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So I think I have to learn ruby the hard way, through outdated sources, ruby's latest version is 2.5.0 right now,

I'll be learning through source on 2.0 and 2.1.0

please tell me if you have a better alternative or if it even matters to learn the latest ruby.

The Well Grounded Rubyist is a wonderful resource and the third edition, released this August, covers Ruby 2.5.

* Sorry, it seems it's going to be released on January 2019. In any case, the second edition covers Ruby 2.1. It's safe to learn with that one.