Top 5 list of surprises from early retirement.

TheQuestionGuy

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Questions pertain primarily to those around 60 before social security kicked in or before medicade/medicare kicked in.
But also interested in those who retired at 65.

What are the Top 5 items that caught you off guard and maybe seconded guess your retirement whether early or even at 65.
 
Retired at 56. Now 64. I think the only real surprise was how smoothly it has been. I had no "slap in the face" realities that popped up. I suppose the biggest one might be the health insurance cost situation that is related to your other question that you posted. When I retired, ACA was stable and provided me with good, affordable insurance. Over the years, it has been destabilized by various factors and we are paying the price for it. Literally. My 2026 insurance cost is likely to be 10x what it was when I retired in 2018. But financially, I can handle it until I turn 65.
 
I was a little surprised that I didn't miss work at all and I did love my career. Secondly, I was surprised that there haven't been any moments of note of true boredom. Thirdly, I discovered Pickleball and it is one of the best pleasures of retirement.
 
Nothing. Retired at 53 and have been paying full freight for health insurance premiums for the past 9 years.
 
My 2026 insurance cost is likely to be 10x what it was when I retired in 2018. But financially, I can handle it until I turn 65.
You have to be careful with that! We're in our late 70's and have found medical insurance under Medicare (me) and Medicare Advantage (DW) is far from negligible. When we added our premiums up for 2025 tax purposes, total premium costs amounted to almost $24k. You've likely already done this, but if not, run a pro-forma look at what you'll pay with Medicare + Part D + supplement, especially if you'll be impacted by IRMAA.
 
Surprises?

Though expected, it's still surprising that I've been skiing, mountain biking, hiking, and traveling more since leaving the full-time behind.
 
Fully FIRE'd at 55 (DW) and 58 (me). The first two to three years were full of adventures like (1) stretching out unemployment benefits to almost two years thanks to special provisions of the Great Recession economy, (2) learning how to juggle severance money and expiring stock options and (3) learning how to invest our FIRE assets for the withdrawal phase of life.

After about three years of those rough waters, it's been fairly smooth sailing.

Technically, I'm not retired. I'm long term unemployed!
 
You have to be careful with that! We're in our late 70's and have found medical insurance under Medicare (me) and Medicare Advantage (DW) is far from negligible. When we added our premiums up for 2025 tax purposes, total premium costs amounted to almost $24k. You've likely already done this, but if not, run a pro-forma look at what you'll pay with Medicare + Part D + supplement, especially if you'll be impacted by IRMAA.
For sure. I didn’t mean to minimize the costs of Medicare.
 
1. The finances eventually fall into place. The lifestyle questions are what you should focus on.
2. There are many ways financially to have a successful retirement.
3. Health, health, health
4. Learn and keep learning.
5. Don’t be too cheap. After all you earned this retirement your entire life.

Extra credit. Understand return sequence risk especially if retiring now.
 
It's a surprising how many "w*rk" dreams I have. I'm going on 15 years retired...

Such a relief, after waking up for a few minutes, knowing I'm not there anymore! Luckily, most of them are in the early morning, not middle of the night.

I just roll over and feel really content to go back to sleep for a while. :)

W*rk must have really gone deep into my subconscious during those 35 years.
 
Biggest surprise was how money was the least thing I needed to worry about. In a few months I will have 10 years into retirement and our portfolio has grown 121% not including real estate.

The second most surprise is I don't seem to have time to get all I want to do. I have found many more hobbies and other things of interest that keeps me busy. Life has been very good for us in the last 10 years.
 
Technically, I'm not retired. I'm long term unemployed!
That's a good description! As I'm fond of saying, the only difference between retirement and unemployment, is that the retiree has more money.

The first time that my career peremptorily collapsed, I was already financially independent, by conventional definitions. My material standard of living didn't change, whether there was an incoming paycheck, or not. But then one had to reckon with the psychological absence of that paycheck, etc.; plus, no longer being able to add to my portfolio. I couldn't abide that, and so, made every effort to return to work. The process repeated itself some years later.

The OP's question is wisely delimited, by age. There is, I think, something magical around age 60, plus or minus. Sure, that's "early" retirement in the sense of Medicare or Social Security, but it's not distantly early. Now try the same, some dozen or score years earlier... very different psychology, very different pressures and sense of self and sense of "enoughness"... even if one is comfortably FI.

Successful retirees, retire on their own terms. Even if the sudden withdrawal of office-dynamics at first is jarring, one gets used to it, and grows to enjoy it, if one's exit was planned, voluntary and deliberate. And if not... I dare say, not.
 
Biggest surprise to me was becoming more of a night owl. Used to get up somewhat early for work start at 7 am. Now I don't get out of bed until 7:30-8 range on typical day. After so many years of alarm clock and early mornings it didn't take long to change to what I presume is my more natural clock. 11:30-midnight is my usual go to bed time now.

I guess second is do not miss work at all. Only keep in touch with one person. Moving 1500 miles away may have some to do with that.......
 
Both retired at 55 20-years ago. Income is from 3-pensions, no debt. Started SS at abe 62. We were still able to travel in our motor home for as much as 3-4 months at a time, 6-mos total out of 12. Didn't know about FireCalc so entered expenses over 3 years (might've been more...can't recall) and anticipated pension payments into a spreadsheet and results looked good. Point is...there have not been any unpleasant surprises other than my 'plan' worked.
 
Successful retirees, retire on their own terms. Even if the sudden withdrawal of office-dynamics at first is jarring, one gets used to it, and grows to enjoy it, if one's exit was planned, voluntary and deliberate. And if not... I dare say, not.
Very well put - I know some people who retired involuntarily. They are pretty miserable despite being financially secure.

As for me, I retired in my 50s when I was sick of work and left on my accord. My wife on the other hand, still enjoys her work and is still working.
 
Top 5 surprises for us:
*Finances--after years of frequently going without, having more $ than we ever thought possible on a monthly basis via pension and ss
*Investment/retirement accounts hit a number we never dreamed of
*Grandchildren, unexpected but so loved
*how fast the time has gone, almost 10 years
*leaving behind the trauma induced stress that frequently occurred at work (DH in criminal justice, me in nursing)
 
Very well put - I know some people who retired involuntarily. They are pretty miserable despite being financially secure.

As for me, I retired in my 50s when I was sick of work and left on my accord. My wife on the other hand, still enjoys her work and is still working.
Retiring voluntarily may lead someone to wonder if he/she has 'left too much on the table'. Involuntary retirement - decision is made for them and just to have to live with it :2funny:
 
Retiring voluntarily may lead someone to wonder if he/she has 'left too much on the table'. Involuntary retirement - decision is made for them and just to have to live with it :2funny:
That actually is quite whimsical - thanks for the laugh!

Beyond whimsy, the question of "plausible deniability" has been ricocheting inside of my head for some 40 years. If faced with loss or reversal, but able to shirk blame, one the loss doesn't sting as much, and the reversal feels more like an ineluctable act of nature, rather than a personal oversight. This works if one is in a lucrative but boring and frustrating job, unable to justify the leaving-on-the-table, but miserable and feeling enslaved to the concept of grasping for more dollars. We have lots of example of that... Silicon Valley types, earning $700K/year, but working 90/hours a week, losing sleep and prematurely graying. Just yesterday, I think, we had a "I finally retired!" update from one such likely fellow. So far at least, he's positively delighted!

Let me give a counterexample, by analogy. Boyfriend and girlfriend have been together for a while. The relationship is growing stale, the romance has faded, and both are questioning what ultimately binds them. Each is sort-of considering break-up, but both are sufficiently comfortable with the status quo. Then one fine evening, one of them comes home, finding that the other has moved-out, leaving a terse note of goodbye. How would that feel? Sure, it really wasn't a relationship worth preserving. But to suddenly have it brought to conclusion, just like that, with no warning or preparation?
 
I had a sliding window for my last 4 years of working when I would pull the plug. Two years ago April I retired at 63, and DW was a SAHM for most of the time. We have been living off taxable and waiting to collect SS at 70. DW is 1yr younger and does not have enough SS credits, so will start spousal SS when I start.

The biggest shocker is I have less time than I did when working. DW and I are usually out straight a good 4+ days per week between family, grandchildren, projects, and other activities. When summer gets here, the 4+ days will be closer to 7 days. The difference is the pace of things can be slower whenever we want 😀

Number 2 is how smoothly everything has gone. Even though I planned and analyzed everything for a bunch of years (actually the engineer in me over analyzed things) I was expecting that I missed something. Nope.

Number 3. On the 1 year anniversary of being retired there was a few weeks of withdrawal from not working. I enjoyed my career and missed it. Then without realizing it that feeling was in the rear view mirror.

Number 4. I forfeited a large amount of stock options on the table when I left and thought I might regret it. Nope. I quickly realized my time was worth much more.

Number 5. Thought that I would get stressed without having any income. Nope. Again time was more important to me.

And we love it!
 
Retired at 56. Now 64. I think the only real surprise was how smoothly it has been. I had no "slap in the face" realities that popped up. I suppose the biggest one might be the health insurance cost situation that is related to your other question that you posted. When I retired, ACA was stable and provided me with good, affordable insurance. Over the years, it has been destabilized by various factors and we are paying the price for it. Literally. My 2026 insurance cost is likely to be 10x what it was when I retired in 2018. But financially, I can handle it until I turn 65.
I had a bad feeling about the future of the ACA from the start, so I made sure to stay long enough to get retiree healthcare from my last employer for both me and the young wife.
 
A lot of it is social --- if your social life was very much tied to work and you no longer have that in common it can be like starting over in that regard. Or not, and living a less socially rich life.
Exacerbating that is if the majority of your "about the same age" friends and acquaintances are still working it can serve to push you apart somewhat. Vaguely like the situation where a couple has children and slowly finds their social life shifting to doing things with other couples that have children.

Another factor is expectations and plans. My sense is that many people have a list, either vaguely in their head or actually written down in detail --- about what they want to do when they retire. My experience, and I think this might be common (?) is that I plowed into this list, somewhat like it was a job but with more relaxed hours and less stress. And no or few deadlines.

My experience was that I ultimately got to about half of the things on my "after I retire" list, found that I really wasn't interested and motivated enough for the other half and then began to shift to other interests. I don't think this is entirely predictable.

Volunteering is another thing that I think a lot of people have to learn about through experience. I would suggest not volunteering for something that "sounds good on paper" but in fact is not something that you actually want to do. That and being really clear on boundaries, being comfortable saying "no". It's easy to get involved in a volunteer group and start feeling somehow guilty because the organization needs more time/energy and you don't really want to give it. It's not on you personally whether the organization succeeds or fails, no matter how worthy.
 
Retiring voluntarily may lead someone to wonder if he/she has 'left too much on the table'. Involuntary retirement - decision is made for them and just to have to live with it :2funny:
I actually did leave a lot of money on the table when I retired. My field is machine learning/AI so you can well understand just how much I gave up. But I have no regrets! But I was so sick of work by that point that I never looked back although I have had several offers since then.
 
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