I heard back from Atlassian on this issue. The short answer is that a standard workboard can only "display" 1000 issues at a time. After that, the board will just stop showing the newest issues.
We stumbled into this because one of our administrators did a mass update of issues to re-assign them from an employee that was leaving to a different employee. Including issues that were resolved (complete & canceled). When doing this JIRA automatically updates the last updated date for an issue. Thereby bringing months or years old issues back to "current" from the board display perspective.
This was really frustrating as we cant choose to ignore this rule for resolved issues where 90% of the volume was. Nor could we choose to omit the completed or canceled statuses from the board in order to get around the 1000 issue limit.
Most frustrating was that nowhere in the UI was there an indication that we had reached this limit and we were missing some issues from board visibility. WTF Atlassian?
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