I set up the server with gracious help from the community, and now it starts without errors. The problem comes in trying to get the test user to work. The server simply replies with Access-Reject and awaits the next user. Here is the dump from radtest: DeepBlue:~ michaelaldridge$ radtest testing password localhost 0 testing123 Sending Access-Request of id 227 to 127.0.0.1 port 1812 User-Name = "testing" User-Password = "password" NAS-IP-Address = 192.168.25.1 NAS-Port = 0 rad_recv: Access-Reject packet from host 127.0.0.1 port 1812, id=227, length=20 DeepBlue:~ michaelaldridge$ radtest bob bob localhost 0 testing123 Sending Access-Request of id 241 to 127.0.0.1 port 1812 User-Name = "bob" User-Password = "bob" NAS-IP-Address = 192.168.25.1 NAS-Port = 0 rad_recv: Access-Reject packet from host 127.0.0.1 port 1812, id=241, length=20 __________________________________________________ And here are the contents of the users file: bob Cleartext-Password := "bob" Reply-Message = "Hello, bob" All help is appreciated Also, as a side note, what is the proper way to stop the server gracefully? Normally I just kill the associated PID#...