Hello, I am trying to get a system notification email back up and running after google disabled the "use less secure apps" functionality in the Gmail platform. I have set up the Gmail account to use an app password which I assigned to the system that was sending emails before this change. It appears the system is now connecting to Stunnel running on a windows 10 machine and Stunnel is making the connection with the Gmail server again, but no email actually gets sent out. I am running Stunnel 5.66 Here is the configuration currently:
[gmail-smtp] client = yes accept = 25 connect = smtp.gmail.com:465 verifyChain = yes CAfile = ca-certs.pem checkHost = smtp.Gmail.com OCSPaia = yes
Here is a copy of the log file:
2022.09.20 07:40:49 LOG5[0]: Service [gmail-smtp] accepted connection from 192.168.100.200:56399 2022.09.20 07:40:49 LOG5[0]: s_connect: connected 74.125.138.109:465 2022.09.20 07:40:49 LOG5[0]: Service [gmail-smtp] connected remote server from 172.16.4.220:60367 2022.09.20 07:40:49 LOG5[0]: OCSP: Connecting the AIA responder "http://ocsp.pki.goog/gtsr1" 2022.09.20 07:40:50 LOG5[0]: s_connect: connected 142.251.40.67:80 2022.09.20 07:40:50 LOG5[0]: OCSP: Certificate accepted 2022.09.20 07:40:50 LOG5[0]: OCSP: Connecting the AIA responder "http://ocsp.pki.goog/gts1c3" 2022.09.20 07:40:50 LOG5[0]: s_connect: connected 142.251.40.67:80 2022.09.20 07:40:50 LOG5[0]: OCSP: Certificate accepted 2022.09.20 07:40:50 LOG5[0]: Certificate accepted at depth=0: CN=smtp.gmail.com 2022.09.20 07:40:51 LOG3[0]: SSL_read: ssl/record/rec_layer_s3.c:308: error:0A000126:SSL routines::unexpected eof while reading 2022.09.20 07:40:51 LOG5[0]: Connection reset: 92 byte(s) sent to TLS, 620 byte(s) sent to socket
Is this something I can remedy from the configuration, or is this something that requires modification on the email server side?
Thank you sean