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403 Forbidden Error When Confluence Connects to Jira After Switching to Azure Application Gateway

vipul newaskar
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July 24, 2025

We host both Jira and Confluence Server. Users access them through a proxy as follows:

  • org.com/jira

  • org.com/confluence

We are switching from the proxy server to Azure Application Gateway, keeping the same external URLs.

After the switch, Confluence fails to authorize with Jira. Specifically, it receives a 403 Forbidden response when trying to connect (e.g., for user management or application links).

Troubleshooting done:

  • Turned off IP allowlisting in Jira

  • Verified that both services are reachable via the browser through App Gateway

  • Jira logs show a 403 response to Confluence requests

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