Chris,
This is super easy to convert to. We had several users and each had several maps/apps with them. Once we implemented the enterprise logins it was very simple to import a list (or in a batch mode):
Once the users accepted it's super easy to "transfer ownership" of their maps/apps by selecting them all and use the "Change Owner" option:
You also have the option to create the same folder structure they have:
Once I moved everyone and everything over I deactivated (not delete) the old access.
LOVE not having to maintain users short of inviting them!
Venus Scott