Re: Exchange in DMZ cannot connect to Internet Smarthost
Please let me know, what is the default gateway configured in the server 172.20.65.53?
Please do collect packet capture from the source machine (172.20.65.53) and confirm it forwards the packet to the right gateway.
Also collect the capture from fortigate without interface condition,
# di snif pack any 'host 172.20.65.53 and host 184.108.40.206' 4 0
Please post the results here, will help you further.