Hi @Steanly Stevenson ,
Have you configured any custom cloud authentication provider which used bearer token at web application level?
Normally, NTLM authentication method is used in SharePoint server, Bearer token is often used in Azure, such as SharePoint online.
In addition, does "different sites on the same host" mean "a collection of different sites under the Web application"?
We could only create multiple authentication identity providers to a single SharePoint web application, not for different site collections under it.
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