That worked! Now the requests are coming through. Thanks! One thing to mention is that every time, the radsec client connects, there is one new error. hread 4 got semaphore Thread 4 handling request 0, (1 handled so far) (0) (TLS) Checking connection to see if it is authorized. (0) # Executing group from file /usr/local/etc/raddb/sites-enabled/default (0) Autz-Type New-TLS-Connection { (0) [ok] = ok (0) } # Autz-Type New-TLS-Connection = ok (0) (TLS) Connection is authorized (0) ERROR: Failed signing packet: ERROR: RADIUS packets must be assigned an Id (0) Sent Access-Accept Id 4294967295 from 0.0.0.0:2083 to 192.168.215.1:32993 length 20 (0) Finished request Thread 4 waiting to be assigned a request Waking up in 0.2 seconds. Waking up in 4.6 seconds. - Lineconnect