Systems and methodologies for a scalable remote debugging system that can debug machines positioned behind a firewall and thru the Internet, via employing an Internet Friendly Relay Service (IFRS). The IFRS can be positioned in a common reach location and provide a secure method of exchanging communication traffic over HTTP using SSL and security tokens in real time. Web server(s) of the IFRS can further employ an authorization and/or tracking system to verify connection of a client thereto, for debugging purposes.