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Unusual Outlook issue - not conencting on VPN

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We use a proxy for our mail at mail.ourcompany.com  to connect to our exchange servers at outlook.034d.mgd.msft.net

We use HTTP to connect, connect using SSL only and NTLM authentication

If I am connected to outlook it works, connect to vpn it works, but if I close Outlook and reopen while on VPN it says disconnected?

What is it trying to do at first connect that it fails?


David Sheetz MCP


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