Upgrading Exchange 2019 to SE Without Azure: Licensing Concerns

Look, migrating to Microsoft 365 could actually make things easier and reduce your security risks. Just think about it: you'll have a simplified management experience and fewer headaches overall when you retire your on-premises server. You might even want to celebrate that move!

You might want to reach out to a distributor or VAR for a quote on Software Assurance for your Exchange Server, plus the number of user licenses you need. They can give you a good estimate based on your specific situation.

In short, you’ll need an Exchange SE license with Software Assurance and a way to license your users. Your choices are between getting Exchange SE CALs, which require Software Assurance, or opting for a Microsoft 365 subscription like E3 or E5 that includes Exchange Online. This route also gives you access to additional Office services.

Check out this upgrade guide from Microsoft that explains licensing requirements clearly. Basically, if you want to go to Exchange Server SE, you need to either get cloud subscription licenses for all users accessing the server or use Server licenses and CALs with Software Assurance. If you skip the cloud licenses, make sure the server licenses come with Software Assurance for access to updates and rights. It’s crucial to know your options!