Interesting... I'm thinking of doing something very similar. What kind of DAW are you setup with? What problems were you having with that and OBS?

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Basically routing my Desktop sound so I can practice with a metronome or a backing track - had to offset always 100ms, but so never knew that what I was hearing is also streamed that way - it was the closest I could get. But I think it can be done perfectly, just got burnt out. Used Scarlett interface into free software Cakewalk! (DAW)