HACKER Q&A
📣 stuckdevthrowaw

I'm trapped in a golden prison, any advice?


This is going to sound very braggy, I hope I won't get shut down for this.

I feel like I'm trapped in a golden prison, unhappy but comfortable.

I'm a self taught programmer, 32 yo, with an engineering background and masters. Co-founded 2 companies, failed, worked in california and singapore, now based in Europe.

I've mostly been working as a freelancer all my life, started billing 33€/day in 2012 for a few days at a time, now around 924€/day, 220 days/year.

Always worked at fast paced / high stakes startups except for my current job. I've worked 60 to 70 hours a week, ~50 weeks per year for many years until 2020.

Everything changed in 2021, I was completely burned out after 7.5 years of grinding, travelling for work, starting from scratch many times... luckily I was layed off of a very toxic startup because of covid. I don't know how to quit by myself.

Took a cozy freelance job as a fullstack senior engineer in a ~100ppl company, coming into the office 2days/week.

If I'm honest with myself, I'm working for real about 1 to 2 hours a day max, the expectations are so low compared to what I'm used to. The rest of the time I'm just answering a couple of emails, helping some junior devs, sitting into meetings. It doesn't feel like work but it's a bit mentally draining.

I'm getting along with everyone, I'm liked and praised, I'm invited to their offsite with the rest of the company, I deliver useless stuff that makes stakeholders happy on time or faster.

I've recovered from my burnout about 6 months in I think. Since then I wrote a crypto newsletter and ran a crypto investing saas for a year, did some consulting as a solutions architect on the side for 3 companies, got certified as a scrum master and product owner and achieved lots of things on the personal side.

But most of my days are just about dicking around, working on unimportant things.

I've been wanting to move to another company for the past year or so but the tech world basically crumbled at the same time, no offer has come close to what I'm earning right now and no company seems appealing.

- I don't want to do yet another bootstrapped-side-saas-business, done maybe 20 in the past 10 years, earned like 100k€ all combined, I suck at this.

- It makes me anxious just thinking about going back to the startup grind, hearing founders bragging about their tech stack, promising a 100x exit. If I had a penny for everytime I took stock-options as compensation, it would be worth more than all these stock-options combined.

- I'm scared about leaving my current job and finding out I'm unhappy elsewhere and it was never about the job

- I fear I've become a lazy, gloomy and negative person regarding tech as a whole. I hide this feeling and never discuss it in public because it would hurt my freelancing career but holy shit tech companies suck, crypto sucks (worked in crypto for 4 years, I know how the sausage is made), I can't stand the VC & founder crowd anymore...

So I'm staying here, stagnant, sprint after sprint.

I'm thinking about studying and trying out FAANG, feel like I could stay a long time there and move around between projects, never getting bored, earning good money, but maybe I'm idealising these companies...

People who have been in this situation before, what did you do ?


  👤 ohjeez Accepted Answer ✓
This is a time to ask for advice from people who can help you decide what YOU need, not what worked for someone else. A therapist or someone who can give you spiritual help, whatever is most comfortable for you.

It's time for you to discover what gives you joy.


👤 robinbdru
Maybe you can think about starting a non-teck business? Invest your time/energy into something else than tech? If you're financially secured, maybe not the best idea to stay and feeling empty because of doing nothing.

👤 paulcole
> People who have been in this situation before, what did you do ?

The thing that helped me was thinking about what I'd be like in 2-3 years if I didn't make a change in my life.

In 2015, I realized the best work I'd done for my current employer was already 2-3 years old and I didn't see anything topping it in the next 2-3 years. So in 2-3 years I'd probably be telling interviewers about projects that were 5+ years old and that felt like an uncompelling story to tell.

I figured the risk of leaving a cushy job was higher in the short-term but would be beneficial long-term.


👤 kevinherron
Get a hobby or three. Find something you can really get into. Your identity and self worth are too tied up with work.

👤 scrapheap
Are you actually unhappy or just bored? It sounds more like boredom to me, but the only person who can truly answer that question is you.

If it is boredom that you're feeling then is there something you could take the initiative on that would be both interesting to you and beneficial to the company?


👤 darkclouds
Look at your diet, it controls you more than you realise, its something even medical experts dont give it enough credit for.

Having a plan or bucket list of what you want to achieve in life helps enormously as well.


👤 AnimalMuppet
You didn't say much about your financial situation. If you went for something that paid half as much, would that be easy, hard, or impossible?

Do you have people depending on you? A spouse/SO, children, parents? People continue in jobs they don't like to provide for people that depend on them. My father did. It harmed him emotionally, I think. But I never went hungry.

That doesn't mean that you should stay. But it may mean that you have to have something as good financially, or close, before you leave.


👤 atomicnature
Seems like you have a wealth of varied and valuable knowledge. Why not try your hand at teaching/sharing these insights?

The world needs more doers who can teach. Civilisation needs such people to keep itself grounded.


👤 mcraenich
I have a similar problem with a different background. Great pension and salary with a stress-free job that I leave at home.

It's also a problem with the modern world. We lack community, we lack physical, important work, and we spend our lives doing only one thing (programming). No matter what part of the industry you're in, this is going to get boring after a while.

My take is that there's no way around it - if you want excitement you're likely going to experience more stress. If you want stability, security, and a stress-free lifestyle you're going to be in a malaise with a bit of unease. There's no real silver bullet here beyond defining what you value, what your long-term goals are, and enjoying the ride toward those goals.


👤 bjourne
You're not trapped. You're an adult and can decide for yourself whether you prioritize high salary or interesting work. That is my advice, to internalize that you have agency, you are in control of your life. No one can make these decisions for you.

👤 cloudecon
My answer here really depends on how you feel about the comp.

If the comp doesn't support the lifestyle you want, then you need to start looking for other options. But if the comp works for you, and you don't need to work super hard to continue securing that, I would encourage you to try to see the blessing. With all of that extra time, invest in your life OUTSIDE of work, and watch your happiness blossom:

- Get in great shape physically - Master a hobby you already have - Start a new hobby - Start a family / invest in the family you have - Re-solidify some of the friendships that have drifted over the years

(descriptive, not prescriptive list)


👤 solardev
As a 39 year old who's changed jobs a lot in his life, I highly encourage exploration and some soul searching. Take some community college classes, try some hobbies, go explore nature and give your mind some room to breathe. Maybe after a brief stint you'd decide you still like tech (or the money) the most. That's okay.

Also, I've done tech work for non tech companies my entire career. They tend to be way less toxic and full of diverse, interesting people, many of whom aren't tech bros. It makes for better working environments IMO, but you have to like people for that.

But whatever you do, IMO, don't do it right now. The market is really tough right now and you'd be competing with hordes of laid off FAANGers wherever you go. Maybe wait a bit unless you're super confident.


👤 gardenhedge
> I'm working about 1 to 2 hours a day max, the expectations are so low compared to what I'm used to.

I'll never understand how this is possible. Do you lie during standups? do you burn down your time strategically to make it look like you're working over a longer period of time?


👤 d--b
I asked to cut my working hours to 22 hours per week. Then I don't have the time to slack so much. I bring in about 120k which is more than decent to live on in Europe. It leaves me a lot of time to raise my kids, fix my home, garden, do some sport, and write screenplays.

👤 sn9
Start an ambitious project to work on until the hiring market turns back in your favor.

The current environment is always temporary.


👤 chudi
seems like you are overcompensating with work for some kind of anxiety problem, try therapy and find out why you always work so hard even when you don't want to.

👤 muzani
What worked for me was joining a unicorn. It's high paced enough to have fun. But lots of people have been hustling for years and know what it's like to be burned out. We have some training on burnout. We have managers who were burnt out. There's a reason some places have unlimited PTO - the kind of people who end up joining have to be forced to rest hard. We don't talk work on weekends, only go carts, gym, and gaming sessions. Work overflowed? Well, the sprint ends on Friday, commit to less next time and get plenty of rest this weekend.

You still get to do your 7% week on week growth, and many unicorns have a kind of startup branch that handles this, which isn't tied down by the usual restrictions. But they also have the resources to let you take time off and not push you too hard.

But if you get tired of the high paced work, you can often request a transfer to the slower stuff. They've already invested resources in training and filtering you.

Stock options are already worth a decent amount by the Series C. Some have things like secondaries which let you cash in before the exit.

Another path that worked for me was teaching bootcamps or polytechnics. Probably don't go full academia; you end up trapped in university politics. Just a lower level where you can write content, iterate on it, and just teach. It can get frustrating too but it's a different kind of frustration.


👤 seydor
Do a phd outside of CS