The issue at the moment is the server isn't telling the client to update when it comes online - or it's hit or miss, the next version will allow the client to ask the server, hey, do I need an update? Like it previously did. So it's a failsafe.
The other issue it has is cause it happens in the background, you don't get the pop up\ignore it so you go in, open sims and it's mid upgrade - it don't work and the install\upgrade will be pending a restart. So I've ask it to not allow you to run it whilst it's upgrading and if it needs an upgrade, to reboot. Also if it's a multi part upgrade, it prompts you from the first until the last upgrade, so you don't think it's finished when it's only finished part 1 of 2 - again it doesn't say part 1 of 2 either. The other issue is it doesn't - currently - alert the end user to the fact the database is upgrading - so if you're on the system, and you've ignored the administrators notice about an upgrading occuring at 2pm, then you'll get "reminded" kicked out - something that's currently lacking I feel.
Final point, it doesn't matter if you're wireless\wired, just on the lan. I did say about following CentraStage path and make it so it works over a HTTPS connection so you could - if you wanted to - update them remotely.
Not sure if they ever implemented WOL - I did ask, but I've never really tested it.
PS: I just highlighted the two main issues currently. My rant mainly is cause if the talent on here helps back at the start, we would have found these and they would have fixed them ages ago.