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I suffered from the same paralysis when attempting to do my own projects, and it had less to do with the tech than it did the problem I wanted to solve.

Eventually, to get started, I settled on doing a small command line app in Python/Click. It was a utility I actually needed (even if someone else didn't really need it), and it's the kind of thing I could iterate on without too much trouble.

It's usually much easier to start small.



I did the same, only with Ruby. Iterating now would be refactoring with better code and adding a GUI. But now I have a working utility that I use every day.




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