>> Insert a rule allowing IM access before you require authentication
in
>> http_access.
>
> What would that look like in a squid.conf file?
> Right now, I have the following order of acl operator lines:

Your http_access list looks fine. The only reason you should be seeing
a login prompt for IM is if your restrict-im acl isn't matching right.

Try putting this in your /etc/squid/im file instead of what's there:

.msg.yahoo.com
messenger.hotmail.com

Then change restrict-im to a dstdomain acl type (and remove the -i
option). See if that helps.

Adam

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