The present invention is directed towards systems and methods for split proxying Secure Socket Layer (SSL) communications via intermediaries deployed between a client and a server. The method includes establishing, by a server-side intermediary, a SSL session with a server. A client-side intermediary may establish a second SSL session with a client using SSL configuration information received from the server-side intermediary. Both intermediaries may communicate via a third SSL session. The server-side intermediary may decrypt data received from the server using the first SSL session's session key. The server-side intermediary may transmit to the client-side intermediary, via the third SSL session, data encrypted using the third SSL session's session key. The client-side intermediary may decrypt the encrypted data using the third SSL session's session key. The client-side intermediary may transmit to the client the data encrypted using the second SSL session's session key.