For general case of Outlook/Exchange connection, most failure cases may due to Outlook rpc timeout before connecting to the Exchange. By default, the timeout of online connection is 30s. You can try set this to 60s or 90s. Maybe it fixes your problem.

Apr 30, 2020 · It's also possible to "unroute" traffic between your computer and a certain IP, which means that all traffic with that IP gets transferred with your standard internet connection and real IP, while connected to the VPN. This makes sense, for example, if you're still unable to send emails on a VPN server, but don't want to use other servers. Apr 22, 2020 · Whether it's for work or personal use, you can connect to a virtual private network (VPN) on your Windows 10 PC. A VPN connection can help provide a more secure connection and access to your company's network and the internet, for example, when you’re working from a coffee shop or similar public place. 2. Run Outlook Connectivity Test from EXRCA.com on any affected workstation to see where is your connectivity getting broken in establishing the connection to Office 365 from your Outlook Clients on the VPN Connection. 3. Removing VPN and it works - clearly confirms there is something not right on the Firewall level. Cheers ! Ankit Shukla Re: Pulse Secure Version 5.2.5 disconnects Outlook on connecting It is hosted on the VPN appliance; it would be at https://vpn.host.name/admin There is no application other than the connection client that you are using

2. Run Outlook Connectivity Test from EXRCA.com on any affected workstation to see where is your connectivity getting broken in establishing the connection to Office 365 from your Outlook Clients on the VPN Connection. 3. Removing VPN and it works - clearly confirms there is something not right on the Firewall level. Cheers ! Ankit Shukla

When the vpn is running I can't seem to access outlook (2019) even though I have configured it be excluded via split tunneling. Outlook says password needed (it says this in the space where it would usually say "connected to Microsoft exchange") I excluded the outlook.exe, I was wondering if there is another dependency (or something) that I also need to exclude? The SSLVPN worked fine with everything except for Outlook 2016 connecting to Office 365 with multi-factor authentication and Modern Authentication enabled on the Office 365 tenant. The fix is the TAP adapter change of adding the gateway address to it.

VPN Connection fails due to authentication failure Symptom: Starting and logging in to the ProtonVPN Windows client work fine, however, when connecting to a server, the connection fails. The Windows application logs indicate “Auth Fail”

After upgrading to Cisco AnyConnect v2.3.0254 Outlook on the clients will not connect to the Exchange like before. I can RDP and Ping det exchange server, but Outlook won't connect. Even more strange is that after 10-30 min's of "waiting" Outlook suddenly connects and everything works perfect for the rest of the VPN session. Hi, From your description , I understand that your Outlook cannot connect to Exchange through VPN. You can follow the steps below to configure the settings: 1. Click the File menu, click Info from the left pane, click Account Settings > Account Settings, select the Exchange account, and then click the Change button. Restart the device, then connect again to Bitdefender VPN. 2. Connect to a different network (e.g. if you were connected to Wi-Fi, try connecting to your Ethernet cable or another Wi-Fi). 3. Make sure the VPN adapter is enabled. • Go to Windows Start menu and type in ncpa.cpL then hit Enter. • This will open Network Connections.