Matt, best solution for you will be to review Atlassian's release notes. Each organization has different needs so the benefits will change accordingly.
Go to https://confluence.atlassian.com/display/JIRA/Production+Releases and work your way up or down to understand what new features were added (quite a lot in your case), what bugs were fixed.
I can point out that you'll have the ability to use a lot of updated plugin versions, which is quite important to most users.
Everything below is tested on Ubuntu 17.10. I prefer to use Jira in a docker container because: 1. I can install Jira with a couple of commands. 2. I can start and stop Jira just by starting and s...
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