You may encounter a scenario in which Outlook on Windows 10 reports that it is working offline while connected remotely via DirectAccess. The Network Connectivity Status Indicator (NCSI) shows DirectAccess is in a connected state and all other internal resources are accessible.
This is caused by the default settings of the IP-HTTPS tunnel interface on the DirectAccess server not advertising a default route for connected DirectAccess clients. To resolve this issue, enable default route advertising for IP-HTTPS on each DirectAccess server in the enterprise by running the following PowerShell command.
Get-NetIPInterface | Where-Object {$_.InterfaceAlias -eq “IPHTTPSInterface”} | Set-NetIPInterface -AdvertiseDefaultRoute Enabled -PassThru
In the past I’ve heard reports of this setting being overwritten after group policy refresh. Recent testing on Windows Server 2016 does not show this behavior, however. Please report any results you may have in the comments below. Thanks!