However, beyond information people can give you, it still sounds like a very personal decision. For what it's worth, I'd recommend writing about it in a journal/diary. You really have to figure out what you feel about it, and I've found that writing really helps solidify muddled thoughts and feelings. Just get a blank page and write about it for half an hour. Do it on several different days across time and find out how you really feel about it.
Ask HN: Should I quit my job?
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Re: Ask HN: Should I quit my job?
#22Also, in case you're not familiar already, I'd recommend spending some time reading a few posts at https://www.mrmoneymustache.com/ - the aesthetic might seem a bit weird, and it's not a "one size fits all" topic, but there's some good food for thought. Maybe read it at work ;).
Re: Ask HN: Should I quit my job?
#23Figure out which mistake would be less crushing, and do that one. If it happens to actually work out, great. If not, at least you won't be spending the rest of your life regretting.
By the way, for reasons I won't speculate on, this method (assume failure, which would you pick) turns out to be a pretty good way of picking the option more likely to succeed, actually. But assume you won't succeed no matter what, and use that scenario to decide which way to go.
Re: Ask HN: Should I quit my job?
#24If you have five year's worth of savings it's a no-brainer. Give it six months and then get back to employment if you don't succeed by then. Then work for anther 12 months and repeat the process if you have a new project. As long as you are strict with yourself in only giving it 6 months, it should be fine. Tell everyone you know that this is your plan. If you don't get any traction within six months it's very unlike…
Re: Ask HN: Should I quit my job?
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#28Quitting and subsequently going on a 4 month motorcycle trip through Central Asia now feels like one of the best decisions of my life.
You are young, well educated, unhappy and working at the same company since you are 24. If your endeavor does not work out, you have will probably have a good chance of finding a decent new job. I believe that subjecting yourself to a new environment and new challenges from time to time reinvigorates your life and make you a happier person.
Re: Ask HN: Should I quit my job?
#29Re: Ask HN: Should I quit my job?
#30I quit. My first 2 companies failed but I have never felt unmotivated since (13 years later).
Your experiences might wary.