I am sending bulk email from sql server db mail. but suddenly mail not send and receive the remote server is invalid according to validation process. why? using smtp.gmail.com. Pls help me

Sql server database mail

What is the version of the Window Server ?

Windows 2003 and sql server 2008

on both Windows Server, also show the same error message ?

Google recently changes from SHA-1 to SHA-256. On Windows Server 2003, you will need to apply patches for SHA-256 to works


see the 2nd link on Hotfix.

for Windows 2008, should not have this issue