DocFraggle
I’m using Apple Mail on my Mac as my email client for the gmail address. I just tried another from the gmail web interface. Here is the success for the outbound email:
52F6F56A025: to=<example@gmail.com>, relay=smtp.sendgrid.net[107.20.8.136]:587, delay=11, delays=8.3/0.02/2.6/0.09, dsn=2.0.0, status=sent (250 Ok: queued as IV3K2r78RlSJxX_Z3XGBrw)
I clicked reply from the gmail web interface, sent the reply, but it never arrived. I got the same error message as the last time:
C36E356A090: to=<example@gmail.com>, relay=smtp.sendgrid.net[54.146.218.5]:587, delay=0.36, delays=0.01/0.01/0.29/0.05, dsn=5.0.0, status=bounced (host smtp.sendgrid.net[54.146.218.5] said: 550 The from address does not match a verified Sender Identity. Mail cannot be sent until this error is resolved. Visit https://sendgrid.com/docs/for-developers/sending-email/sender-identity/ to see the Sender Identity requirements (in reply to end of DATA command))
DocFraggle
And for clarification, I’m sending the successful outbound test message from SOGO on the mailcow server.