Sandisk Clip Sport plus skipping "Transferring" going straight to "Charging"

This happened to me too a few weeks back. I kept unplugging it and replugging it, trying to get it to work. Then I left the room for half an hour, and when I came back it was connected.

Apparently the problem just resolves itself if you leave it plugged in for a while. Or at least it did for me. Incredibly annoying when it happens, but at least it doesn’t seem to happen again so quickly after the problem is resolved once.