Hey everyone! I'm looking to kickstart a project where I need to upgrade my servers from Windows Server 2016 to 2019. Has anyone here done this before? I'm really looking for advice on how to approach this, including why I should do it, and any planning tips you might have. Thanks in advance for any help!
4 Answers
Before jumping to 2019, have you considered why you're not going for 2022 or even beyond? It's really important to think about the support timelines and what versions are available, especially if you’re looking at roles and number of servers you have. A fresh install of a newer version can save you headaches later on!
Honestly, I would recommend building a new server instead of upgrading. If you upgrade, you risk bringing over existing issues. A new build allows for a fresh start and helps you confirm your documentation is up to date. Plus, you can keep your current server as a backup while you transition. It can be a smoother process overall!
If you want to do an in-place upgrade, just make sure to back everything up first! Then, download the ISO and run it while your server is up. It should only take a couple of hours. Just keep an eye on any server roles that might prevent the upgrade.
And definitely take a snapshot beforehand! Better safe than sorry, right?
You should really think about moving to 2022! It has better support and features like TLS 1.3. Just snapshot your VMs, run the ISO, and you’re good to go—I've done it on multiple VMs without issues.
Exactly! That way, you’re not just migrating problems. It's all about minimizing downtime and ensuring everything is properly set up!