I am totally new to ISA/TMG. Ive been tasked with replacing an aged ISA 2000 web proxy which purely acts as a web proxy sending traffic to our managed gateway provider - Verizon. Anyway, on my new test proxy running TMG (on 2008R2 Std Edn) I can browse HTTP sites from the proxy server itself and client machines. However I cant browse HTTPS traffic from my proxy or client machines. No useful error msg from client machines. On my proxy if I try I get prompted to authenticate 3 times then it fails.
Can anyone give me some pointers? So far I think my stumbling point is under Web Access Policy, Web Proxy, enable HTTP traffic - done...but I cant tick the SSL option without specifying a certificate. We dont run a PKI so do I have to get an external 3rd party one? Do I need to install Server 2008R2 Enterprise Edn and run up an internal certificate authority and generate a certificate???