We have a windows service that runs fine on Windows 2003, but I have noticed that on 2008 it does not work the same. One of the things it does when it starts up is checks if a couple folder locations are present. For example, on a server named 'Test', I might check if \Test\ServerShare is present and if not, create it. The folder is there and it is accessible by the time I log on, but when the machine is rebooted and the service starts, it can't find it. I was going to make the service sleep for 30 seconds or so when it starts but that seems so kludgey.