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What’s Really on My Mind These Days

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AUTHOR: Dennis Friedman on 11/26/2025

My retirement has been wonderful so far. Honestly, sometimes I have to stop and remind myself how lucky I am. Rachel and I have our health and enjoy each other’s company, which is not always true when a couple retires. However, there are four things that concern me as I reach my mid-70s.

Feeling lonely. I tried calling Mark, my old high school friend, a couple of weeks ago, and I haven’t heard from him. I tried again and got a message that his mailbox was full. I texted him asking him to call me when he had time.

This isn’t like him. I’m beginning to think there’s something wrong. He has health issues, and when you’re my age, you think the worst.

I can’t keep track of all the people who were a part of my life who have passed away since I retired. Some of them I was extremely close to and will be terribly missed.

I never thought that when I retired, I would be more concerned about running out of friends than running out of money.

If I ever lost Rachel, and I keep losing friends, I think I’d need to move into a retirement community just to have more people around me. The silence would be too much.

Stock market bubble? Lately, it feels like the economy has been built for people like me — retirees who already own their homes and have money in the stock market. I never expected our net worth would jump this much these past couple of years. 

The rise in real estate prices and the AI-fueled market boom have nudged Rachel and me into spending more freely. We eat out more than we used to — not fancy places. We even booked business-class seats on our last trip, something I never imagined I’d do. And lately, I’ve been walking around the house noticing little projects and thinking: Why not? Let’s fix that.

But underneath all that comfort is a knot in my stomach. If this AI boom fizzles, the wealth effect that’s padded our lives could disappear just as quickly. Every time I read that Nvidia now makes up around 8% of the S&P 500 and the “Magnificent Seven” accounts for about 35% of the index, I feel a twinge of the same uneasiness I had during the dot-com era. I keep asking myself: Are we all betting too much on too few companies?

These few companies are spending billions of dollars on AI. The question on many investors’ minds is whether they will make enough money off AI to recoup their investments and turn a profit.

Still, I’m not changing my portfolio. Maybe it’s trust that things will settle. The market has risen so much that I’d probably be fine even if it slid. And unlike the dot-com days, these companies at least make real money.

Even so, something about this AI rush feels fragile. Like we’re all enjoying the party while quietly wondering when the music will stop.

The Economy for Others. What worries me even more is that this strong economy doesn’t seem to be helping everyone. It’s so hard for younger people to buy their first home — the median first-time buyer is 40 now. Airlines are struggling more with filling economy seats than business class ones. And one out of eight people in this country depends on SNAP just to buy food.

I’ve also been reading about how tough the job market is for recent college grads, partly because AI is reshaping entry-level work. I sometimes wonder whether my son-in-law will ever feel like he’s on the same financial footing we had at his age. He’s got a good job, but the economy doesn’t seem geared toward helping the younger generation or those who are struggling. 

All of this leaves me in a strange place emotionally. On one hand, I know I’ve benefited from this market boom — more than I probably deserve. On the other hand, I’m not blind to the fact that this same economy feels like a completely different world for people who aren’t retired homeowners with investments. I can enjoy the comfort it’s given Rachel and me, but I can’t ignore the uncomfortable thought that the system seems to be lifting some of us up while quietly letting others slip behind. 

Will I get the health care I need when I need it? One thing I never expected to worry about in my 70s is whether I’ll be able to see a doctor when I need one. My urologist — the same one who has always returned my calls and squeezed me in when something felt off  — is switching to a concierge practice. He says he wanted to offer “more personalized care.” Then he handed me a brochure with fees ranging from $1,200 a year for the basic level to $12,000 for the premier package. None of it’s covered by Medicare. These fees do not include the additional services listed in his contract agreement that go beyond what Medicare pays.

I sat there thinking: I just need a doctor who will see me when it matters. Even he admitted the new setup might not be a good fit for me and suggested I find another urologist. When I walked out of his office, I felt like losing another person I had depended on.

Now, I’m concerned that I won’t be able to find another doctor who will be there for me when I need care. It already takes seven months to see my geriatric doctor. My dermatologist is booked months out, too. Everyone keeps saying that older adults will need more medical care, but the system feels like it’s shrinking right when I’m finally entering the phase of life when I need it most.

I try not to dwell on it, but sometimes I imagine waking up one morning and seeing blood in my urine again and not knowing who to call. It’s an unsettling feeling —  the kind that lingers and makes you realize how much you took for granted when you were younger.

Although I have these concerns, I’m thankful every day for Rachel, for the life we’ve built, and for the good fortune we’ve had. But retirement isn’t the carefree stretch of leisure I once imagined. It’s a period of adjustment — to loss, to uncertainty, to an economy and a health-care system that feel less predictable than ever.

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Edmund Marsh
3 hours ago

Dennis, I’m nearly 64 and still working part-time, so I’m a little behind your stage of life. But while I have no serious health problems, and my finances give me every reason to feel confident, I also think about the issues you raise. The common thread in most of our troubling thoughts is people. In one way or another, as we age, relationships that are important to us get severed.

Sometimes we aren’t given a choice, like your doctor’s decision to change his practice or a friend’s illness or death (I hope that’s not the case with Mark}. But when we do have a chance to lengthen or deepen a friendship, including with our spouse, we should take the opportunity to do so. I’m guilty of not heeding my advice too many times.

Thank you for this article. I enjoy both your thoughts and your writing.

Winston Smith
12 hours ago

Interesting substack on what the “poverty line” really is. Based on this I guess I need to be on food stamps …

https://www.yesigiveafig.com/p/part-1-my-life-is-a-lie

mytimetotravel
8 hours ago
Reply to  Winston Smith

Thank you. That is a fascinating – and sobering – article.

Mike Gaynes
10 hours ago
Reply to  Winston Smith

Winston, thank you for posting that. I never heard of Michael Green, but that is a powerfully thought-provoking article.

Jeff Bond
12 hours ago

Dennis – good to see you posting again. Your description of being unable to reach an old friend reminds me of a conversation I had with my Dad many years ago.

I was still working, and I would routinely leave from work to meet with him and have dinner somewhere (approximately an hour drive from where I lived and worked). One time he said he was a bit lonely and I suggested he call his golfing buddies for a get together. He informed me that he had outlived two different foursomes and had neither the strength nor endurance to play golf anymore. He as probably about 90 years old at that time.

I learned that lesson the hard way. I tread carefully when talking to older friends about potential activities – but the need for social outreach and communication remains. I think my Church does a really great job with this. I read about CCRC residents who have active and fulfilling social relationships. The options are out there.

mytimetotravel
12 hours ago

All valid concerns. On the loneliness issue I’m with Chris – choosing the right CCRC would be a big help. I’m sure one reason mine is so popular (there are now 1,200 households on the wait list) is because the residents are so friendly and welcoming.

WRT finances, I set my stock allocation at 50% some years back, and rebalance occasionally. I do worry about possibly running out of money if inflation takes off again, but my CCRC has promised to keep me. I also worry about the effects of automation and AI on the job market. I used to think having robots replace factory jobs would be beneficial, but we need a better safety net for that to work out.

DrLefty
13 hours ago

I’ve been surprised as a new retiree how chronically anxious I feel. Like you and Rachel, we have a good life and a lot to be grateful for. You’ve hit the nail on the head about some of the reasons why.

R Quinn
9 hours ago
Reply to  DrLefty

Is the anxiety over financial matters or lack of work involvement mostly? My anxiety today is health issues, but i never felt anxiety when i retired or the years after.

baldscreen
10 hours ago
Reply to  DrLefty

Dana, the chronic anxiety will get better. I had this also, and now that we are almost 2 years in, it is less than it was. Chris

Chris G
13 hours ago

Thanks for an enjoyable post – I share your feelings on these topics. The loneliness factor began looming large in my mind about five years ago as I lost my closest pals. Two brothers and a sister-inlaw who was a friend of 60+ years) died. Our best friends decided to sell their house near us and move into a residential cruise ship. We do not have children. Our response was to investigate local options and then join the waitlist for a non-profit Continuing Care Retirement Community with a large endowment. We moved in three years go, and feel it was one of our best decisions ever. We are making lots of friends, mainly through volunteer activities. Many newly-arriving residents are our age (early baby boomers), but I’ve also found good friendships with those who are 20 years older than I am.

Your concern about the economy for others who are less fortunate than we are is well-placed, and shared by residents and management where we live. Cities like ours with a high cost of living push employees a longer distance away to find affordable housing. Many service people in our state who work in farming, food service, and health care have traditionally emigrated from other countries, and now their options have changed.These are hands-on jobs that can’t be done on a computer from afar. Many of our medical professionals also moved to our state from other countries in the past. Perhaps that will be changing, too, adding to the shortage of doctors.

I agree with another post that many generations do have major challenges. I started thinking about 1980 when my husband and I married. We were trying to get a mortgage when interest rates were in the teens, and headlines convinced us that we shouldn’t expect Social Security to be there for us when we retired. The upside was that we were propelled to open and fund retirement accounts relatively early in life which appreciated over the years.

Jerry Pinkard
15 hours ago

Dennis, thanks for an interesting article. One of the downsides of living a long life is losing so many friends and family members along the way. My mother went through this as she lived to be 89. She would have a best friend. Then that friend would die and she would find another best. This cycle repeated itself several times. I am experiencing the same thing at age 81.

Life is a series of adjustments, and in old age, we are not immune to that.

baldscreen
15 hours ago

Good thoughts, Dennis. To answer your doctor question, the past few times I have needed something simple, like antibiotics, I had to go to urgent care b/c it was going to take several days to get into my PCP. It was kind of crazy. Chris

OldITGuy
9 hours ago
Reply to  baldscreen

So true. My wife and I will try our GP, but then if they can’t work us in we use MD Live for a tele visit if all we need is a prescription for something simple like antibiotics. Not sure how that’ll work in 2026 as I heard Medicare is ending this option Jan 31, 2026, but congress is considering making it permanent. Who knows what’ll happen.

R Quinn
15 hours ago

Well Dennis, you started my day off on a high note. 😢

Your observations are valid and of course many of your concerns are not unique to us retirees.

‘But you know what, take a look at the past hundred years or so.

They were filled with crisis, wars, economic disasters, pandemics, housing bubbles, market crashes and more. Health care was far less advanced.

Graduating high school or college meant facing the draft before a job or in my case active duty in the middle of my career.

Finding a house or job might have been easier at times, but our expectations starting out were more modest, I’d say reasonable.

Working two jobs if necessary or extra hours was not considered a failure, but drive and ambition.

In other words, will people complaining in 2070 observe how easy they had it in 2025?

OldITGuy
9 hours ago
Reply to  R Quinn

I like your last sentence. I remember as a young U.S. Marine back in the mid 70’s an “old” gunnery sergeant telling me that I should expect to hear very often from my fellow marines how “their last duty station was wonderful and how bad their current duty station is”. Sure enough, I heard that a lot. I’m sure for some of them it was true, but for the rest it might just be human nature.

Neil Imus
16 hours ago

Wonderful article Dennis. You have clearly spelled out the retirement anxieties that have been troubling me lately but that I have been unable to articulate. Identifying the problems helps me to focus on issues I should be focusing on. Thanks for your article, and Happy Thanksgiving to everyone!

Jeff
14 hours ago
Reply to  Neil Imus

Agreed. Dennis, you certainly hit all my anxiety triggers! The trick is to put those triggers at bay, and continue to appreciate the “now”.

Greg Tomamichel
20 hours ago

Dennis, good to hear from you again.

Whilst I am more of an optimist regarding the economy and stock market, I wholeheartedly agree with your sentiment about loneliness. I am fortunate in my current situation, but I come across people that seem to be very isolated. There seems to be a terrible sadness that comes with feeling all alone.

With regards the economic situation in the USA and the challenges for younger people, I won’t offer any opinion as I am from Australia. The last thing the USA needs is for some ignorant Australian to pretend they know it all!

But I did read this article from Ben Carlson which I thought was an interesting alternate view, based upon data that he pulled together. Now Carlson is generally on the optimistic side of things, but I felt that the data included was pretty powerful.

https://awealthofcommonsense.com/2025/11/what-if-things-are-better-than-they-seem/

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