Outlook over HTTP clients slow on outside after ISA 2004 install

By john ·
We have a W2003 SBS box running Exchange 2003 with three clients on the outside with laptops and Outlook over HTTP. The server was behind a hardware firewall, and the clients worked fine. After ISA installation, Outlook connects but is extremely slow.

The server's ip info:
internal ip
dns server (yes DNS server is running and configured)
external ip

We have a certificate from Equifax that lists the server name as "" (replace "domain" with the real domain name). Therefore, I had to create an A record in DNS on the server to point to Also, the ISA web publishing rules are set to direct to rather than publishing.domain.local. OWA, RWW, etc work fine.

When I look at the ISA logging when connecting to Outlook over HTTP from the outside, I see a few initial connections on port 443 to that alternately succeed, then fail. Then I see a bunch of connections to I suspect this is the problem, but I don't know why it's "failing" over to the external NIC. Help please!

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