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I have a database in the cloud rn that my django app is connected to and set up with, but it is with an outside provider (not pythonanywhere). I understand that postgres is not supported rn at all with the free account, but just to be clear, if I upgrade to the paid account, it will work no problem?

You can't access external postgres form a free account as it is not on the allowlist. Paid accounts are not limited like that.

Okay, so if I upgrade to the paid account do I need to register the external database anywhere or will it just work using the connection strings in my settings file?

If the connection strings are correct, then it should just work.

Great. Thank you!!