Unless you can get the offending application to use a proxy none of its traffic is going to run through Fiddler. The solution with a VM Gateway running some proxy (other?) software seems the easiest to implement, how would you go about deploying that solution with Virtual Box?įidler isn't a sniffer- it's a proxy. I've used Wireshark, but without the private keys, I haven't been able to decrypt the traffic. The server software that this jnlp is communicating with, is installed as a 'package' and I have not been able to find any SSL certificate files within the directory of this application. I'm wondering, if there is any way I can man-in-the-middle this program to see what data its sending from my machines? With Process Monitor I can see the length and direction (send/receive) that the data is going, but it doesn't even show me the encrypted contents. I do know the traffic is HTTPS encrypted, and it appears to be connecting on ports which my servers are running web servers (tomcat). Using Process Monitor, I've been able to identify it (its instance of javaw) going out to the other servers in my network however, running Fiddler, it shows no activity what-so-ever. I've got a bit of a tricky application I need to monitor.

Procmon logs