I got the same problem using systemd. mail.log shows Mar 18 09:26:55 mailproxy2-test smtpd[660]: info: OpenSMTPD 6.0.3-portable starting Mar 18 09:26:55 mailproxy2-test smtpd[666]: pony express: smtpd: bind: Cannot assign requested address Mar 18 09:26:55 mailproxy2-test smtpd[662]: smtpd: process pony socket closed
If I login and run "service opensmtpd start" then smtpd starts as expected. "ip a s" at boot time shows that the IP address it tries to bind to is set to "tentative", still. Regards Harri
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