Move documents to SharePoint 2013 using SSIS WebDav

Question

I have an SSIS package that calls a .jar that exports a file from one system to a specified file path. For my filepath I use \sharepointserver\davwwwroot\library. The problem is I have to have an RDP session open and maintain my file server connection in order for this to work. It will fail without the RDP session and even the davwwwroot connection times out, requiring me to logoff, back on and browse again.

How can I get this process to work without the RDP session?