security and required minimum distributions from your IRAs and 401(k)s have not started yet. You are hearing advice about doing Roth conversions during this low-tax window, and the arguments are compelling. You may also be thinking about consulting or part-time work to stay active and bring in some income.