Hi @Jordan Hart , How large is your organization? In larger organizations, the number of groups a user is a member of might exceed the limit that Microsoft Entra ID will add to a token. Exceeding this limit can lead to unpredictable results:
"The number of groups emitted in a token is limited to 150 for SAML assertions and 200 for JWT, including nested groups. In larger organizations, the number of groups where a user is a member might exceed the limit that Microsoft Entra ID will add to a token. Exceeding a limit can lead to unpredictable results. For workarounds to these limits, read more in Important caveats for this functionality."
https://learn.microsoft.com/en-us/entra/identity/hybrid/connect/how-to-connect-fed-group-claims