Suddenly can't send E-Mails with Apple Mail to Gmail SMTP
- by slhck
Hi all,
I have a weird problem that started just today. I am using Apple Mail on a Leopard machine, connecting to Gmail. Fetching e-mail works just fine. My SMTP settings are also correct. Still, I can't send mail, it will display a pop up saying that "transferring the content to the mail server" failed (translation from German, could be different in English OS X versions).
I have verified the following:
My SMTP settings are definitely correct. I have not changed them and the issue appeared today.
Also, I went through the Apple online configuration for Gmail accounts and did not have to adjust any setting.
I can run network diagnosis and it will connect to both POP and SMTP servers without a problem (all green lights)
The Telnet details will show me the HELO message from the Gmail servers, so there's no authentication failure.
Console.app will not show any messages related to "mail" when I try to send the mail, so there's no specific error message
The mail I'm trying to send does not have an attachment, it is plaintext only
I can login to gmail.com and send mails without a problem
The recipient address exists and contains no syntax errors
I can also not send mails to myself
When using another IP and ISP (through VPN), it still doesn't work
As for my settings: I connect to smtp.gmail.com and for advanced settings I choose password-based authentication with user: [email protected] and my password. I let Apple Mail try the default ports (for SSL and TLS, respectively).
Again: I have not changed a thing between yesterday and today.
What is causing that strange behavior? Any help would be much appreciated.
