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Questions about Fedora Workstation Software Upgrades

I'm hesitating to upgrade my system from F24 to F25. F24 will be EOL this summer, so I should be upgrading in a few months. Now I have a few questions about the whole thing.

  • How do you guys plan an upgrade?
  • How do you backup your system so you can restore it in case it goes wrong?
  • What are the usual casualties that cause the upgrade to break things?
  • Is it possible to upgrade from F24 to F26? If so, would it be wise?

This upgrade is very critical to me, because I use Fedora Workstation on my laptop for work. I started using Fedora on my work 8 months ago, so this thing is kind of new to me.