Easily Move Exchange Server 2019 CU14 on Windows Server 2022 involves several steps. Here’s a structured guide to help you with the migration process:

1. Prerequisites and Planning
Before you start the migration, ensure you meet the following prerequisites:

Operating System: Exchange Server 2019 CU14 is supported on Windows Server 2022.
Hardware Requirements:
Memory: At least 128 GB for multi-role servers.
Disk Space: 30 GB for Exchange installation, additional space for databases and logs.
CPU: 2-core minimum, 4-core or more recommended.
Active Directory:
At least one Windows Server 2016 or later domain controller.
Forest and domain functional levels should be Windows Server 2012 R2 or later.
Exchange Server Requirements:
Ensure the Exchange Server 2019 CU14 ISO is downloaded.
Make sure you're running the latest updates of Windows Server 2022.
2. Prepare Active Directory
Extend the Active Directory schema by running the following commands (from the Exchange setup folder):
Setup.exe /PrepareSchema /IAcceptExchangeServerLicenseTerms
Then prepare the AD:
Setup.exe /PrepareAD /IAcceptExchangeServerLicenseTerms
Validate AD changes with:
Get-ADForest | Format-Table SchemaMaster,DomainNamingMaster
Get-ADDomain | Format-Table InfrastructureMaster
3. Install the Required Roles and Features
On Windows Server 2022, run PowerShell as Administrator and execute:
Install-WindowsFeature ADLDS, RSAT-ADDS, Web-Server, NET-Framework-Features, NET-Framework-Core, NET-HTTP-Activation, NET-WCF-HTTP-Activation45
Install-WindowsFeature RSAT-ADDS, RPC-over-HTTP-proxy, Web-Mgmt-Console, Web-ISAPI-Filter, Web-ISAPI-Ext, Web-Metabase, Web-Lgcy-Mgmt-Console, Windows-Identity-Foundation
4. Install Exchange Server 2019 CU14
Mount the Exchange Server 2019 CU14 ISO on your Windows Server 2022.
Run the Exchange installer:
Setup.exe /IAcceptExchangeServerLicenseTerms_DiagnosticDataON
Follow the installation wizard to complete the installation:
Select the appropriate server roles (Mailbox or Edge Transport).
Configure server settings like database paths, certificate settings, etc.
5. Post-Installation Steps
Configure Certificates: Install and assign SSL certificates for Exchange services (SMTP, IIS, POP, IMAP).
Verify Service Health:
Use Exchange Management Shell to check services:
Get-ServerHealth -Identity <ServerName> | where {$_.AlertValue -ne 'HEALTHY'}
Mail Flow and DNS Configuration:
Update your DNS settings for mail flow (MX records, SPF records).
Move Mailboxes: If applicable, start migrating mailboxes to the new Exchange 2019 server.
6. Decommission Old Exchange Servers (Optional)
After confirming that the mail flow, databases, and all Exchange functionalities are working properly on the new server, you can proceed to decommission the old Exchange servers.
7. Test and Validate
Outlook Connectivity: Ensure all clients (Outlook, mobile devices) can connect to the new Exchange server.
Test Mail Flow: Send internal and external test emails to ensure proper mail flow.
Monitoring: Implement monitoring and alerts for critical services like the Transport service and Mailbox databases.
By following these steps, you'll be able to successfully install Exchange Server 2019 CU14 on Windows Server 2022. Let me know if you'd like more detailed assistance with any specific part of this process!
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Update 9/10/2024: Please see our new blog post for additional details on how to get from current versions of Exchange Server to Exchange Server SE:

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Microsoft Exchange Server is a popular email and calendaring software used by businesses worldwide. With its various features and functionalities, Exchange Server has been a reliable choice for organizations to manage their emails and appointments. However, with the release of newer versions, Microsoft has discontinued some of the features and functionalities in Exchange Server.

One of the features that have been discontinued in Exchange Server is the Unified Messaging (UM) role. The UM role was used to integrate voice messaging and email messaging in a single inbox. However, with the release of Exchange Server 2019, Microsoft has discontinued the UM role. Instead, Microsoft recommends using cloud-based services like Exchange Online or Microsoft Teams to handle voice messaging.

Another feature that has been discontinued in Exchange Server is the Client Access Server (CAS) role. The CAS role was used to handle client connections to Exchange Server, such as Outlook Web Access (OWA) or Exchange ActiveSync. However, with the release of Exchange Server 2019, Microsoft has consolidated the CAS role into the Mailbox role, resulting in a simplified architecture.

In addition to these features, Microsoft has also discontinued the Edge Transport Server role in Exchange Server 2019. The Edge Transport Server role was used to handle email messages between the Exchange organization and the internet. However, with the increasing use of cloud-based email services and the need for better security, Microsoft recommends using cloud-based services like Exchange Online Protection or Microsoft Defender for Office 365 to handle email security.

In conclusion, Microsoft has discontinued some of the features and functionalities in Exchange Server with the release of newer versions. While this may cause inconvenience to some users, it is important to note that Microsoft is constantly improving its products and services to meet the changing needs of businesses.

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What's new when upgrading from Exchange 2016 to Exchange 2019?

Upgrading from Exchange 2016 to Exchange 2019 brings several new features and improvements. Firstly, Exchange 2019 offers better performance and scalability, making it an ideal option for larger organizations with high email traffic. The improved search experience and reduced indexing times are other notable enhancements that come with Exchange 2019.

Exchange 2019 also introduces a new architecture that separates the client access and mailbox server roles, providing better deployment flexibility and improved resilience. Another significant update is the support for Windows Server Core, which enables a more streamlined deployment and reduces the attack surface.

In terms of security, Exchange 2019 introduces several new features to mitigate potential vulnerabilities, such as the blocking of external access to the Exchange Admin Center by default and improved multi-factor authentication capabilities.

Furthermore, Exchange 2019 brings enhancements to the user experience, such as the ability to schedule Teams online meetings directly from Outlook and improved calendar sharing options. The new Message Recall feature allows users to recall messages sent to the wrong recipient, and the new Read/Unread UI provides a more intuitive way to manage emails.

Overall, upgrading to Exchange 2019 offers several new features and improvements that enhance performance, scalability, security, and user experience. It is recommended to thoroughly plan and test the upgrade process to ensure a smooth transition and optimal utilization of the new features and capabilities.

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