Hi,The workflow for identifying the type of security required is to use the Identity Manager and provide a challenge delegate. In the callback, the CredentialRequestInfos will contain an AuthenticationType value (http://resources.arcgis.com/en/help/runtime-wpf/apiref/index.html?ESRI.ArcGIS.Client~ESRI.ArcGIS.Cli...Certificate = Authentication by client certificate (PKI infrastructure)NetworkCredential = HTTP secured service (Digest, basic or Integrated)Token = Token secured service.CheersMike