Good morning Kirk,
We've been using Mapworks(and other Dotsoft tools) with Civil 3D and Bricscad for years now in a multi-user environment. It seems like your question is more general in terms of multi-user? There's relatively no difference(.dll's are different) using Mapworks with either cad program.
For as long as I can remember we've been using Active Directory to fire off scripts that robocopy our support/shared files to the users every-time they log in. Is that a possibility for you? Once the software has been installed and activated on the users PC the rest is easy. I run the update.exe on my machine, replace the updated files on our server, when the user logs on their local files get over-written.
I'd be happy to assist further if I had a little more information. Are we talking about 5 users? 50? Multiple office locations?
Since we've always had the logon scripts there's been no "need" to handle the Dotsoft software differently than all of our other addons and custom tools/blocks/templates/etc updates. Not that there isn't obviously arguments to move everything to a single network location.
I do like the thought of centralizing the support paths as Terry is suggesting though. The Dotsoft team has always been amazing at responding to support/feature requests.
Let me know if I can be of any further assistance.