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Re:Ask HN: How did you escape your 9 to 5 job? by WestCoastJustin on Monday January 30, 2017 @02:55PM (#13524433)
Become a contractor and work remotely. Search patio11 comments / threads on HN about it. This probably isn't something you do overnight, but create a plan, and hopefully in a year or two you'll be in a place to make it happen.

Maybe check out the monthly who's hiring threads posted on HN too and see what type of jobs are remote and what type of skills they are looking for. Adapt your skill set to fit their needs. Working remote is probably the easiest way to do what you are asking. Starting a company is many many time harder and you'll be working 9am-9pm 7 days a week.

It's not like you really escape the 9-5 working remotely, but you just have more flexibility with your time and location. You need to want it bad and be self-motivated. Find a way or make one.

Re:Ask HN: How did you escape your 9 to 5 job? by silentcylon on Monday January 30, 2017 @03:28PM (#13524694)
This is very much the case. You will have to put in more work to start so you can expect flexibility in some spots but to ultimately be working more than you would in a 9-5 job
Re:Ask HN: How did you escape your 9 to 5 job? by nicomfe on Tuesday January 31, 2017 @05:57PM (#13536225)
In my case I started developing websites for friends, who brought their friends and so on, so now I can decide when to work and when to take some time off.

The challengue is to realise that is ok to get less money in exchange of having the freedom to work whenever you want.