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I fell into an obscure technology stack out of college (AS/400...in 2005). It was comfortable, but technologically unsatisfying and completely useless for my resume. I kept my skills sharp after hours, and then took a pay cut to jump ship to a "proper" programming job, which lead me to a great high paying remote gig after a scant 18 months there. It was for a lot of reasons, and it was scary (had my first kid shortly before the jump), but it was completely worth it and not that hard. Just, be good at it.


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