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Roughly how much did you save up? I just turned 27 and am also in NYC. Have 85k cash. Just wondering.

But yeah, I would ease into it like the others said. If you have a well-paying job that you kind of like, that's not a bad thing. Me myself, I've taken long travel breaks before so I know what I'd be getting into (with tweaks from maturing).

Take a 2 week vacation and disconnect. If you like it, then ask for a 2 month sabbatical. If they say no, then just quit and go for a 3 month slow travel trip around Europe or SA. Hit some meditation retreat and a music festival.




I have saved up ~$220k in 5 years. My rent situation is pretty good as I only pay $1500 a month and I had minimal student loans when I graduated so that put me ahead(state school with part time jobs and internships). I also have a good amount of vested stock options that I can sell if need be (I got lucky that the company I work for has had their stock appreciated significantly).




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