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Tell HN: Turned 44 today and I'm lost

 2 years ago
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Tell HN: Turned 44 today and I'm lost

Tell HN: Turned 44 today and I'm lost 124 points by 0414throwaway 1 hour ago | hide | past | favorite | 153 comments Been professionally developing since my teens. Was the first person in the history of my university who was both a fulltime student and full time employee. Exceeded in all expectations at every job. Became the founding CTO of a start-up, put my heart and soul into it, and we sold for low 8 figures. Started a second company with some of the same people but directions started to diverge and I left. I moved to a different state for another job. Became a freelancer for a while. One of the guys who was at both start-ups recruited me into his current company with a total comp far exceeding what I asked for. All mortgages, car notes, and credit cards are paid off and our investments are enough for our day-to-day. I’m really only working for the health insurance.

But I've never been more unhappy and lost.

I used to joke that I would be dead by the time I was 40 though stopped because The Wife hated hearing it but I do feel like I have no plan past this point. Being in pandemic lock down during this time hasn't helped. I told my therapist that I feel like I've hit my mid-life crisis, though not your typical one as I'm not going out and buying a muscle car to cruise high schools. I know I'm depressed and have been for the majority of my life. Been in therapy for a while and tried various pills (didn't help), TMS (somewhat helped), and thinking about trying Ketamine.

I feel like I've hit my zenith already and it's just a slow decline from here on out. I’ve been dreading this day because it’s a sad reminder of that.

A lot of comments have said "stay in therapy" or "quit therapy", but my immediate reaction is that maybe you have the wrong (ineffective) therapist and need to switch.

My spidey sense went up when you mentioned what "you told your therapist", full stop. I was at least expecting "what my therapist responded" or "what my therapist told me that didn't work". That really (spidey sense, no evidence really) implies that your therapist is having low impact.

I've had half a dozen therapists in my life. What I realized is there's a huge difference between most therapists and good ones. With a typical therapist, not much happens, you phone it in and they don't notice or call you on it. A good therapist somehow has a way of listening and then catching you properly off guard at least once or twice a session. They can stare into your soul and see through your bullshit, even when you don't notice the bullshit you're saying. If you don't feel that incisiveness, perhaps it's time to start shopping for a new therapist.

Therapy really is a 100x profession.

Sorry you feel that way, I'll try to be frank here, if my advice isn't useful, just don't take it.

I know a few people exactly like you, that like to boost about how well off they are and that are depressed and sad, but they treat life as it is a game of competition, this is why they usually start by displaying how "they've won", but in reality they were the only ones that were silly enough to only think about work.

What do you like to do outside of work, that isn't some sort of addiction, such as gaming, gambling and doesn't give some kind of thrill that you also get in business and while making money? Try to spend more time doing those things.

Also to say those things to your wife and come here and say is load, makes me believe you don't respect her at all. What does your therapist say about this?

You've decided to waste the best years of your life working a lot and making money, and now you fail to appreciate the things you've conquered etc. At your age, there is still a lot of things you can do. Now there is still a lot of golden days, but it will never be like you were 20, for sure.

Such as, if you try to skate, every fall will hurt much more than when you were young and take longer to recover. Same is for playing an instrument, will take much longer to learn. We are like fruits, eventually we will get rotten.

Also the way you talk about depression seems like you want to hide behind it. Honestly depressed people can't get shit done as you do, I live with somebody with it and they can't wake up, have a business or deal with commitments as you've done, to me it seems you are mostly sad because you want to always be on a peak, winning, sort of like a cocaine addict, hence my earlier comment about addiction.

A therapist can help with that, invest on more sessions and if the current one isn't working, find a new one.

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> Honestly depressed people can't get shit done as you do, I live with somebody with it and they can't wake up, have a business or deal with commitments as you've done, to me it seems you are mostly sad because you want to always be on a peak, winning, sort of like a cocaine addict, hence my earlier comment about addiction

This isn't true, depression has a pretty wide spectrum, and some depressed people are fairly high functioning. There are vast differences in severity, and it also surfaces differently in different people.

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> but in reality they were the only ones that were silly enough to only think about work

A lot of people find passion + work align. It's ok not to waste your time watching TV, sports, playing games, art, and all that stuff people do to distract them from life. It is ok for your hobby to be work.

There are just enough people who aren't driven to work, that it bothers them. I can work 10 hours every day, and enjoy working that way on the weekends. Life is boring - if you're in charge of work, it can be fulfilling.

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Time you enjoy wasting is not time wasted.

just because you feel work is the only thing that gives you purpose doesn't mean it's the only thing. Having material goods and producing material goods for others isn't the only purpose in life and a majority of people will not find true happiness out of this.

It doesn't mean that laziness is the way to go, but viewing having hobby's that don't produce something as a bad thing is an awful outlook on life and just makes you a slave to others.

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> It's ok not to waste your time watching TV, sports, playing games, art
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Basically he's someone who only finds value by producing economic value for someone else. Their own wants, desires etc have no value to someone else so therefor should not be pursued. It's a pretty fucked up view of what life should be. I'm sure they're someone that views old people as having absolutely no value in life as well.
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Depression is not one thing, not everyone experiences it the same way as the person you live with.
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Echoing what other commenters are saying. Depression takes many forms, and some of them allow you to still function. Just like some people can be a high functioning alcoholic, some people can hold down a job and achieve high levels of professional success while everything else in their life is crumbling to their depression.

There's also like 5 classes of antidepressant drugs, and several more that don't fall into a specific class. Each class has several options. If the first one doesn't work for you, that doesn't mean the next wont. The biological causes of depression aren't well understood and it's trial and error to find one that works for you. I would encourage people who are depressed to talk with their doctor, and find a medication that works for them. And don't be afraid to tell your doctor one isn't working, they won't be surprised.

Depression isn't one size fits all, and the meds for it aren't either.

Wow, we're about the same age, but by most metrics, you've been so much more successful than I have.

FWIW I've long believed that many people should progress into a mentoring role at some point in their life. I've had that role several times in several different niches, and I love it, and it's extremely fulfilling. You could easily spend 20 years helping to raise and influence future generations.

If you aren't finding a suitable mentoring opportunity at your current role, I'd recommend looking at volunteer organizations. It can take a while to find a good fit, so don't give up if the first one doesn't work out for whatever reason. But, in general, I've found volunteer organizations to be full of passionate, youthful (if not young) people who are really energizing to be around. I ended up volunteering a lot with search and rescue because it fit well with my other interests, but there are myriad volunteer organizations looking for good people from all kinds of backgrounds.

You probably won't like this answer, but most people are lost in one way or another, they just put a brave face on it and pretend that they know what they are doing and why they are doing it. Find some older people to talk to and see how they managed getting through this phase, that will get you a lot further than talking to peers or younger people.
You have to re-evaluate how you measure your self-worth. When all you have done in your life is climbing some imaginary „ladders“ to „success“, then suddenly you will feel empty, if you have no other ladder to climb on.

And why do you think you have hit your zenith? Because you will not be able to redo the success that you have had and climb another ladder? But who have said that you should?

Beware, NO wonder pill or wonder drug will suddenly make your life easier, because (I suppose!) the issue lies with the purpose of life, not with some other biological reason. What is the purpose then? Well, there were a lot of smart people trying to think about this topic, you can start by studying them.

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OP is in therapy, where you learn various techniques to manage whatever specific issues you're encountering.

What the meds do is make it easier to employ those techniques.

So while there is no wonder pill that will solve your issues, in certain cases if used properly they will definitely help.

I say this so that OP isn't discouraged from taking drugs because of comments of this variety that say true happiness comes from within - while it does, there are certainly things (like therapy and medication) that can at least put you on the right path. Like everything else, there can be a lot of trial and error to find the right ones.

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I see this as a pure existential crisis and for that you don't need medication (IMHO). A lot of personalities tie their self-worth to an external measure (like some sort of "success" or whatever) and that could work for almost your whole goddamn life, heck, people can become aggressively successful, feeding that trait, BUT until this external measure dissipates. In case of OP they have admitted that they won't be able to repeat this mode of success: maybe too old, too tired, whatever. Suddenly, this uncovers the original issue of tying your self-worth or finding your existential purpose in this process of having/doing X. If you are measuring some X, and, objectively X is good, but you measure shit and are unhappy, clearly, the problem lies within the measurement system :)
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Fair enough, but by the same token OP mentioned that he is sure he is depressed.

Depression can get in the way of finding joy in things, even things you once found joy in. This on top of other symptoms that can contribute to OPs feeling of dread so to speak, such as a lack of energy.

In therapy, you learn techniques to learn to manage this, and meds can help with this. They can have a number of different effects, and some can definitely have a positive effect.

Successfully managing symptoms can free up mind space to actually take action to alleviate the issue, such as your proposal to take inventory of what's actually important and carefully reanalyze and reassess how you're measuring success in life.

I'll end this by making sure it's understood that I'm not saying you can find a magic potion that will cure all your woes. Rather, medication is one weapon in the arsenal that can sometimes work successfully.

Anyway, this is all complicated and evaluated on a case by case basis, so I'm glad OP is actually in therapy.

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I completely agree with you on all points you've said, especially the last one.
Lookup a mystic by the name of "Sadhguru" on youtube and watch his videos, also check out jason gregory. It's totally eye opening and life changing. You NEED this.

I can't possibly explain it all in one post. but, to give you a hint: everything we strive for in the outside world is all for naught. At the end of the day, what matters is your internal state of mind, how you process inputs. we keep trying to rearrange the outside world, as if the outside world was a representation of our minds.

Midlife crises stereotypically result in a a sports car or a mistress. These days they might take a whole other form: Belatedly having kids! Talk about distraction from life going downhill from here. It still sucks, you just don't have to dwell on it.

Getting fit really helps, especially if you've never been athletic. I love cycling and have always done a lot of it, but COVID and WFH changed the nature of it. Instead of a "baseline" of bike commutes and extra sporty rides on top of that, it was all sporty rides. And while Strava reminds me that elite athletes can climb a hill over twice as fast as I can, and naturally athletic people in my age group are still 5-10% faster, it's still fun to try to beat my segment time up that hill and then it has knock-on benefits like better sleep, and even motivation to shed a few pounds because that too will help the hill climb time.

Markus

I spent too many years ruthlessly perusing my career and passion for coding. Sure, I have a bunch of a money and my dream job but now what? I spent the last 8 years with a girl that I was certain I was going to marry. She cheated on me last month and I hit rock bottom. I didn't want to code anymore, I didn't even want to play games or get out of bed. I started working out, eating healthy, and improving myself however I could. I'm still not happy but I feel more alive than I have in years. I take chances, try to meet new people, say yes to things. Try taking a step back from your work and make yourself uncomfortable. Go try new things, meet new people, and put yourself into those weird and awkward positions. Your zenith doesn't stop at your career and wealth. Oh and I wouldn't touch Ketamine... Go trip on acid or do some ecstasy if you're really looking for some revolutionary life changing feeling. Travel, try new hobbies, buy a fast car, start a project. Life has ups and downs. Stay strong bro.
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> Oh and I wouldn't touch Ketamine... Go trip on acid or do some ecstasy...

Uhh, I wouldn't recommend any of those substances that casually, especially if someone's not mentally at a good state. ESPECIALLY ecstasy - it can easily be neurotoxic if you don't know what you're doing, and leave you with permanent brain damage or death.

Also quick addendum - I'm not at all saying that these substances can't be amazing and helpful in the right situation... That last part is key. If you are well aware of the various risks (hyperthermia leading to death, serotonin syndrome due to interactions with SSRIs/MAOIs, "Suicide Tuesdays") etc then you may be better read and aware, but if these terms are foreign then please don't try such "hard" substances (MDMA is a stimulant after all).

Oh, and all this is not accounting for the risk of getting car/fentanyl cut in your tablet.

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Are you saying that having tried Ketamine as a cure for depression yourself or do you just have a bad image of the drug in your mind? Just curious because I would absolutely not suggest someone who is depressed take LSD, but there is growing evidence that ketamine can help specifically with depression.
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I'm terribly sorry to hear how she treated you. It's a cliche, but as someone who has spent years recovering from such an experience, it's about her not you. It's amazing how hard things make us stronger, we'd never ask for them, but they also bring us places we may never have gotten to without the adversity.

It sounds like you're on a good path though, Stay strong bro.

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>Oh and I wouldn't touch Ketamine...

I'm curious: why not?

Nice to hear you were able to get over it -or at least take the steps to eventually do. Inspiring honestly, keep at it.

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Selfish question to sharing such intimately: what are you doing to meet new people?
Have you considered going back to school to pursue something more aligned with your interests/passion, or even a general program that lets you figure things out?

There are many midcareer programs operated by business schools, as well as specialized terminal degrees in technical and creative fields. I took such a route at age 40 ... going back to school full-time at that age was a shock to many people I knew, but it was the right thing for me. It really opened up a range of new possibilities, and introduced me to people from all over the world and from industries I would otherwise have never encountered.

People who are not lost are probably delusional.

First thing to recommend if you haven't already is to become a student of psychology. YouTube is pretty helpful with this. Some insight into what your brain firmware is up to and why you feel one way or another can be useful. Probably drop the therapist since this was their job and they appear to have failed.

It may be that your self worth has been bound up in ascending a ramp of mastery. This works well until around your age which is the point where you've pretty much learned everything. The ramp flattened out and now your self-worth is abating as a result. If that's the case, adding new mastery challenges "just because" can help. Learn how to weld. Buy a bulldozer. Figure out Representation Theory. Doesn't matter what it is, only needs to be something your brain recognizes as difficult and it doesn't have to be work-related.

This also may simply pass with time. Once you're 10 years past the point of learning and understanding and doing everything, it's less of a big deal. In other words there isn't the continuous decline you perceive coming. More like a flat plateau.

It seems like you have accomplished a lot and now you are in mid life crisis of what to do next. I would say if you have financial freedom already, why not do some things where you help others like volunteer etc ? I mean serious work and not just a weekend thing. We tend to live for ourselves so much that we sometimes forget we could give back to this world in our own ways. May be that will give your life some meaning ?

I say this because I am myself sometimes feeling lost even though I haven't accomplished as much as you and one thing that puts a smile on my face is when I help someone else, someone who is less privileged than me. I am now trying to find ways to really help others directly (not just donating etc but doing actual work).

What are you trying to prove? And to who?

My guess (armchair psychology and know nothing about you) is that someone made your inner child feel sad and "not good enough". If you can find that kid in you and feel/sooth the pain it will free you from trying so hard to reach an elusive goal. Then you can figure out what you actually want and persue that.

No, I'm not projecting I've seen this before. My own inner pain and outward manifestation was different ;-)

> I feel like I've hit my zenith already and it's just a slow decline from here on out. I’ve been dreading this day because it’s a sad reminder of that.

Sounds like you need to take some serious time to consider who you are. Not the person who accomplished these things in life, but the reason you were given a body and put on this planet to do something.

I had a similar moment after I read "Man's search for meaning" by Frankl. That led me down a 5 year journey to better understand what life is all about. I explored many philosophies, practices, and texts to get closer to an answer. I found my "Ikigai" along the way as well through writing.

Nobody knows what they're doing in life, but I do believe I have a much better understanding of what I'm doing in life because I put the time in to better figure out who I am.

https://en.wikipedia.org/wiki/Ikigai

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Great book! Frankl can really put things into perspective. I can second reading this.
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I’ve read Man’s search for meaning by Frankle although it was moving, his personal motivation / source of meaning (religion) doesn’t work for those who aren’t religious.
You don't have to work anymore. You won the game. You don't have to play anymore. Or, you can play the unstructured bonus content.

I never got the appeal of open-world sandbox type games either.

If I had what you had, I would just: 1) raise my kid 2) build stuff 3) write fiction 4) consume without guilt (media, restaurants, hobbies and gadgets, etc)

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I think in any rate there's something to be said for just taking a proper break for an entire year if needed. Why not take a year to just focus on raising the kids, sleeping in if you can, taking it slow and easy. The energy should come back if you give yourself time.

I also agree that lifting weights is a very good idea, but don't stop seeing your therapist.

What I see is about the metrics of professional success. I'm not sure if its just the venue you are posting on (a career developer/startup forum) or if you truly encapsulate your life to these old events.

> Was the first person in the history of my university who was both a fulltime student and full time employee.

Okay? Why is that something to brag about. Like when you deconstruct that, is it really something to brag about? Its fine that you wound up having the capacity to excel in that situation, and have external validation that you did, but is the environment that pushed you into that really useful... for you? Congratulations on being able to provide for yourself and others. What are you actually interested in? What would be a better use of that bandwidth if a degree and professional attainment wasn't your goal?

> I’m really only working for the health insurance.

Come on. So half to 100% of the premium is paid by your employer. Okay. Is that really making a difference? You can likely keep the exact same plan without that employer and your investments should be able to cover that as well, if your past successes were really worth it (literally in this case) as described above, deep down you knew that right?

> But I've never been more unhappy and lost.

Back to my original point. Are these really the highlights of your life? That seems to be the primary point. You won the career-necessity game. You beat the wage-slave level.

Do you have other interests? Are you interested in having other interests? Sounds like you need serotonin and dopamine kickstarts.

> I told my therapist that I feel like I've hit my mid-life crisis, though not your typical one as I'm not going out and buying a muscle car to cruise high schools.

Not like other guys(tm). You're not special and your prior professional accomplishments have delayed you from accepting this earlier in life. Maybe you do need to buy the muscle car and see what you were missing. You might that you like it.

Actually, that is typical. Most people don't go out and buy muscle cars. They suffer quietly.

That being said, welcome to mid life where you realize nothing matters and the points are meaningless. Have to figure the meaning out for yourself. There's no way around it. Best of luck.

You sound burned out. Why don't you take a year off, travel, meet people and friends think about your life? You don't really need the money anyway.
I have found that when I feel lost, it's usually an indicator that I'm missing one leg of a three-legged stool:

1) Mastery: I need some skill that I feel like I can work at and improve; ideally at a level just at the edge of my competence to continually stretch myself

2) Autonomy: I need to feel like I have the ability to direct my efforts to a certain degree. With your financial resources, I would think you have this one covered.

3) Purpose: The work needs to provide meaning and align with my personal values.

Note that these don't need to be defined by a vocation. I personally don't think there's anything wrong with using a vocation to fund whatever activity/activities meet the above. Ironically, that helps give even a dead-end job some purpose.

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Woah, this hit hard. I'm trying to figure out why I'm unsatisfied by a wonderful job, and it's missing #2, around my time.
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Do you find that all these need to come from the same activity? Is it ok if you for example have autonomy at work and are pushing your mastery on wood carving in the evenings and are getting purpose from feeding the poor on the weekends?
Wife and I decided to have a kid a when I was around 40 (she's younger) as our daily life seemed to lack real purpose. We never had a strong desire to be parents but another several decades of work, netflix, sleep with a few vacations and nice restaurants sprinkled in to break up the tedium just didn't sound fulfilling after having done exactly that the previous ~15 years. It also coincided with some other health related stuff that made us really have to evaluate a now or never type decision on kids. We decided we'd probably regret it if we didn't.

I'm still somewhat aware that I'm having a mid life crisis but it's more of a feeling of wanting to enjoy my kid being a kid before he outgrows me and nothing else really matters. I don't chase money or work accomplishments, never really have, but they do pull at me and now I push back a lot more. So a massive shift of prioritization is in place where I prioritize my social calendar (or kids) over my work calendar at all cost. I really have no relationship with my dad (by choice, but with reasons) so I now often think that is my primary objective to make sure my son wants to keep me in his life as an adult. So in a large part I'm just trying to not repeat the mistakes my dad made with me... but I also really enjoy my kid and want to spend time with him, so it helps.

Man you should enjoy your life. You have no idea how fortunate you are, and here you are feeling unhappy. I don't get it. People out there really struggle to get by day-by-day. I am sorry, but I can't feel sorry for you.
"I feel like I've hit my zenith already and it's just a slow decline from here on out. I’ve been dreading this day because it’s a sad reminder of that."

Yes, it's very likely that you have hit your local maxima. You've been preparing for this day and the day came. It maybe worth noting to oneself that it did not turn out the way you predicted and perhaps identify, if possible, causes that your prediction was so off. Considering that you subconsciously believed that your life will be short, perhaps there were things you did not like in your life that you have compromised upon or negative feelings suppressed that contribute to feeling unhappy?

None of us live forever but I think for many people, the ultimate hope is to make a difference, to leave the world slightly better than we found it, to invest our skills into progress and removing some of the evil we find around us.

If you can find what you really enjoy doing and turn that into an investment into the planet and its population then you get to arrive at your death bed really believing you did something valuable with your life.

As they say, few people wish to have earned more money or spent more time at work, they wish they invested in people, in communities, into the less fortunate etc.

Good luck. I'm two years older than you and still feeling like some of my best is yet to come!

I'm in my 30s and I know I've already peaked. On top of that, I never had the compensation like you talk of.

What's wrong with being done at 40? Maybe move into some low paying job where you can coast and focus on non-work stuff. Maybe buy that muscle car and go to AutoX and track days (basically find a hobby with a community).

Well you definitely do sound like you have depression, and I'm glad you're seeking treatment. Personally I'd be interested in trying one of the newer experimental treatments like mushrooms. Don't discount the pills, though, it can take a while to find something that evens you out.

> it's just a slow decline from here on out

The moment you're born is the moment you start dying. From the greatest king to the lowest begger, we all just fart around doing meaningless human things until we punch the final clock. So what's the point? Why go on? Why do anything?

You have to give yourself a reason to live. It doesn't have to be an accomplishment or a goal. It can just be that you like flowers. Seeing flowers, smelling flowers, touching them, maybe growing them, learning more about them. You can live just because occasionally you get to enjoy flowers. When you're not doing that, you can find another thing to enjoy. One thing, then another, then another. Each for just a moment at a time. Life's a stroll down a trail of moments. You pick one up, enjoy it, put it down, and continue the stroll. And the cool thing is, you decide where the trail leads, how fast you go, how many moments there are. You can go at a snail's pace or a flat-out run.

Personally, I enjoy the slow pace now. Just sitting and watching a bird outside my window is pretty fucking magical. If I want to see more birds? Bird feeder! Or I can move somewhere with more birds. Or go take a nature walk. It's not immediate, and I can't force the birds to appear. But when it happens... Until the next time the birds come out, I do the next thing that brings me joy. Just stringing moments together. No point. No final destination. Just taking a stroll, picking up happy moments along the way.

It’s just a burnout, happens to everyone with the same career.

You need to take time off (just pay for health insurance) and concentrate on health and sport, sleep, hobbies and other not-work-related projects that were lucking due to demand of work. You will fill better very quickly, and maybe will have desire to work again in two-three years. You will know when it comes - you will be excited about some new project. For now concentrate on essentials ^^^.

(I’m at the end of my burnout cycle, so it gets way better eventually)

I started my forties with a major health crisis and I can relate. If you want to talk to someone, my email is in my profile.

Ultimately though, I had to find other things and live a more balanced life. In my case, my health scare was such that fitness and nutrition became passions. I hope you can find a passion that works for you. It's okay to discover new things, rekindle old hobbies and do things that don't make sense from the outside.

Good luck friend and I'm sorry you're going through this. I can completely relate, it sucks and there is quite literally nothing I can say. :(

There's so much to do in life, why not find a completely new skill to master? Or if you've got so much free time - consider becoming a teacher. It is arguably the most important profession that exists in our world and knowing you are shaping the future through the education of others might address your lack of self-direction.
Seems like you need to find some higher meaning in your life.

Ultimately at some point do you live for yourself or do you live for someone/something else?

King Solomon was the richest wisest man alive and yet in Ecclesiastes he seems to despair and says everything is meaningless.

Learn to complain better.

Seriously. There's a theory about learning and creating addictive games created by Jean Piaget [long story goes here]. Basically, if you don't feel the need for a change, the gut feeling that the universe is out of balance, you won't change.

It's perfectly fine to accomplish a lot and feel at ease. Being lost, however, means that there is somewhere you want to be but can't get there. Work on where that is, then you'll know more about why you're lost.

Apologies for sounding like Yoda. At some point, most all of us are happy, accomplish meaningful things, maybe take a victory lap. Yay. Contentment is the secret to happiness. You can have a happy life or a meaningful one. They're not the same thing.

You've done it all in terms of family/work/money. The next achievement to unlock may be creating a work of art. Take a look at my site that documents what a real work of art is and let me know if it speaks to you in any way - http://www.vikrubenfeld.com/category/art-talk/
Well, you did it. You get go choose whatever you want to do now. This goes for all of you on this site too that need to go touch grass.

I'd like to think I'd take inspiration from Nick Stellino, a former Wall Street guy that made a ton of money and then decided to start over as a chef:

"he had built a successful career as a stockbroker. Nick’s Wall Street career was lucrative, but he realized something was missing. ... He decided to pursue a culinary career. ... With no formal experience, Nick was told he couldn’t work as a chef. Not to be denied a job in the industry, he initially took a job as a dishwasher. He went on to apprentice with some of the best chefs in America. While working in the restaurant business, he realized that he wanted to share his enthusiasm for cooking with others and that a television cooking show would be the best way to do that." [1]

I'm sure there's some embellishing here, but the point stands that you have unlimited options now to pursue what give you joy and purpose. Want to be a watchmaker working on antique Rolex timepieces? Starting an all organic bespoke wedding cake business? Running for City Comptroller in the next election?

[1] https://www.nickstellino.com/about-nick/

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I think you’re missing the point here. Depression is a bitch and it skews the perception of self and the world in hard to comprehend if one does not experience it themselves. And that comes with various degrees of severity where towards one end people just want out, they feel something unbearable.

For a non sufferer of depression it makes a lot of sense to be happy that they reached a level where they can do whatever they want but with depression that desire ceases to exist.

I'm much younger but my life since my teens has been pretty similar. I don't think there is a cure for hardworkingness, but you can teach yourself to work hard in a way that's not too detrimental to your mental health. You are pretty much financially independent, so you could direct your career towards something that includes health insurance but is not a nonstop hustle.
Turn inward.

Your physical survival is taken care of, now there is only conscious evolution.

Your mind (thoughts/feelings/emotions) is going to do what it has always done - run rampant. Now with the emptiness you're feeling, you'll want to pay even attention to them. Don't.

You're looking for a feeling of joy just for being alive. It's not found in the physical body or your mind. It's much deeper. The journey starts with stillness.

I suggest the following:

- some type of meditation (no apps), anything involving stillness

- being with the earth (gardening, walking)

- skip all media (at least not consuming it in the desire to find answers)

Where you are now is harder than the past 44 years.

You have to consciously (not compulsively like up till now) move forward.

I've found a lot of joy in dance. It takes a couple months of lessons to get passably good at it, but the combination of music, human connection, and physical activity is a good combination. I can recommend Contra Dance as a good introduction and it's where I started. Accepting communities willing to invest in new dancers (e.g. actually dancing with newcomers as part of the culture, rather than letting them stand on the sidelines, free lessons before the dance starts, etc.), often live music, good snacks (pre-covid).
Just a suggestion but if you were gonna try Ketamine I would probably try MDMA or like 1.5-2g mushrooms first. Both can shake up the funk in your brain and get you to reassess life, Ketamine has mostly made me lay there in a daze.
All you've listed is the things you did for yourself. If that's all you did - do for the others. It might be more fulfilling than you think.
Possibly an unpopular answer, but have you tried exploring or investigating any religions? I'm in my mid-30s and I've found religion has given me a profound sense of purpose and identity and community compared to a lot of my peers who have similar struggles as you (rich, but increasingly unhappy and nihilistic).

Of course, there's always the question of "which religion" since obviously all religions in aggregate have contradictory teachings when compared to each other. And if you absolutely can't bring yourself to believe in something like God without hard empirical evidence, maybe religion isn't for you. But in my opinion almost any religion is better than none if only for the uplifting camaraderie alone, so if you have even the tiniest desire to believe in something greater you could just pick one you think looks good and try it out for a bit and see if it has any positive outcomes in your life. And if your initial choice turned out to be good but sub-optimal (which it most likely will if you picked at random), as your faith grows you can trust that you'll be guided to switch to the best one for you over time (if you so desire).

Turned 34 today and feel similar, minus a loving partner and millions in the bank.

The only way I keep going is to keep an intellectual and creative pursuit at all times. Currently I'm trying to build a deep understanding of public healthcare system since it's relevant to my life experience, and also learning a new instrument. That seems to get my mind on more important things than how I feel.

Otherwise I just try to accept that this is how I am. Some people are annoyingly bubbly, others grumpy. I'm melancholy.

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I hit 34 recently too, if you ever want to talk about pursuits and interests outside of of $DAYJOB hit me up. I'm trying to rediscover the ancient art of pen pals in the age of social media.
I found myself in a similar spot recently. I'm making more money than I need as an exec of a VC-backed startup, and the work needed from me in the current company doesn't fill my time.

I've started pouring myself into charity work and mentoring younger executives, engineers, and data scientists. It's different, but I love it. It's really fulfilling.

Go to therapy. Quit and go backpacking. Have an affair or open up your relationship.
In a similar situation as yours. Not a magic pill, but I found a couple reads very useful:

A Guide to the Good Life: The Ancient Art of Stoic Joy, by William B. Irvine

The subtle art of not giving a f*ck, by Mark Manson (the book is a lot more interesting than the title suggests)

Do something physically hard, hard enough for you to slightly fear it. Martial arts, in particular BJJ would be a great option. You need to let your body command your attention, urgently and forcibly, so you get out of your own head and can appreciate comfort and safety again.
Have you read How to fail at everything and still win big?

His advice is essentially everyone needs: 1. Good food 2. Exercise 3. Friends 4. Something to look forward to (working towards some goal)

How are you doing in these 4 areas? Tackling the first 3 gives you good energy and general vibe. For #4 there is no end to what can be achieved, so always possible to select a goal. Just need to find something that excites you.

Volunteer: code for nonprofits, mentor others, help the elderly or less fortunate.

Weightlift. Not bodybuilding, but heavy weights. Grinding through what seems like impossible amounts is invigorating, both physically and mentally.

> thinking about trying Ketamine

Do it. I just did psilocybin for the first time last autumn. It was life changing. Im 37. I didn't learn anything new, but I felt really different and that was the real truth. That I really could just feel different and still be me. I guess it was a perspective on my life that I knew but hadn't felt.

Do you volunteer at all? Teach or coach? It's time to start helping others, service and time is not only extremely rewarding, its always challenging as for there are always new people that learn in different ways. You've achieved and mastered business, time to climb a new mountain.
When you sold the first company, how did you pick the subject of the second company? Was it an opportunity, or was it something you really loved? Is there something you are really passionate about now? Could be anything… hobby, travel, certain pieces of tech, whatever. Think about it and try lots of things out. Maybe go back to things you enjoyed when you were a kid. In my experience, you need something, or a series of somethings, that really interest you and drive you. They might seem silly. They might seem dumb or done already. See if you can find something that you like to play with. Really play. Go from there.
Outside of your professional life, what have you accomplished? Are you artistic in any way? Are you still a good student? Do you think you could be a good teacher? You can build companies, but can you build furniture?
Are you wealthy enough to not work now?

I ask because there is a lot more to life than working and it sounds like there might be a few work related things going on:

1) You don't need to work anymore for money

2) You've wildly succeeded in your career and may never top those experiences

3) Given your work success, I wonder if maybe you're a workaholic or that work is too large a part of your life

Any of those ring a bell?

Justin Kan talks a lot about this same situation in his own life. Check out his YouTube [0] if you haven't already. I bet if you reached out he would talk to you as well...

[0] One example: https://www.youtube.com/watch?v=7rIL5vHoF34

Life is, or can be, about much more than work. You could be at mid-life crisis, it’s real and you’re exactly the right age.

Exercise, make sure your needs (quality time, intellectual engagement, emotional connections, nutritional, family quality) are being addressed. If you’re burnt out, take time for you. As codegeek wrote, consider volunteering. Making a meaningful difference, even small ways, to others is way more important than making bank once you’re adequately set.

If you can live a reasonable quality life without employment for the rest of your days, you’ve hit the lottery. Be totally psyched, and use your freedom. Wish I was in your shoes.

It seems like you're in a good place financially and career wise, maybe focus on your physical health and make improvements there.

If you are covered financially, you can do a long trip somewhere to get a change of scenery and have some self-reflection

You need to find your next challenge. And it doesn’t necessarily have to be what you’ve been doing. Maybe it’s time to look around at the world and find something new that’s interesting.
I'm was/am in a very similar situation. At 39 I finished my career goals and was privileged enough to be financially secure without working, so I quit back in July.

In November I started woodworking and it has been a great outlet. Reasons why I enjoy woodworking:

- Somewhere to go/something to do. The saying `the devil will find work for idle hands to do` was real with me and the woodworking gave me purpose.

- Something to learn. Don't let the YouTube videos fool you. Learning woodworking (or anything I would assume) take time and is hard. It will feel hard. But that's okay. Enjoy the process

- I get to make things for people that brings me a lot of joy. A few weeks ago I was humbled with the task of creating an urn for my uncle. It was really special to give that to my cousin.

In regards to mental health... I have dealt with moderate to sever depression most my life as well. I tried therapy, running, seven different meds with varying dosages of some and nothing seemed to work. The only thing that worked for me were ketamine treatments. I have not tried TMS so I don't know how they compare, but the ketamine was like a switch was flipped the first day. Life changing for me when I started almost two years ago now, even though effects have faded over time. It is expensive and I encourage you find someone with a care background and not a generic clinic, but it could be a good option for some people.

My email is in my profile if you have any other questions.

Go volunteer and spend time with those with less resources. Pour yourself into something worthwhile. When you take your focus off yourself and pour it into others things will improve.

I also know this isn't popular here but spiritual fitness is key as well.

Maybe you have hit your zenith, but there is no shame in that. It doesn't preclude you from accomplishing more tomorrow.

Medical intervention can be helpful short-term, but long-term you want to look at what satisfies you. Fast forward yourself to 55, and think to your self "Wow, I'm really impressed with myself that I did $x." And then get to doing $x.

> I feel like I've hit my zenith already and it's just a slow decline from here on out.

I'm in my early 40s, and when I start to feel that way, I remind myself that Richard Hipp, lead developer of SQLite, didn't start to do what is indisputably his best work until he started developing SQLite 3 in his 40s. So your best work might still be ahead of you.

One of the hardest lessons I've been learning is that I need to "choose" what I want to be and then do it. When the responsibility fades a bit after hectic decades, it can feel pretty empty. Do you want to become really awesome at DnD, woodcrafting, body building, church service, etc?

Pick 1 or 2 and double down. Choose what you want to become and give yourself a goal rather than inheriting one.

Finding something new to strive for is not a bad idea, but it should be orthogonal to your past interests. Something you have to come in at a relative beginner level. Of course you're never going to be as good at it as people who've been doing it for 20 years plus, but that's OK. Think more in terms of self-development rather than winning a competition with others. I've had some limited success in regaining a positive outlook by diving into programming and networking at a similar age over the past few years, coming from a background of academic benchtop lab researcher who never wrote a line of code (maybe an Excel macro) before.

For a chuckle about the inevitable decline as we age, see this quote from Trainspotting:

https://www.quotes.net/mquote/1200371

Glad to hear that you are seeking help. Just remember that other people out there have got it worse. So if you do nothing but enjoy each day, that's a victory.
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Interesting. I've found that reminding myself that others have it worse won't make me feel any better but add some amount of guilt on top
If you don't need to work for money and are able-bodied, go build something with your hands. Buy a remote plot of land and build a cabin. Buy an inner-city plot and build an affordable house that you could rent out at below-market rates. Do Habitat for Humanity. The list is endless.

That's what I would do in your boat.

You are simply an out of work actor. Look for your next role.

Ping me at [email protected] if you’d like to chat more. I’ve assisted others in the same situation after sorting it out for myself.

There are probably a lot of parameters to a solution that will work for you. Having had similar periods in my life, while I'm waiting for a resolution I've always found small physical projects that I see through to completion to be a great way to wait. When you complete something, it provides something positive to you, neurologically and thereby emotionally.

It may seem silly, but at least for me, tilling a new garden, building a small physical thing, doing some task that's physically taxing and I can see through has been great while waiting for the end of my larger difficulty. It won't solve all your problems, as implied above, but it could be a good stop gap while you're looking for solutions. Your therapist (or a new one if this one doesn't work out) could provide long-term solutions I'd hope.

You're not alone, friend. You will get there -- I've done it a number of times (though in my case, without the money part figured out; well done in that regard!).

Do you try starting a family? It is a lot of fun, it is rewarding as well and distracting. I find it centering and gives me perspective. I didn't see any mention of that in your post.
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What kind of advice is this? You don't just "start a family." Having a family _should_ be the result of having a compatible mate, doing a reasonable amount of planning, and the willingness to set aside decades of your life in the service of your offspring.

It is especially not a solution to some kind of deep-seated existential/self-worth issues that OP seems to have. I also get the impression that he is either divorced or not on great terms with his spouse since he refers to her as "The Wife." If so, that would be a terrible environment to deliberately raise a child in. He's also 44 which is not too old to have children, but about a decade or two past the norm.

https://www.youtube.com/watch?v=fvH3lGUdcNM This video is by Noah Keagan, and he talks about a similar situation that you are in. Maybe this will help you. Wishing you the best.
First off, sorry to hear this! It sounds like you're really having a tough time.

Second, I think that this search for meaning is not unique to you, nor to modern people. We've been doing this for millennia. Religion, philosophy, stoicism, psychology, they all try to answer the question: how do I live a good life?

I don't know you, but I'll give you the answer that I'd give a friend who came to me with this question.

* Find a therapist who works for you. This may involve trying many different ones. If you try 10 and none work, maybe therapy isn't for you, but having someone who is paid to listen to you can be very helpful. Since you know you have depression, find someone to help you with that (which may involve trialing different medications). This is foundational and none of my other advice will be helpful if you don't do this. This post from a leading VC may prove helpful: https://feld.com/archives/2015/04/bringing-depression-shadow...

* Find something bigger than yourself and your achievements to work for. Sibling comments suggest volunteering, I'd be more specific. What are you interested in? Coding?: volunteer at a school or bootcamp and teach folks to code. History?: volunteer at a museum. The outdoors? volunteer at a park. Commit to the volunteering for at least 6 months and treat it like a job because it will be providing what a job might have done in the past: a firm sense of purpose.

* Find some non-work groups to hang out in. This could be sports clubs, civic groups (Odd Fellows, Elks, Rotary Club, etc), book clubs, etc etc. This regular, non work focused socializing will help give your life some richness. I just saw this video and one thing that stood out to me was how relationships with others can give our lives meaning: https://www.youtube.com/watch?v=r6WZuLKOa6k

It seems like you have experienced a lot and that the field you are passionate about has nothing left to offer. Just because you’ve reached the top and there’s nowhere left to go, doesn’t mean that there aren’t thousands of interesting opportunities elsewhere. I would love to say that traveling and doing all these new things would be helpful, but at the same time, chasing a checklist will just leave you unsatisfied. Maybe move somewhere else? Meet different people? Live slow and relax?

Other people can give you their advice, but you know yourself best.

Try joining a charity or volunteering. If you're good with kids, try CASA. As others have said exercise really helps. My friend made a huge turnaround in his mental health when he stopped tying his self-worth to money and gaming. He took up speed dating, Jiu jitsu, and weight training. He seems happier now. Try going on a hike or staying in a cabin somewhere. Some quiet and greenery can do wonders for mental health. Best of luck, and I hope you're feeling better soon.
Generally speaking, if you don't know how to solve your own immediate problem, and you have the means, it can be helpful to solve someone else's problem. A lot of people are suggesting volunteering, etc, and that's what I'm getting at too.

Specifically, when people use capital letters and an indefinite article to refer to "The Wife" it is also usually time to get a divorce.

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+1 on both points. And you don't have to solve anyone else's problems for volunteering to be very helpful. Just dishing up the mashed potatoes and peas on a good soup kitchen serving line can do wonders to expand your mental and social frameworks.
Isn't there something you find interesting and would enjoy exploring?
Focus on hobbies to geek out on.

Ideally one should be exercise. Cardio, lifting, whatever.

Rest and vest. Enjoy your time with your family.

That's all I have. Hope it is enough!

Is the mid life crisis a bad thing? You've got the money to spend on things and memories you've wanted. Why is doing it seen as a negative. Better to save that money for medical expenses when your body is failing?
Drop the therapy and start lifting weights. I'm not kidding.

If the problem is that you feel things are gonna be a slow decline from here, then fight it. Make that your new goal, even if you know it to be a losing battle. It will focus your mind on demonstrable milestones like hitting new deadlift personal best.

Even if you do something else, at the very least recognize that you've gotten to the point where you don't need to focus on the "work" and "money" part of life; as such treat this as an opportunity to focus on something new. After all, we only have a limited time on this earth to experience the things you want to do. This crisis is your mind's way of saying "I haven't done something I wished I had done." It isn't bad, it's just cognitive dissonance. Find the root of that dissonance and do that which would resolve the problems keeping you from finding fulfillment. This process will be emotionally painful but also cathartic.

Best of luck; know that every man has it within them to pull through this and come out the other end happy and fulfilled. So long as you are willing to question everything about why you are the way you currently are, you will eventually seek out the truths you need to proceed.

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Absolutely never under any circumstances attempt to take people away from their safety net, therapist or otherwise.

You have no understanding of their wider life and concerns, and people asking for big life change help can be surprisingly susceptible to advice.

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Every couple years some new trend pops up that people start claiming will fix everyone's mental health issues. One of the current ones seems to be weight lifting. I have no doubt it can be massively helpful for mental health for a lot of people, but it's awfully condescending and detached from reality when people show up say "lmao drop therapy, all you have to do is pick up heavy things".
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Does your statement apply to “get therapy” itself?

I’m not trying to be snarky, I’ve seen way more advices on getting therapy rather than start lifting weight. I don’t have an opinion one way or another, but when I read the GP advice, I thought it was the one being unusual rather than common

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If the claim is "just go to therapy once a week and you'll be cured", then I would say yes. Depression is multi faceted and there's no single solution. It would likewise be ridiculous for somebody to say "stop weight lifting, all you need is therapy".
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Absurd to ever suggest to a stranger that they stop therapy. You don’t know them. Awful, awful thing to do.
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Yes, but the thing is, the right therapist might help with the self-reflection you're talking about in paragraph 3. "Therapy" isn't one thing.
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terrible advice, never tell someone who has depression or any other mental health issue to stop going to therapy.
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I thought "Therapy or Crossfit (though the skill tree allows you to choose only one)." from

https://www.mcsweeneys.net/articles/a-scathing-review-of-you... was a joke until I read this comment.

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Better yet: keep going to therapy and start lifting weights!
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Not sure about the suggestion to "drop the therapy"—if op's current therapy isn't helping so much, a different therapist/approach can make all the difference in the world. It took a lot of time for me to discover that kind of therapy worked best for me, and it also took some determination for me to find a therapist with whom I could really connect. My current therapist has helped me so much.
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Woah, toxic masculinity alert!

By all means give weights (or running, cycling, whatever) a go, but stay with the therapy.

Better to listen to professionals rather than some rando on the web.

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Ignore the other commenters this is good advice to give a man in a tough spot. If you find it yourself you'll be stronger. That's it. Life is tough and not fair, sometimes the people you rely on won't be there. The less dependent you are on others to get yourself out of a hole the better off you are.
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> Drop the therapy

NEVER, EVER, suggest dropping therapy to someone with depression.

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No no no. Never tell someone you do not know to stop going to therapy. Please be careful
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If you do start lifting, I would recommend Starting Strength (Rippetoe). The 3x5 squats, deadlift, press routine got me out of a deep depression. It gave me life. I saw that the mind is supported by the body, and without health the mind is a turmoil.
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Terrible suggestion. Full stop. OP: Do not stop therapy.
No More Worlds to Conquer: Sixteen People Who Defined Their Time – And What They Did Next by Chris Wright
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I just picked this up, thank you for the recommendation.
I'm far less successful than you but on the same "slow decline" boat.

I still don't know what to do but I sent questions here and on reddit. What I figured out is that I need to find a different set of values that grow, not decline when I grow older, pass 40. I have yet to find anything that fits but hopefully you can find something soon.

Good luck!

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I've been giving the advice for years that actually planning for what you'll do past retirement is as important than having all the money you'll need. I've seen my parents and in-laws struggle with mental health issues and boredom more than they have ran out of money. I'm refusing to do that, I found 3 things that I really love and working on turning those into third careers go keep myself busy. The 3 things are teaching yoga, personal training for people over 50, and becoming a divemaster.
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Absolutely. I'm reaching 40 this year and people around me always get surprised when I told them I'm making plans for retirement. For most of them planning for retirement is just financial, and many of them do have a solid plan.

But I'm mostly worried about the mental/spiritual part.

Fortunately you are in an excellent position to be able to just stop everything and think long and hard on what will make you happy.

Myself personally and I imagine a lot of other people out there are in the same boat, minus the money to be able to stop and reflect.

Make some changes. Maybe some will be the wrong ones, fine, keep doing it.

I recommend you go through an exercise I learned a few years back in college[3]. Get into a quiet, comfortable, but alert state (meditation or a cup of coffee often works) . Somewhere you can be undisturbed for 30-60 minutes. Get yourself a few sheets of paper and a pen you like. It's advised you actually hand write this. Maybe turn on some quiet contemplative music -- movie scores often work[1].

Set a timer for 30-60 minutes and begin to write down every conceivable thing you might want to do, anything that seems cool, honorable, worthwhile, interesting, amazing, serene, invigorating, beautiful, or otherwise just iconic/archetypal of your interpretation of what a great life might include/entail. The only rules are you must not limit yourself by thinking it cannot be accomplished, is out of reach, or other "pragmatic" style self limitations, and you must not list things you think you ought/should do where those things are coming from a place that doesn't seem truly genuine to who you are -- they are externally informed. Try to shoot for 100 things.

Ok, got your list?

Now you're going to refactor it into categories. Categorize it into any pattern set you observe. I wont mention any here as it will bias your own groupings. But I really do believe patterns _will_ emerge if you look at it long enough. Try to distill themes of values and what is important to you, excites you, has meaning/purpose to you.

After many days you may want to start to think and begin to pursue these things either concretely (a specific item on your list) or thematically (find ways to incorporate meaning to what you're already doing). Books about habits[2], goals can help with bringing them into fruition. This exercise can be used to help you map out things that matter, reflect on things you have done that you previously said would matter (gratitude), and later on redone to help evolve as you grow.

If I find that you're stalling/procrastinating in overwhelm or negativity I often apply my "Next pizza" rule (I love pizza). I think about what might represent the next pizza in my life (sometimes literally, usually figuratively) and focus on getting there. Focus on doing the best monday through friday on the things that matter I can so I can get to that next pizza (reward).

[1]: Perhaps the fountain, interstellar, or pan's labyrinth.

[2]: such as atomic habits or tiny habits

[3]: this exercise is similar to, but smaller than, the future authoring program https://www.selfauthoring.com/future-authoring

My father just retired from 35 years of "hard work" as a bread man. Driving around to grocery stores. Managing orders. Slinging bread onto shelves.

I say "hard work" in quotes because, as he puts it, he never had to make any decisions. He just showed up, did the work, went home. Yes, it was physically demanding, but you have to be pretty stupid to get it wrong (and yet, somehow, some of his coworkers did, but I digress).

He's going through a depression right now, and it's 100% not knowing what to do with himself. He doesn't have anyone to tell him what to do. He's 60 years old this year and has not lacked someone giving him orders since he was 18 years old and joined the Army.

I'm going on 20 years as a software developer. I've helped him on his route before. He's helped me build sales tracking databases. So we've gotten to have a bit of a peek into each other's worlds. We've had a lot of conversations about the nature of work. Being a software developer is a lot "harder" than being a ditch digger. As a manual laborer, you show up, do your job, go home. It might be physically demanding, but your body eventually adapts. You get stronger. You tolerate the pain better. Baring physical injury, you just keep on trucking.

But software development never gets easier. Nobody knows what is the "right" solution to any problem. Any particular task is potentially unbounded in the time it takes to complete it. You're always working at the limit of your understanding. Indeed, if you aren't, you're wasting time. And that's just the technical portion of the craft. There's also the office politics (which, BTW, blow my dad's mind. He says he's seen people get punched for far less than I've experienced in an office environment).

Or, at least, that's the ideal. I think, anyway. In reality, a lot of people treat software development more like ditch-digging than what I've described. Show up, do what you're told, body molds itself to chair.

How do you tell the difference between just showing up vs. actually doing the real, hard work of having to make risky decisions that might not pay off? I think a good litmus test is, in all that time, working at startups, working for other people, did you ever do anything for yourself? Did you ever make a decision--of any kind, on anything--that was not based on your expectation of how someone else would evaluate it? Your cofounders, your investors, the market, etc.?

In other words, are you the kind of person who gets bored and A) complains about it, or B) finds a box of crayons and some paper? Because option A is looking for orders.

Thanks for creating this thread. It's always good to hear how other people in other parts of the world are doing. Sorry to hear you're having a hard time.

I'm about to turn 39, live in northern England. I've got a daughter who's almost 14 who lives nearby with her mother. Have had a brief marriage when I was living (it up) in Australia about 8 years ago, that ended in divorce almost immediately, but que sera sera. Have had a string of other relationships that all turned sour because of my defects of character, and circumstances being not quite right. Have never had the talent or opportunity to make a success of business.

I'm now about to finish the third year of a philosophy degree, at the university in my hometown. Has taken me five years to get through, in part because of sobriety issues before coming to university after a relationship that left me really traumatised, and falling off the wagon at the end of my 1st-year of study following the needless and horrific suicide of a 19yo fellow student, who went home after our final class of symbolic logic before the summer break and was dead before midnight. (RIP Ceara). Then while recovering I bought a motorbike and got knocked off by a taxi, and ended up in hospital with three broken limbs.

Why am I telling you this? Because as a philosopher and practicing zen Buddhist there's a message you can tell yourself to get some perspective:

Your life doesn't have to look like anything.

Reading your comment I feel that you have some sort of expectation of how your life should be, and then an expectation of how you should feel. I believe "should" is perhaps one of the most unhelpful words in the English language. Yet I feel for you at the same time - when we set goals like succeeding in business or taking care of adulting, it always seems like there should be some sort of payoff and relief at the end, and the tragedy is that if it does come, it's extremely fleeting. The day you sell your business there's a great party and much joy, but then the next day comes "what now?" It's a cruel part of the human condition that our desiring centre's main desire is to satisfy it's own desire, can't actually be satisfied - attempts to satisfy it just lead to it homeostatically adjusting it's desiring level upwards to a new baseline. So while striving for your goals, having met them and very much sorted your life out logistically, it's not surprising that you feel lost.

I think it's a case of perspective, however, that you "feel" like you've hit your zenith though. In some senses that might be right, but if you go into the feeling - check your body and work out "what does this feel like?" you may find that it's not a feeling at all, but just another idea and thought you're telling yourself. It's worth spending the time working out what your feelings are compared to what your thoughts about your feelings are, for me those are often very different things. At 44, you have a long future ahead of you. Consider the idea that teenagers can become great guitarists or artists from scratch within 20 years. You could choose to develop a whole new skillset by the time you're 60. There's a world of opportunity open to you, so try to think that all your efforts have just got you to this point, and that's pretty great, and you have the gift of time and having sorted out your life that probably 90% of the rest of the planet hasn't achieved yet.

So I'd advise looking in to some new goals and things you'd enjoy for the next phase of your life, things that don't necessarily have any sort of commercial or financial "end" in mind. Something genuinely new that you can be challenged by, even if it makes you "feel" awful and go "f*k I'm shit at this and it's not going to change very quickly until I get good at it". Also a good time to really value your beautiful wife something many people would give an arm or a leg for (you say "The Wife" which I get is a bit of fun, but also could indicate a lack of connection and valuing of her, opposed to saying "my gorgeous loving wife"). I'd advise abandoning ideas that any drugs or pills are going to change anything for you. What you're suffering with is the human condition, in a western society, not an illness that needs to be drugged. A good long holiday away from smartphones, tech, and goals also seems like something you'd enjoy, and probably deserve.

Fingers crossed things change for you. I'm sure you have the resources within to make that happen.

You can find feedback from others in your situation at reddit.com/r/fatfire
Not reading that you have kids. If not, that can redirect focus off yourself to something more worthy IF you can maintain SOS as a parent:

S = Selflessness.

0 = Objectivity.

S = Self-awareness.

We tend to feel lost when were aren't challenged or we're hyper focused on ourselves. We tend to feel a level of contentment when we are helping/mentoring others, interacting socially in a positive way, or learning.

Hope that helps.

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44 is pretty old to start having kids, IMO, and I would not advise having kids as a way to try to fix your own mental health at any age.
Look into Islam, 100% serious. I'm more than happy to provide resources.
Tangible recommendation, if slightly biased to my own interests: find your local flight school and take your first lesson.
Can you tell about the time you were the most happy in your life?
Existential posts are the majority on reddit r/fatfire, check it out and the answers
Do you have kids, and if not, have you considered it?
How do you define success? The answer to that is rooted in your present unhappiness, but you have the power to redefine success.

From an outsider's perspective, your life is the one that I want to live, a life I would call successful! I would kill to be in a position to retire around the age of 40. I hate working! Starting a homestead and living off the land while I kick back and enjoy life, rather than generating profits for some nameless elite in a skyscraper.

You can make any plans you want going forward. What do you value? What is your calling? What is your crusade? The answer lies within.

If it helps at all, my 40s were my favorite decade so far. You sound like a person who really has a tremendous amount to offer. You just need to figure out what you want to do and what gives you joy. I am not a magical genius who can figure that out for you, but since you can definitely afford it, I'd agree with the folks who are suggesting a vacation or some kind of volunteer work.

You mention how much of your life you have devoted to your professional development. Perhaps it's time to be selfish and think just about you and your personal development.

I also don't think ketamine, or psilocybin, would be a bad idea. Many people have gotten lasting benefit, and relief from depression, out of those substances. If you do try one of them, do so in a peaceful, controlled setting, with a very trusted person around. And a lot of art materials! ;)

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40s were the worst for me. Marriage fell apart when I was 39, and my 40s are sort of a blur of just getting from one day to the next.
I'm coming to the realization that I spent all of my young years working and it kinda pisses me off. There isn't anything I can really do about it now and I've kinda come to grips with it. I had my midlife crisis in my late 30s and got into motorcycle riding. I realized how dangerous that really is so I got over that after a few years without any serious injury.

I suggest finding a hobby that is hard. I like shooting. It's dangerous enough to be exciting and difficult enough to not easily master (if ever), and it's deep enough to keep my mind occupied. I try to go every weekend, spend an hour at the range and feel better on the way home. It also gives me something to look forward to every week. We have a few outdoor ranges in the area so I get fresh air and more outside time too.

You can go deeper by learning how to break them completely down and cleaning them, making your own ammo, or even some minor gunsmithing. There's also a lot of categories. There is target shooting, speed shooting, shooting skeet/trap, long range rifle shooting, lots of stuff.

Shooting might not be for you, but try different things and see if anything piques your interest.

Quit work for at least a while. You can afford it. Get involved in giving back or helping the less fortunate. Whether it's tutoring disadvantaged kids, or helping the elderly, or getting involved in some other charity that resonates with you, giving back will help you feel like you're doing something meaningful. You don't have to give all your money away, just start with contributing your time.

I'm not saying it's the case for everyone, but depression can be a signal that you need to make a change in your life.

If you've hit the zenith of your professional career, why not focus on hobbies and building up a community of people around you? Friends, friends-of-friends, etc.

If you need inspiration, here's an introduction to my weird hobby and community: https://soatok.blog/2020/04/23/never-underestimate-the-furry...

Also, pick up a copy of The Happiness Hypothesis sometime. https://smile.amazon.com/Happiness-Hypothesis-Finding-Modern...

"We are given 70 years, and a bit more if we are strong" - some greek philosopher, if memory serves me right. The first half of those 70 years is ascending, and the second half is descending. The root of your anxiety is the fear that you'll disappear into non-existence at the end. Many say that mushrooms dissolve this fear, even in absence of proofs, but I wouldn't rush to mushrooms until your mindset is fixed. Knowledge backed by direct experience would be better, but you're a some 30 years too late for that.
You should go on a nice vacation somewhere. Consider doing some volunteering as well.
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Peter Drucker has a chapter on this in "Managing Oneself".

In summary:

Second or parallel careers

It’s relatively common for people to pursue second careers after their fist has peaked, or because they want to try and find success in a different area. This is especially true if your first career is in an area that is not the optimal environment for your performance – a second, or parallel career can offer the chance to make a difference somewhere else. A second career also creates options; you are less restricted when you have something else to work on.

Drucker identifies three ways to develop a second career:

- Start one – move from one organization to another, different sizes, different industries, or something else altogether

- Develop a parallel career – something on the side, or a part time job

- Social entrepreneurship – spend less time on the main job, and work on another activity (usually nonprofit)

(Abstract copied from: https://willemharmsen.com/notes/managing-oneself/ ).

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You know this sounds just as „just dont be depressed“?
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