MANY RETIREES ARE looking for ways to supplement their income. Others would like something interesting to occupy their time and allow them to stay productive and engaged—and, if it brings in a few dollars, all the better.
We’re fortunate to live in the internet age, with the opportunities that it offers. Previously, retirement-income sources consisted mainly of pensions, stocks, bonds, rental real estate and part-time work. Today, there are many other choices, including a few you may not have heard about.

A LOT HAS BEEN written, here at HumbleDollar and elsewhere, about the “when” of retirement. Not surprisingly, there are strong opinions.
For example, I’m a member of a Facebook group where the overwhelming consensus is, “Don’t work one single day longer than you absolutely have to.” Of course, many people don’t have the luxury of choosing their ideal retirement date because life intervenes: They get let go from their job or experience health issues that dictate the answer to the “when” question.

MY CONTENTION: ONE of the most egregious parts of the tax code is the stealth tax on Social Security benefits.
To be sure, if your income is low enough, your benefits won’t be taxed. But around 56% of retired Americans pay taxes on up to 85% of their Social Security benefits. And the number grows each year. Incomes rise, if only because of inflation-driven increases, and yet the thresholds for taxing benefits have never been adjusted for inflation or wage growth.

DURING THE 1990s, I subscribed for several years to Worth, a financial magazine that targets high-net-worth individuals. I enjoyed reading articles that were, for the most part, geared toward folks in a far loftier tax bracket.
One article, in particular, stayed with me: “The Rise and Fall of Retirement” by Stephen M. Pollan and Mark Levine, which appeared in the December-January 1995 edition. Pollan died in 2018. His daughter is Tracy Pollan,

MY WIFE AND I TOOK a two-week trip to Ireland. We flew to Dublin and stayed at the Hotel Riu Plaza. If you’re ever on the run and need a hiding place, just ask for a room on floor 2C. They’ll never find you because of the strange floor plan. All things considered, the Riu Plaza is a fine hotel at a reasonable price, with a good buffet breakfast to start your day.
After touring Dublin for four days,

MY COMPANY SHIFTED in the early 2000s from a traditional defined benefit pension plan, with a formula based on salary and years of service, to a cash-balance pension plan. All new employees would be put in the cash-balance plan. Existing employees had a choice to stay in the traditional plan or move to the new plan.
A generous transition credit for the cash-balance option was offered to current employees. The transition credit was based on a combination of current salary,

WHEN I WAS A YOUNG engineer, I supervised a charismatic worker named Neil, who was a sort of pied piper to the younger engineers and technicians in our group. He was about 20 years older than us and loved to dispense advice like a guru.
His quirky advice usually had a financial component. For example, he recommended that we single guys marry women with curly hair, as that would save tens of thousands of dollars over the course of the marriage,

IT’S CHALLENGING TO GO from saving during our working years to spending in retirement. Our solution: Use a modified version of the 4% rule.
Financial planner William Bengen was the first person to articulate the 4% rule. He wanted to know how much people could withdraw from their investments each year and still not run out of money. Through extensive back-testing, he found that if folks withdrew 4% in the first year, and thereafter increased this amount each year for inflation,

I HAVE TROUBLE accepting things at face value. I like to validate information, checking it against several sources. This is especially true when it comes to all things money- and retirement-related. But it’s not always easy to do.

Do Americans tell the truth about how they spend their money? Do they actually know? Does it really take extreme frugality to save for the future, a talent many folks lack or refuse to embrace?

I look around and,

WHEN I RETIRED, I thought about creating a website and writing about my retirement. I looked into what it would take to build a site and have someone edit my work. The more I thought about it, the more I realized the only ones who would probably visit my site would be my sister, brother-in-law and maybe a few curious friends. It wouldn’t be worth the time, effort and money—especially when HumbleDollar offers all the benefits an unknown and inexperienced writer needs.

GOOGLE THE QUESTION, “How many Americans live on a fixed income?” You won’t find an answer. But we all know “fixed income” is used endlessly to describe the plight of us seniors.

For example, there’s this from the National Council on Aging: “Living on a fixed income generally applies to older adults who are no longer working and collecting a regular paycheck. Instead, they depend mostly or entirely on fixed payments from sources such as Social Security,

RETIREMENT PLANNING is complex because there are so many topics to master. In my chapter for the HumbleDollar book My Money Journey, I organized those topics into four categories: guaranteed income, medical expenses, tax-free accounts and asset allocation. In the book, I went into more depth, but here’s my 10,000-foot view of each one:

Guaranteed income is reliable income that isn’t affected by changes in the stock and bond market,

IT TOOK FIVE FALSE starts to write this column. Each time, I’d inundate readers with information. So, here’s a sixth try.
Have you ever seen those questions to financial advisors on the internet that say, “I have [insert dollar amount]. Can I retire?”
How the heck could the advisor give a reasonable response? To answer the question, it takes more than simply knowing how much you have in the bank. You need a lot of personal and financial information to make the decision to retire.

HOW MUCH DO WE PAY for Medicare? You might think that premiums would be fixed, like the prices on a restaurant menu. But instead, the correct answer is “it all depends”—on your income, which isn’t necessarily a good thing in our case.
It’s a fact of life: The more you make, the more you may have to pay for Medicare, the health insurance program for older Americans. Medicare calls its variable pricing system the income-related monthly adjustment amount,

I RECENTLY COMPLETED a course called England: From the Fall of Rome to the Norman Conquest. Before that was Books That Matter: The Federalist Papers. Okay, I’m a nerd, I’ll admit it.
Since I retired, I’ve looked for avenues to broaden and deepen my understanding of subjects that I was taught in high school and at the liberal arts college I attended. Back then, there were college courses,