@g I self-learned how to self host OSS. The biggest advice I can give you is: use the stuff you selfhost and get others to use it. This can be hard considering you may not be able to make it reliable. However, you will run into bugs, run into issues when upgrading, and you will learn how the technical aspects work. You learn by fixing. If you want to run into more issues, test the master branch of a piece of software (ie. prosody). When you find a bug, submit a bug report and patch.
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