I have been given the unenviable task of mapping out a process for 
upgrading from Jenkins 1.642.4 to the latest LTS (currently 2.46.2). If I 
had to do this blind and unsupported, I'd start by creating a sandbox 
Jenkins with a clone of our existing jobs, plugin, and configuration, then 
drop the upgrade on it and see what exploded. We have a little over 100 
plugins installed, so if I had to guess what's going to cause problems, I 
would expect it to be plugins which are broken by the upgrade, which then 
must be upgraded themselves, and before I know it I'm in dependency hell.

If anyone has experience with this, whether version-specific or just 
general tips on how to approach this, I'd love to hear them. Thanks!

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