@SerPounce well, this is a bit disappointing.

TL;DR It is working—not working, IMO—as intended. The back-end and front-end uploading functions differently and it does not appear that option sets are supported.

Bit of a bummer. Now I have to put this in my documentation for my users, fortunately I can explain to them that it’s Bubble’s intent. I don’t know if that’ll inspire confidence in Bubble as that’s they’re using my app… But my options are limited at this point.