While installing and configuring the Guard Detect Add-On, we noticed a few errors releated to SSL certificates being self signed.
A curl command to test would be useful.
What is question in this related to the SSO.
As you mention Guard, you must be on Cloud, I don't think you can use self signed certificates.
I can't find anything in the documentation on this.
You can contact Atlassian Support with your current issue
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