Shouldent take like 1 min wasnt this slow before.. and tested removing the addons .. so it cant be that ... making it slower?
What I mean is that this is when your client loads game resources. Not from the server -- from your local disk. Is your hard drive light going the entire time? Do you have this problem on other servers?
what do u mean with Is your hard drive light going the entire time?.. and no its only on my server tested atleast 20 diffrent servers.. this problem is on both my hl2 dm servers 1 is coop and the other 1 is strickly dm ..
What John means is your harddrive on accessing the data when joining? It could be a small disk delay when joining the server.
Try removing custom content from your folders(client side) and rejoin the server letting it download fresh copies. Corrupted files might be part of the problem.
Also what is the IP to your server? I am sure some of us can join it and see if we get the same problem.