Microsoft released Cumulative Update 18 for Microsoft Exchange Server 2016 on September 15, 2020. This cumulative update includes fixes for nonsecurity issues and all previously released fixes for security and nonsecurity issues. These fixes will also be included in later cumulative updates for Exchange Server 2016. This update also resolves a vulnerability, see Microsoft Common Vulnerabilities and Exposures CVE-2020-16875.
oday, a customer told me that one of users cannot success to sync emails at his phone, I tried to use Microsoft Remote Connectivity Analyzer to test Exchange ActiveSync Connectivity, it has no issues with Exchange ActiveSync Autodiscover but not Exchange ActiveSync, it failed to attempt the FolderSync command on the Exchange ActiveSync session and error message is “Exchange ActiveSync returned an HTTP 500 response (Internal Server Error).”.
Today, I am going to show you how to use SendGrid as SMTP relay at Sophos UTM firewall and help you send email out successful, the Sophos UTM firewall and exchange servers are VMs of Nested Hyper-V host at Azure, if you don’t know how to build a Nested Hyper-V host in Azure, you can reference our Building Real Word lab in Azure Volume 1 book from https://leanpub.com/buildingrealworldlabsinazurevolume1) , this is step by step to tell you how to build your own lab in Azure.
When you try to send email out from exchange server VM at Azure, you will notice it will failed send email out. Because starting on November 15, 2017, outbound email messages that are sent directly to external domains (such as outlook.com and gmail.com) from a virtual machine (VM) are made available only to certain subscription types in Microsoft Azure. Outbound SMTP connections that use TCP port 25 were blocked. (Port 25 is primarily used for unauthenticated email delivery.), so you will notice the exchange server VM won’t send email out after you configure send connector.
As we know, starting on November 15, 2017, outbound email messages that are sent directly to external domains (such as outlook.com and gmail.com) from a virtual machine (VM) are made available only to certain subscription types in Microsoft Azure. Outbound SMTP connections that use TCP port 25 were blocked. (Port 25 is primarily used for unauthenticated email delivery.), so you will notice the VM at Azure won’t send out email.
Have you been follow my previously post steps to add your domain to Office 365? if not please check my previously post and do it. If you did and then it’s time to deploy Azure AD connect to sync your on-premises AD to Azure AD (Office 365).
You can download and install Azure AD Connect to your ADFS server or you also can install it at your domain server if you won’t use ADFS server for your infrastructure. you can install Azure Ad Connect with Express settings but I recommend install it with Customized settings, because you can adjust settings to match your requirements.
The process described mainly focuses on a typical transition of Exchange services to Office 365 environment, converting the Exchange servers to Office 365 CAS role, HUB role and MBX role. Additional role options such as the Unified Messaging Server role and Edge Transport role, are out-of-scope within this document.