[GraemeJ]

Drill a 1/2" or so hole in the bottom lip of the stand, then you can use the headser from the bottom.

Well done - the simple solutions are usually the best and quite honestly, that idea had never occurred to me .

I was thinking about building some sort of support on the stand, such that the tablet did not sit flush on the bottom ledge and which would allow me to stick a jack plug into the audio out . Your idea is way better and easier.