Answer by Vlad S. for Windows Server 2019 built-in SMTP server: Emails stuck...
You will get exactly the same behavior if the machine is a VirtualMachine hosted in Azure.After I have tried MrFika's suggestions above I had no success. It seems the problem is because a Microsoft...
View ArticleAnswer by Dreamactive for Windows Server 2019 built-in SMTP server: Emails...
In my case, it turned out to be AWS preventing the emails leaving the server."Important: Amazon Elastic Compute Cloud (Amazon EC2) restricts Amazon Virtual Private Cloud (Amazon VPC) egress traffic on...
View ArticleAnswer by MrFika for Windows Server 2019 built-in SMTP server: Emails stuck...
I have continued investigating this issue and now believe it's a bug in Windows Server 2019. I have in fact found a work-around and also how to reproduce this issue with 100% certainty.Mail will not be...
View ArticleWindows Server 2019 built-in SMTP server: Emails stuck in queue and "The...
I'm setting up a new dedicated server using Windows Server 2019. It's replacing an old one based on Windows Server 2008 R2. I have had the built-in SMTP server running on the old server with no issues....
View ArticleAnswer by Hugh Jeffner for Windows Server 2019 built-in SMTP server: Emails...
I had the same behavior but I was using a smart host (AWS SES) and I found it rather odd the log messages indicated it was trying to contact the recipient's domain directly. The automatic delayed start...
View ArticleAnswer by flip for Windows Server 2019 built-in SMTP server: Emails stuck in...
Just leaving this here for posterity after one of my engineers spent hours on it while setting it up on Windows Server 2022 with AWS SES and getting the same error message:Event 4006, smtpsvcMake sure...
View Article