So the server is checking in fine? Are you pushing from the system server or downloading from MS?
I initially had a problem and in my case it was the local user setup but I did go thru this checklist to ultimately reach my solution.
From the server in question, can you log in and surf to theVSA website? http://vsaupdate.kaseya.com/With newer Win2003 servers sometimes sites need to be approved before they are allowed to access them.
Yes I can surf (This page intentionally left blank)
Has theserver in question been set to download its patches directly from the internet? (YES)
Does the user in agent tab->set credentials exist and have local or domain administrator rights to the server in question? (YES) Is its password set to "never expire"? (YES)