Outlook 2010 not working when squid proxy is on

5 pts.
Tags:
Outlook
Outlook 2010
Outlook 2010 Administration
Squid
Windows XP
Hi all, I am having some problem with outlook with squid. When I enable squid proxy, I am unable to send or recieve mails on my outlook client. My current set up is as follow: Win Xp / Squid Proxy Server / MS outlook client 2010. I understand that Squid proxy is a HTTP caching proxy; how and why does it even affect the outlook client ?  There have been numerous cases on this topic on the web, but I have yet to found out a solution. Can someone point me in the right direction? Seek enlightment ! Confused soul here. Thank you guys !



Software/Hardware used:
Win XP, Squid, Outlook 2010

Answer Wiki

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Squid is a HTTP proxy and the email clients use POP3 or IMAP protocols. With default configuracion/environment I think you not be able to connect your MS Outlook through Squid.
Is needed some iptables rules to redirect traffic of those protocols to Squid.
Here are some tips, but I recommend you to read more because I am not expert in iptables:

First redirect all the traffic on port 80 to the proxy port, commonly 3128 like this:
iptables -t nat -A PREROUTING -p TCP –dport 80 -j REDIRECT –to-port 3128

Then add a rule for every port used (25 and 110) in nat table for POSTROUTING (for packages as they are about to go):

iptables -t nat -A POSTROUTING -p TCP –dport 25 -j MASQUERADE
iptables -t nat -A POSTROUTING -p TCP –dport 110 -j MASQUERADE

Hope it helps you.

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  • CCProxy
    We also met the same problem with squid proxy, at last we replace squid with ccproxy, as for it's easy to get outlook working.
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