I tried using a proxy to get out of ATT’s space. Same result. smtp.mail.com also produces the same result. Obviously, this is mission-critical. At times (when I have the blessings of the email gods) it works. However, most of the time, I get a timeout.
Thank you very much. I’ve been at this since RH 7.x and have too much rattling around in my brain. It’s been 20 years since I used telnet to test Postfix. 587 works, which means that the problem resides with my mail client, Thunderbird. Now I can figure out what the problem is.
The thunderbird smtp setting for gmail is usually something like
Description: Google Mail
Server Type: SMTP Outgoing Server
Server Name: smtp.gmail.com
Port: 465
User Name: xxxxxxxxxxxxxx@gmail.com
Authentication method: OAuth2
Connection Security: SSL/TLS
Have you found any resolution to this isssue? I am getting the same message, although recently, the message sometimes indicates the failure in the middle to the send.
I’ve been suffering from the smtp.gmail.com problem too - usually timing out while sending mail from thunderbird. I resolved it by tidying up thunderbird’s stored passwords. I removed all the accumulated entries for Google accounts (some of which dated from before OAuth2 days) and then went through the authentication process for all the active accounts - all seems well now.