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I can request and get account autoconfiguration information when connected to the VPN.Īnd I just realized that the DNS for the local network I'm testing it from matches the domain name for the email. When I connect to the VPN, the connections disappear and reappear, but with blank proxy server fields and server name fields identical to what they were before connecting. I also have mail set up with EAS, and it works as expected both on and off the VPN.Īfter investigating the connection status in outlook (control-click on tray icon, connection status), I see that when it's working (not connected to the VPN), the connections for o365 have a proxy server (resolvable and pingable) and server name (not When I connect to the VPN, outlook drops the connection. If I'm not connected to the VPN, outlook connects to o365 and works as expected. Involved: Windows 8 Pro 圆4, Outlook 2013 圆4, SSTP VPN with CHAP auth hosted by Windows Server 2008 R2 圆4, mail hosted by Office 365