Hi @Kevin Ob ,
You can't use the User-Agent in this manner. Health Check requests come from the platform, not a client request. Utilizing the HealthCheck/1.0 user agent was for URL rewrite between HTTP and HTTPS because initially, Health Check only worked over HTTP. Now Health Check supports HTTPS as well which is why that verbiage was removed the document. If you're using your own
Authentication and security, you can have application check for x-ms-auth-internal-token
in the HTTP header so that request matches the WEBSITE_AUTH_ENCRYPTION_KEY
value basically verifying the request came from the Azure App Service platform and not some client request.
It might help to know why you want to Microsoft.Insights/webtests
pointed to this route.