Using JIRA (onsite). Following the OAUTH setup for Windows here:
https://confluence.atlassian.com/jiracore/setting-up-oauth-2-0-integration-1005784173.html
Under the drop down for - Add Microsoft as a new OAuth 2.0 integration
Under step 11 - it has configure application with 'Delegated' Permissions. Why are you using delegated permissions rather that Application permissions that do not require user interaction and to not expire?
Also how often the approvals for the connection expires.
@Pete Mitchell (T2 International) Welcome to the Atlassian community
You would need to reach out to support for additional information. https://support.atlassian.com/contact/
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