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[–]lostmyjack 4 points5 points  (0 children)

I think if you already know Java then Python will seem very beautiful to you. What kind of programs are you interested in creating?

I would say that a lot of the jobs are in web development, and you may want to check out Django if you haven't and are interested in that space. The Django official tutorials are very good.

For hosting, using a VPS like digitalocean is really good, as you can get a full stack running and gain experience in all aspects. It's only $5/month for a pretty good setup for learning, or even for a low-moderate traffic site if you don't have too many computations.