This summer I decided to take some time off - the last two weeks of August - and spend them at home doing nothing. The experience of freedom from office work was so wonderful that I want more of it!
This Monday, immediately upon returning, I told my boss I'll be resigning in about three months. (That's a reasonable grace period because the job happens to be my all-time favorite - http://kosmosnimki.ru - plus I happen to be the lead client-side dev, and the boss happens to be my schoolmate.) Same day I told my landlord I'll be moving away in a month to find a cheaper apartment. There's some money stashed from previous odd jobs that will last me several months at least.
So freedom is ahead, now what? Starting a startup would be the logical course of action... except I've never had a burning desire to make a lot of money, and business ideas don't pop into my head by themselves. So I'm turning to you for suggestions.
(Personal background: the HN community may remember me from my project http://openphotovr.org that was discussed on HN a year ago or so. I know my math and can program passably well in most languages used in the industry and some exotic ones.)
What are you crazy?!?
I've had many jobs and I've liked few of them. If you have a job you love working for a schoolmate, why would you want to leave? You don't even have any plans. I'd understand this a little better if you had a project you're dying to work on full time, but that's not the case.
Why don't you just keep your job and find a side project. If that side project gets big, go part time. If it gets so big, you're burning to work on it full-time, then quit, but not before.
Good jobs are hard to come by and jobs you love are almost impossible to come by. Also, don't discount all the data you get from your job to feed your startup plans. Lots of people would love to do a startup, but don't know what to work on. People with jobs don't have that problem as much. The job can be the source of lots of great ideas for things people actually need right now.
I'm the last person to discourage anyone from doing their thing, but job vs. startup is not a binary decision. You can do both, at least for a while.
Keep that all-time favorite job for now. You can always leave later once something else has wings.