We plan to upgrade our Jira version 3.13.3 to 5.0.x. We use Jira a lot for project monitoring / reporting and most users (1500 total) have between 2 and 5 personal dashboards configured. One of their major concerns about this upgrade is that they don't want to spend time on configuring their dashboards again.
Question is: Are user dashboards migrated during the upgrade from 3.13.3 to 5.0.x along with the issue data?
I think they should be migrated. But the migration from 3.13 to 5 has a very long migration path. I would first update a test installation of your Jira 3.13. There you can see, if the dashboards are all migrated the way you expect.
Have a look at this site also: https://confluence.atlassian.com/display/JIRAKB/Dashboard+Fails+after+Upgrading+or+Importing
Usually JIRA upgrades all user data as well including Dashboards and Filters etc.
We have tried many times from 4.x.x. So, should work with 3.x.
Better try in a test enviornment before moves with production. Also, I think you can't directly go to 5.x from 3.x.
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