Early Retirement And The Wannabe Optimist

My father died from cancer when I was only 18.  Soon after that my grandma from my mothers side developed Alzheimer’s disease and rapidly decayed both mentally and physically.  After 4 years of a miserable low income nursing home in Baltimore she succumbed.  By then my Mom was beyond depression, she simply lost hope.

My mom has probably suffered from depression most of her life.  Born in 1929 months before the great depression started, she grew up with little and a father who deserted her.  But concerns about mental health wasn’t a thing for folks of her generation. 

Sure they had just as many or more problems than we do now, it was just not something discussed.  It was life.  You carried on, you took it with you.

But eventually that life-baggage becomes too much to handle. 

After my grandma’s death my mother’s worldview and demeanor became excessively gloomy.  Everything was bad and worth complaining about.  She focused on the negative, and always expected the worse.  There was simply no joy in her life, or the world.

As much as I don’t agree with or like this world view, it was impossible for this behavior to not rub off on me.  To put it bluntly, I’ve never been an optimist.

 

Depression

Everything was going so good
That I thought something bad might happen
And then it did
– From “Coffee Stain” by Sarah Harmer

I do not have depression, at least from a clinical diagnosis standpoint.  Yes I’ve been to therapy before and my therapist was clear that I was not clinically depressed.  But depression is also not a binary, on/off thing.  It’s a spectrum and an inexact science. 

Was I ever “officially depressed” at any time in my life?  Probably, for sure. 

But someone who is clinically depressed and who has been for years such as my mother lives in a wholly different world.  Listen to the description of what it’s like to be clinically depressed in this short clip from the chief of Psychiatry at the Yale School of Medicine Dr. John Krystal from a recent Tim Ferriss podcast.

 

Making judgements and balancing risk/reward or risk/opportunity are 110% what early retirement is all about.  And Dr. Krystal says depressed people make decisions “colored by the negative”. 

When I contemplate leaving my career and early retirement I know that my thought patterns are somewhat colored by negativity because of my mother and how I was raised.  

Do I really have enough money to last me the rest of my life?  What if it all goes to shit and our economy melts down?  Could I ever get another decent paying job if I leave this career that I’ve put so much energy into?  

When I analyze these questions I tend towards catastrophizing, and fatalism. 

I remember as a kid when things would go wrong my mother saying time and time again things like “our family is just unlucky, we can’t get a break”.  Hearing a mantra like that as an impressionable child has an effect on the psyche.  And it’s hard to turn that ship.

 

Optimism

I’m on a long journey in life to think like an optimist.  It’s hard work for me, but work that I’m dedicated to and that I increasingly enjoy. 

A recent experience hammered home to me the joys of optimism.  I had a big bike race in September that I had done twice before, in 2013 and 2014.  I had a decent race in 2014 and was generally happy with the result. 

Now 8 years older I had a hunch that I was more fit for this race in 2022 than I was in 2014.  But the race itself was now much larger and with a broader field of riders from across the country.  

When I first signed up the pessimist in me started to curb expectations and thought “well I’ll do the best I can but this is a big race now, I can’t expect much”

And because deep down I knew I was more fit than my younger self, that created anxiety.  I feared having a worse result than I did in 2014 would just rehash and validate my old feelings of being a nobody. 

I was obese up until my 30’s and wasn’t on sports teams, wasn’t good at much athletically, and felt left out.  It impacted my psyche and confidence.  As the race date approached my anxiety built to a point that forced me to take stock of my thought patterns. 

I decided to try something different and to think positive, no matter if I believed it deep down or not.  I tried being an optimist. 

This meant sometimes saying out loud to myself “You’re a better rider now, you’re going to kick ass”.  Or, “it’s 2022 and you’re way more disciplined with your diet and sleep than you were 8 years ago, it will show at this race!”

Sometimes I felt silly saying that stuff out loud, but doing it felt way better than the anxiety from the negative thoughts.

Optimist

 

Results

Race day came and the optimist approach had me feeling better than I can ever recall feeling at a start line, which is usually a place of butterflies and anxiety.

I’ll cut to the chase.  I came in third. 

For the first time in my life I got to stand on an official race podium at the awards ceremony with photographers taking my picture.  It was a result above and beyond even what my late-try at optimism could have predicted. 

It would be an understatement to say the whole experience has forced me to reckon with my default thought patterns and how I see things in life. 

It’s especially forced me to reevaluate my often anxiety-inducing thoughts and emotions concerning early retirement.

 

Do The Work, Then Think Positive

I prepared for that race in September, not just in the weeks leading up to it, but in the years leading up to it.  I developed better habits, a better diet, got better sleep, and used better training methods.  Because of that preparation the results showed. 

Likewise, I’ve prepared for early retirement for a few decades.  I’ve lived below my means, saved robotically, invested wisely, and avoided destructive materialism, debt, and lifestyle inflation. 

Because of those behaviors and habits, the results again have showed.  I’m well past financial independence and my work ethic has turned a small side hustle into a nice little business that covers a large portion of my living expenses. 

Just as my fitness and training should have had me in an optimistic state of mind about my race in September as soon as I signed up, my preparation for early retirement should have me thinking nothing but positive about pulling that lever. 

But it’s not that simple. 

A single bike race isn’t very consequential in life.  Leaving a career that I might not be able to go back to could well be

My goal is to apply the lessons from my recent race to bigger things in life.  To be more of an optimist when making decisions that I’ve planned for and that have bigger consequences.   

Optimist

 

Wannabe Optimist

Deep down, I’m still a wannabe optimist.  My recent race and the process of trying positivity was great progress.  As mentioned however, thought patterns drilled into someone from childhood are hard to change. 

But I’m determined to change them.  I know the science – “research tells us that people who are optimistic are more committed to their goals, are more successful in achieving their goals, are more satisfied with their lives, and have better mental and physical health when compared to more pessimistic people.” 

Mathematically I’m pretty darn sure I’ll never run out of money if I quit my part time job tomorrow.  But the math can’t squash my anxiety and pessimistic thoughts about a decision like that.  I’m hoping optimism can. 

And I’m trying to fully get there.

 

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Dave @ Accidental FIRE

I reached financial independence and semi-retired in my mid-40's through hard work, smart living, and investing. This blog chronicles my journey and explores many aspects of personal finance including the psychological and behavioral factors that drive our habits.

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22 Responses

  1. Stan says:

    Hi Dave
    Always appreciate you sharing with us your journey. I’ve been fully retired for 5 years now leaving a career I loved at 54. I still do some consulting through my LLC but only when the project looks fun. It’s not about the money. It’s about the content and the people with whom I’ll be working. Maybe that’s the pivot point? Can you scale back work to the point it doesn’t get in the way of the myriad things yet to be done? Can you sell your biz and serve as an advisor for a nominal fee just to the level it affords the flexibility you want? Retirement is not about “not working.” I’m still volunteering at the homeless vets village 3 days a week. There is lots of physical labor as part of it but it’s not work per se. But I do it because I love it and the people I serve. Maybe it’s about the time you want that doesn’t require selling that said time for money. Anyway, thanks for your work here. Keep striving for positivity. When we look outside ourselves and help others, it’s hard not to be positive. Then that aura attracts others who want to be a part of your positivity. Kinda weird but it does seem to happen.
    Cheers
    Stan

    • Dave @ Accidental FIRE says:

      I’ve already been scaled back at work to 20 hours a week for over 5 years now, my part time job isn’t the issue. It’s a negativity or fatalism bias that was trained into me as a kid. The things you’re doing are really cool and you’ve clearly set a productive path for your retirement. To be clear I do not worry about what I’ll do in full retirement – I have more than enough interest and hobbies and fully plan to volunteer and continue with my business etc. It’s the simple risk of retiring and leaving a career, and having faith that the economy won’t crash and I won’t run out of money. Deep seated mental biases are hard to conquer but I’m fighting – thanks for the comment and happy t-day!

  2. Steveark says:

    I’m sorry for the struggles your past has put you through but you are clearly a winner and overcomer. While it might sound trite I also think people like you who have had to fight through beliefs and outlooks you inherited are stronger and better people than people like me who have had life just fall into their laps with very little effort. Great parents, great spouse, great career, great kids and great life, without ever working very hard at any of it. That doesn’t develop a lot of character, it takes some hard times to do that. I’m not complaining, I don’t like hard times, but I think you are better for having come through some of them.

    • Dave @ Accidental FIRE says:

      First off, I AM NOT better than you or anyone else, full stop. I understand your thinking in writing that and even see the logic in your thinking but you also have to consider that had you experienced the same childhood and struggles that I did you would also have beat them as well as me or even way better than I did. You have been tremendously successful in life and just because you had a stable upbringing and family that doesn’t mean it was handed to you on a silver platter. You worked, you showed up. So many who also had good upbringings don’t. Again, I understand your thinking in your comment and do see that it appears folks who have fought through more in life are tougher than others, but those others are also very capable of fighting through things and maybe just haven’t been tested in the same ways. That’s no one’s fault, it’s just the way it is. It’s the luck of the draw, no one gets to choose their parents unfortunately. Overall as you said in your last sentence, I do feel in a weird way that I’m somewhat better off for having overcome a lot of baggage, but was that journey worth gaining that toughness? That’s a tough question to ponder with a lot of nuance. Either way Steve thanks for the comment and happy t-day!

  3. Great post Dave, and I believe your story is a lot similar to many others, where ‘depression’ is a taboo subject. I think depression is more ‘accepted’ today, maybe because we have a better grasp on how to treat it. That said, it made you who you are, and that my friend is a good thing!

    • Dave @ Accidental FIRE says:

      With the greatest generation (my mom) is was beyond taboo, it wasn’t even a topic. With Baby Boomers it at least became on the radar but still taboo. And now in the past 15 years society has come a long long way – mainly because we keep getting sicker both physically and mentally (which are the same) so it’s out of necessity. With obesity at 43% and rising most psychiatrists are now sold on the science that obesity is a huge driving factor in depression and anxiety, and that’s another reason it pisses me of that we use the terms “physical health” and “mental health” separately. Last I checked my brain was part of my body, and I suspect yours is too 🙂 Thanks for the comment and kind words and have a great t-day!

  4. Middle class says:

    Congrats on winning a spot on the podium! It must feel surreal.
    Cognitive therapy helped to reduce my negative spiral type of thinking and reduce anxiety.

    • Dave @ Accidental FIRE says:

      Thank you, yes it was 2 months ago and I’m still beaming about it!! I’ve read a lot about cognitive therapy, glad to hear it’s worked for you – happy t-day!

  5. fiforthepeople says:

    Congrats on your outstanding accomplishment in the bike race! Like you, I’m a default pessimist (I’ve been shaped by nature and nurture) and very much trying to change myself into an optimist. I love that the FIRE community is overpopulated with realistic optimists. That’s provided me with positive examples and inspiration. It’s also helped me get out of my own head, inlcluding by helping me keep at bay thoughts of objectively low-probability adverse financial results.

    • Dave @ Accidental FIRE says:

      The FIRE community… oh man, you are right. I see some of these kids (and they are that when they’re 28) leaving their good paying jobs with maybe $600k in the bank. Now one could argue the merits of that either way, but you can’t deny their optimism and confidence, it’s amazing. Thanks for the comment and kudos and happy t-day!

  6. i come from a place of low expectations too. i remember when it was time to think about college and being told i wouldn’t be able to attend. luckily i never bought into that psyche when it came to academics. i just said “have you seen my test scores, dad? gimme your past couple of years tax returns and i’ll fill out the forms and see what happens.” hell, i even got accepted to cornell in the ivy league (but attended somewhere else).

    when you and i had lunch last month i remember walking away thinking: that dude is about what i expected just from the writing. the real takeaway was more like “that dave is one of the most positive people i have ever met.” if you struggle with doubt you hide it well amigo.

    • Dave @ Accidental FIRE says:

      Haha, you were what I expected as well except I thought you’d cuss more 🙂 I’m glad you thought I was positive as I’ve always been that way in my interactions with people. The pessimism and negative thoughts are in my head, and usually when thinking about big decisions or even opportunities. I’m good at masking it, hell I wouldn’t have any friends if I were a drag to be around. In the end we both did pretty damn good for low expectations

  7. veronica says:

    I took a zen Buddhist approach when I quit my full time job. “Leap and the net will appear”.

    Everything turned out fine. Which is not to say that it turned out the way I envisioned/planned it, but it all turned out fine.

    • Dave @ Accidental FIRE says:

      I like that phrase, and living that way takes a lot of boldness. I hope it keeps being fine and even getting better for you!

  8. I really appreciate what you’ve shared here. As someone who has been depressed for my entire adult life, I know that my decision process is different from others and has definitely affected my financial journey (not in a good way, I’m fairly sure)…but I do like the concept of a “wannabe optimist”. That’s what I need to be training to become!

    • Dave @ Accidental FIRE says:

      Join me in training Dave, there’s no coursework or curriculum but just trying to be stoked for every day is a good way to do it 🙂

  9. Noel says:

    Sometimes being a wannabe is all it takes. I’m a true believer in the “fake it till you make it” mentality. Nothing comes easy. Half the battle is having self awareness into our own psyche…some people never even realize the mindset they have or how little things in childhood can add up to big things in adulthood. As a natural optimist, for me the problem is knowing when to take the rose colored glasses off and accept the reality of a situation. Great piece

    • Dave @ Accidental FIRE says:

      Great points Noel, self awareness is crucial to work on any problem. Sounds like you have it though even though your problem is different than mine. Happy t-day!

  10. Liz says:

    I think sometimes our brains need proof. Yours was the training you knew you had, with validation of placing on the podium! Great job!

    I did a 5k that warm day in Nov and didn’t hit the time I’d hoped for, but as my friend pointed out, for starting near the back of the pack, to finish midway for my age group and the race meant I passed people. I’m not as slow as I initially felt! As there was also a 10k group doing 2 laps, and a 1k fun run/ walk…out there the sense of passing folks didn’t sink in until I saw the numbers. My next 5k is a bit flatter, and I’m hoping for Dec it’s a decent weather day. 2019 was my first 5k, that now I’m looking for improving times and consider myself a runner…wow!

    I’ve recently recognized I try to plan for less desirable outcomes to avoid the discomfort of disappointment. Yet, I have many years of proof / evidence I’ve overcome some significant unexpected obstacles with resilience and positivity. It’s that slow shift, like turning a large ship, to embrace the confidence mind-set vs the worry.

    • Dave @ Accidental FIRE says:

      Congrats to you Liz, that’s awesome. You should sign up for a flat race, those are obviously the best to get a good time. As for the discomfort of disappointment and expecting less, I agree it can help to buffer bad results. But if taken to an extreme it has a dark side of perhaps not allowing you to push as hard as you need. There’s definitely a goldilocks zone of expectations where you’re asking enough of yourself to do your best, but not expecting to be the best in the world or to win so you don’t get too disappointed. It’s a hard zone to get right and I imagine it flexes over time. Keep running!

  11. Man, can’t believe I missed this post earlier. Probably one of my favorites! I’m coming late to the party, so there’s not much to be said that hasn’t been already. With that, congrats on reaching the podium, and good luck on the constant fight to improve yourself. I’m right there with you on the later.
    Thanks for talking about your issues with depression. I’ve struggled with this too, and I suspect financial independence is attractive to those of us seeking some control over our lives, partially to compensate for such issues. I think it’s helpful when successful dudes like you who have “made it” bring up the battles you fought, and continue to fight, so others out there know they’re not alone.

    • Dave @ Accidental FIRE says:

      Thanks for the kinds words… I guess you could say I’ve “made it” but I still have a lot more to make 🙂

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