I started having the same problem transferring my Roboform passcards to my Robo2Go USB. I haven't had time to fix it, but I know the problem developed at my end not at Robo's; but they are very good with their willingness to help. It didn't develope from the upgrades either. Looking at it in the program files, I can see I slipped up on something.
If anyone can figure out a problem with robo and fix it you can.

you are the robo master. hope ya get it fixed soon.
I haven't had the time to tinker with it, but it's doing the same thing that you're trying to do with iTunes. If starts going through the list of passcards, it syncs so many, and then the rest get a configuration error. From what I can see I must have inadvertently messed something up in my "Admin" folder. It's got old dupes in a sub-folder which shouldn't be there!

The Roboform people are great though, so I know they will give me a hand with this problem when I get the time. Hopefully, the iTunes people are just as helpful; but I have a strange feeling they're not going to be. Not many people are willing to help you with a problem when it originates from your own computer.
