[DrillShopper]

Apple Music, at least when I last used it, could not handle copying podcasts to my old iPod Video - this is now handled in Finder, as best as I can tell. It will copy the tracks, but it doesn't properly flag them as podcasts so if I switch to another track and then go back to the podcast it does not remember my location.

Never had that problem with iTunes.

[bombcar]

If you set your podcasts as AudioBooks and copy them in THAT area, it remembers where you were, at least. But you have to play them through Books.

[DrillShopper]

I did find that workaround and then I just scrapped that Mac (because it was a Mac Mini that lost OS support) and went back to using gtkpod on Linux.