Ask HN: Quitting with no side income but a lot of savings?
I want to just quit when my stocks vest in a few months and take a real break - traveling, learning a new (non-programming) language, seeing family and friends, getting back into my hobbies, and reflecting on what I really want to do in life. I’ll be turning 27 soon, have enough savings to last a few years, no debts, and no family/dependents. It seems like this might be the last time I can take a risk like this before I have any real responsibilities to worry about. After a nice long summer vacation my plan is to work on my skills/portfolio for a year or two and try to get enough freelancing work so that I don’t need to get another job. I figure I can always start interviewing again if my funds start running low, but I’m also not above driving for Uber or something if I need more money/time to get something going. Maybe I’ll decide I don’t even want to be a developer anymore and do something else entirely.
The few people I’ve told about this plan have been supportive and think its reasonable. I’m mostly really excited about it too, but sometimes I can’t help but think I’m about to make the dumbest decision ever. Not really sure what I’m looking to get out of posting this other than helping to clarify my thoughts writing about it. If anyone has gone through something similar I’d love to hear about what you did and how it worked out for you.