If Visual Studio will not deploy your report to the Windows Server, and you have not deployed to it before, check the security (SSL) settings for the server. If the server requires an SSL connection, and your workstation does not trust the SSL certificate, Visual Studio will create an error about “couldn’t establish trust relationship”. This is a problem when the server is using a self-signed certificate. The solution is to visit the Reporting Service’s website with Internet Explorer, and install the Server’s certificate to your machine locally.