If you are getting either a 'The underlying connection was closed' or 'The operation has timed-out' error when deploying reports manually (add reference to web service) to SSRS via SSL on port 443 this fix may work for you.
Jonathan Dickinson works at SourceCode. Everything posted on this blog is his personal opinion and do not necessarily represent the views of his employer or his employer's clients.
SSRS Timeout on SSL 443 – Resolved