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This is what you need to get it working:
Pythonista 3 (sadly not cheap, but totally worth in imo)
A personal access token for your YNAB account: help page
Apologies for posting about file based import again, but after recently discovering how useful it actually is, I was greatly dissatisfied with the status quo. So I added file based import to my existing Shortcut, which also still lets you add transactions via Siri, Widgets (or any other way you can trigger Shortcuts).
There's a few variations of the Shortcut:
The previous version that doesn't require you to buy Pyhtonista, but it had some issues for me, especially when using with Siri.
Haha it took me a second to figure out what you meant. Completely forgot about classic YNAB, I definitely miss that pricing though.
The shortcut talks directly to the nYNAB API. As far as I remember YNAB classic uses file based syncing via Dropbox etc. Might be possible to do that somehow, but that’s an entirely different thing. Sorry