Upgrading or Migrating to Windows Server 2019/2022 from 2016

This article covers in-place server upgrade options and server data migration when moving from an old to a new computer. First, establish your goal:

If you want to upgrade in place from Windows Server 2016 to Server 2019 or 2022 and keep all your existing apps and files, look for Part 1.

If you are replacing an existing server and plan to migrate applications, databases, domain accounts, and user profiles from one server to another, see Part 2.

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Should you upgrade or migrate to Windows Server 2019/2022?

According to Microsoft, Windows Server 2016 will be supported with updates until January 12, 2027. Windows Server 2019 will reach its end of support on January 9, 2029. Windows Server 2022 was released in September 2021.

While Windows Server 2016 is still widely used by many organizations, we recommend upgrading to the latest version, as it offers enhanced security features and better performance.

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Comparison between Windows Server 2016 and 2019

Windows Server 2019 includes updates to Storage Migration Service, Kubernetes platform support, unified management, virtual network peering, and an enhanced Windows Defender ATP. In contrast, Windows Server 2016 deprecated iSNS, Business Scan, Remote Desktop Connection Broker, Remote Desktop Virtualization Host, and Print Components, among others.

Read Microsoft's guide on the Windows Server 2019 edition comparison.

Comparison between Windows Server 2019 and 2022

Server 2022 has four advanced security features: hypervisor-based code integrity, secure-core server, hardware-enforced stack protection, and Transport Layer Security (TLS) 1.3.

It also offers better platform flexibility, a new Windows Admin Center, an updated Hyper-V Manager, hybrid cloud support, and an enhanced Kubernetes experience.

Learn more at Compare Windows Server 2022 editions.

Part 1: How to Migrate from Windows Server 2016 to 2019 or 2022 In this section, we will discuss how to smoothly migrate from Windows Server 2016 to a newer version like Windows Server 2019 or 2022. The migration process typically involves several steps, including planning, backup, upgrade, and validation. Here are the detailed steps: 1. **Plan the Migration**: - Determine the target: Are you upgrading to Windows Server 2019 or 2022? - Check hardware and software compatibility: Ensure your server hardware meets the requirements of the new version and that all running applications and services are compatible with the new operating system. - Create a timeline: Choose a time for migration that minimizes business disruption. 2. **Backup Data**: - Before starting the migration, make sure to perform a full backup of all critical data on the existing server. - Use a reliable backup tool, such as Windows Server Backup or a third-party solution. 3. **Prepare the Target Server**: - Set up a new physical server or virtual machine and install Windows Server 2019 or 2022. - Configure network settings, disk layout, and system services to match the source server. 4. **Migrate Roles and Services**: - For each role and service running on the source server, learn the migration method. Some can be migrated directly using built-in upgrade tools, like AD DS (Active Directory Domain Services), while others may require manual migration. - Use appropriate methods, such as the "Server Roles and Features" migration wizard or manually copying files and configurations. 5. **Migrate User Data and Applications**: - Move user data from the old server to the new one, which might involve migrating network shares, databases, or file servers. - Install and configure applications on the new server, ensuring compatibility with the new environment. 6. **Test and Validate**: - Conduct thorough testing before switching to the new server in production. This includes verifying applications, services, and network connectivity. - Make sure all functions work correctly and adjust configurations as needed. 7. **Switch to the New Server**: - Once the new server is validated, redirect traffic and resources from the old server to the new one. - You may need to update DNS records, firewall rules, etc., to point to the new server's IP address. 8. **Decommission the Old Server**: - Safely retire the old server once you confirm the new server is running stably. - Remove data from the old server, adhering to data retention policies. Keep in mind that every environment has its specifics, so you may need to adjust these steps according to your unique situation. Maintain documentation throughout the process for reference in case issues arise.

If an in-place upgrade isn't an option, try using the Server Migration tool to move your data quickly. Moving files and data – not to mention user accounts and domain accounts – to a new PC can be a headache for server users.

This part will offer you another option to migrate all programs, files, and settings – download the Windows Server Migration Tool. The advanced Windows Server PC transfer utility – Todo PCTrans Technician tool, can provide a Windows Server migration solution among Server 2003/2008/2012/2016/2019/2022.

Still have doubts about using Todo PCTrans? Watch the video tutorial for more information. Get more details about this advanced Windows Server file and app transfer software.

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For more guidance or to learn more about the technical intricacies of using Todo PCTrans Technician for Windows Server upgrades, please click on the chat button below to reach out to our Support Team as soon as possible.

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Bulk PC program transfer, Windows account transfer, domain account transfer, virtual-to-physical machine transfer, and local to cloud desktop transfer.

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The steps to migrate to Windows Server 2019/2022 are as follows:

< strong > Step 1. Run Todo PCTrans on both the source and target computers and connect the two via the Internet.

1. Under PC to PC, choose the transfer direction, and then click Start to continue.

2. Select the computer you want to cast from, then type in the device name or verification code and tap “Connect” to continue.

The verification code is displayed at the top of the main Remote Desktop window on the controlled computer.

Step 2: Choose the categories of apps, files, and accounts you want to transfer over the Internet.

To transfer data selectively, click “Edit” under each category and choose the items you want.

Select apps, files, or accounts:

Click “Transfer” to start sending your apps/files/accounts over the Internet from one computer to another.

Part 2: How to Upgrade to Windows Server 2019/2022

Step-by-step guide: Perform an in-place server upgrade:

Phase 1: Set up your server.

Step 1: Go to the Windows Server 2019 installation media and launch Setup.exe.

Step 2: Click “Yes” to proceed with the installation.

Step 3. You will then see the “Get updates, drivers, and optional features” window. Select “Download updates, drivers, and optional features (recommended)” and click “Next.”

Step 4: Wait for the Setup app to check your device configuration. When it's done, select Next.

Step 5. Enter your server license key to proceed. (Find your Windows Server product key if you're unsure how.)

Step 6. Choose the Windows Server 2019 image you need, and then select **Next**.

Step 7: Click Accept to agree to the applicable notices and license terms.

Step 8: Select what you want to keep, and click “Next”:

Select “Keep personal files and apps” to keep your data.

"Factory reset" deletes everything, including files, apps, and settings.

Step 9. When the scan is complete, click “Install” to apply the updates.

Phrase 2: Check if the system has been successfully upgraded.

Type “Registry Editor” in the search box and click to open it.

View along the path: Computer\HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Windows NT\CurrentVersion

Checking the Windows operating system

Your productName should be Windows Server 2019. Make sure all your applications are running smoothly. If you lose any apps or files, the Todo PCTrans tool can help you create an image file to save everything.

If you experience issues with your Windows Server installation, compress the files in the C:\Windows\Panther folder, and contact Microsoft to help troubleshoot the problem.

Final Thoughts

This post offers two sections: server upgrade and server migration. If you focus on upgrading Windows Server 2016 to 2019 or 2022, the built-in Windows method is sufficient for the task. There's one significant thing - there's a risk of data loss when an in-place upgrade fails. Thus, to protect your data, we recommend using the Todo PCTrans tool to create a backup image.

Furthermore, data transfer has become the client's purpose. Thus, you can migrate directly to Server 2019 or 2022.