IIS 5 & IIS 6
SMTP/IIS6 on Windows Server 2016 - Email Just Wont Send
Re: SMTP/IIS6 on Windows Server 2016 - Email Just Wont Send
Nov 08, 2019 06:05 PM|brendo234|LINK
Hi jansenb - did you ever resolve this issue? I'm dealing with the exact same problem right now on a new Windows 2019 server. Upgraded from Server 2008 r2, all identical settings, now mail just gets created and sits in the Queue folder, never being sent.
Like you, I am able to send messages from telnet / PowerShell, but if I use a .NET app to generate and send the mail, it gets stuck in the Queue folder. Running a wireshark trace, there is no SMTP traffic when using the .NET app, but when sent via telnet
or Powershell, everything works as it should.
I really hope Microsoft is able to resolve this issue soon!