Upgrading from Windows Server 2016 to 2025: What You Need to Know

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Asked By TechSavvyDad93 On

Hey everyone! I help manage the tech side of my dad's company, and I could really use some guidance. We're currently running a Lenovo SR 550 server with Windows Server 2016 to operate our ERP software, Tally, which connects about 15 systems via TSPlus. We're transitioning to a new ERP system and planning an upgrade to Windows Server 2025. I'm curious if I can perform an in-place upgrade safely without causing any issues. It's crucial that Tally and TSPlus continue to work alongside all the server shared folders after the upgrade. Based on my research, it seems like I can boot from a Windows Server 2025 ISO via USB and run the setup, aiming to keep my files and settings. But I've also seen references to using `psexec -i -s d:setup.exe` if that option isn't available. On another note, regarding licensing, I believe I need a "Windows Server Standard (16 core)" license and potentially an additional license since my server has dual Xeon Silver 4210 processors with 20 cores. Is that additional license necessary? Any advice would be greatly appreciated! Thanks in advance!

4 Answers

Answered By ServerWizard99 On

Absolutely, always back up first! Once you've secured your backup, go ahead with the upgrade. If anything doesn't work out, you'll just restore the backup, no big deal. Regarding the licensing, your thoughts seem accurate, but it's a good idea to verify it as it can get confusing.

Answered By BackupBuddy24 On

Before you do anything, make sure to back up the entire server. A complete image backup is crucial so you can restore everything if the upgrade doesn’t go as planned. After that's done, you should be good to attempt the upgrade. It's common for things to go a bit sideways, but you'll have that backup ready just in case! As far as licensing goes, it does sound like you're on the right track, but it can be quite complex, so double-check that before moving on.

Answered By OldSchoolTechie On

Step one: Perform that thorough backup and ensure you can restore it, then you're clear to upgrade! Just a heads up, your server model might be at the end of life and could be limited to Windows Server 2022, so verify that beforehand. Depending on the age of the server, it might be worth considering investing in newer hardware that aligns with vendor support plans.

Answered By CuriousGeorge42 On

Check with Tally's support to see if they can run on Windows Server 2025—they may have specific upgrade paths or requirements. Also, just to reiterate, a comprehensive backup is essential before the upgrade!

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