Exchange

SharePoint / How is mail deleted from the “DROP” Folder?

Summary I recently worked on a case that involved slow incoming mail destined to SharePoint libraries. We found the problem was caused by a buildup of mail in the “drop” folders across multiple servers. Looking closer at the issue, we found that most of the messages were intended for aliases that no longer existed.   […]

Is SMTP Auth Really Working?

Summary Now that SharePoint 2019 supports SMTP authentication you have the option to relay e-mail from SharePoint to any SMTP server that supports SMTP authentication. However, if you are using a port that falls back to anonymous, how do you if it’s authenticating and not just falling back to anonymous? Let’s look at the traffic […]

Does SharePoint 2019 still need the SMTP Service?

Summary Now that SharePoint 2019 public preview has been released, the official deprecated / removed list has been published. After reading this you may have noticed that “Incoming email automatic mode” has been removed from the product.   Incoming email automatic mode As announced by the Windows Server team, Microsoft is deprecating the IIS 6 […]

Finally – SMTP Authentication included with SharePoint 2019

Summary On July 24, 2018 Microsoft has announced the availability of both SharePoint Server 2019 Preview and Project Server 2019 Preview. One of the features I’m excited about is SMTP Authentication directly from SharePoint. This means, there is no need to setup a standalone SMTP relay just for SharePoint to send outgoing e-mail when authentication is required. […]

Install SMTP Server and Telnet with PowerShell

Summary SharePoint and general app servers often use the SMTP Service to integrate e-mail into the systems functionality. Since Windows supports a well vetted SMTP Service, using the built-in application is often the best choice. With the said, when testing your app functionality with e-mail, Telnet is almost always needed and not installed by default. […]

Summary: The following PowerShell script was written for my post on configuring TLS between SharePoint and Exchange. However, since it was buried in process, I wanted to create a separate post just sharing the script, because it will be easier to maintain and use separately when needed. Why use a script anyway? I find this script […]

Configure TLS encryption between SharePoint on-premise and Exchange

Summary This blog will guide you through the steps required to configure, test and troubleshoot sending / receiving e-mail from SharePoint to Exchange using TLS encryption. Steps (there are many, only because I have included many tips along the way) Install SMTP and Telnet on the SharePoint App Server using server manager Or with PowerShell (why? … […]