On Wed, Oct 20, 2021 at 02:57:27PM -0400, Dan Ziolkowski wrote: > Oct 20 14:28:17 xxxx-OptiPlex-990 postfix/smtp[2522]: 2DA852E306A: > to=<x...@gmail.com>, relay=none, delay=20, delays=0.13/0.02/20/0, > dsn=4.4.3, status=deferred (Host or domain name not found. > Name service error for name=smtp.gmail.com type=AAAA: > Host not found, try again)
Well, there you are. With the VPN on your DNS no longer works to resolve the A and/or AAAA records of smtp.google.com. You need to make sure that /etc/resolv.conf contains at least one nameserver IP address that continues to work when the VPN is up. > VPN off > > Oct 20 14:31:50 xxxx-OptiPlex-990 postfix/smtp[13019]: 8CDEC2E306E: > to=<x...@gmail.com>, relay=smtp.gmail.com[173.194.208.109]:587, delay=1.8, > delays=0.09/0.02/0.73/0.97, dsn=2.0.0, status=sent > (250 2.0.0 OK 1634754710 128sm1354479qkl.111 - gsmtp) And now the IPv4 address resolves. You may be unlucky enought to be using systemd-resolved, in which case... good luck! -- Viktor.