morning all.

trying to get a transparent proxy working on my RB750G with RouterOS 6.0rc1, and HTTP works grand, but HTTPS not so much...

I have a proxy internally (192.168.0.102, 3128 running Squid).
RouterOS (192.168.0.250) is set to redirect all port 80 traffic to the 8080 on the RouterBoard, except if the traffic is from 102.
8080 is set to use 102 as an upstream proxy

thing is, this works grand for HTTP traffic, but HTTPS traffic just times out... no warnings or anything. If i point my browsers direct at the 102 server, HTTPS is working there...

Am i missing something?

Thanks.

Transparent Proxying normally means forcing the end-users machine to the local proxy port in order to make it use the proxy without them needing to change anything.
This is not possible with HTTPS as it uses a secure connection and you cannot transparently intercept that connection while there is end to end encryption being performed.

You can either have the end user setup their proxy details to use the router proxy, or just transparently proxy http traffic.

You can test this by manually assigning the proxy details for either RouterOS or the squid proxy to your test machine then trying https; it should work that way, just not when transparently redirected.

ahhh.... That explains that... Ok, Thanks!