This is an admin question driven by a security requirement, so forgive me but I figured those of us on this list will much more likely have seen this before?
Apparently it's not that easy to make WU work via a proxy. The standard response on the web at large is to use proxycfg to grab your IE settings. That hasn't worked -> I can still see the box trying to get directly out via my firewall. It is being blocked due to egress filtering. This is a web server which is not allowed to initiate connections outbound at all. I would like to keep it that way. Has anyone tackled this successfully?
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