I had both selected for a total of 600 files to be synced. The strange thing is that it seems MMA fails after the first Playlist has been prepared in MMW and it starts with preparing the second one. Anyone able to sync 2 (or more) Playlists in one sync over wifi?

Interesting. I have 4 that I keep synced. On my first sync, I just copied one of them over. On my next sync I copied the second one over. On my third sync I copied the other two over. All worked fine.

I did them incrementally just because of time constraints. When I did the first sync, I knew I had to be somewhere soon, so I only did the smallest list. I did the others a few days later when I knew I'd have more time to leave it run through.

I for the first time tried with 2, I normally sync 1. When I deselected the second Playlist it synced the first one.

I've been able to wifi sync multiple playlists with 1629. Are you saying it fails when it's exactly 2? So like, 1 playlist works, and 3 playlists works, but having exactly 2 fails?

It seems that with 2 Playlists selected to be synced that wifi sync fails. The failed sync notification comes up while the MMW debug log shows it is adding files to sync list.