How would updating effect custom overrides?

If I am self-hosting Discourse and I write some custom code into Discourse or change something… what happens when I update? Is it just like a normal app where I can pull and rebase off of master, or will I be forced to rewrite my changes every time?

Write your custom code as a plugin (or a Theme component if very lightweight) for least disruption. Then that code will not be overwritten with each update or rebuild.

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