Yeah this is happening to me to. Even with the ‘connect all in realative path checked, that seams to be the problem it will not reconnect to all the files in the path, just the one at the top.
We have mirrored drives for 2 edit rooms and a 3rd that sends media to both of the drives. So media manager is not optimal. I just want to be able to send a bunch of files and reconnect when they are all in the same path. I could do it before.. is this so hard to do again Mr. Jobs!?!
Oh and Media Manager works at about a quarter of the speed! Its better to just transfer stuff!