Good call, I think you hit it right on the money. We have all seen these problems (basically Google attempting to MITM the entire Internet) getting worse for years along with all of the very real malvertising threats. We have partnered with the Privoxy project to do exactly what you are doing with Proxomitron but a system that will scale to enterprise environments. We have it running in corporate and educational environments already w/out SSL inspection. What we will be able to do with SSL inspection will be a game changer. Check out the virtual appliance! Any feedback or ideas are appreciated. https://www.nextvectorsecurity.com