Outlook cannot connect while VPN connected

[kahodges]

While using Windows 10 connected to a SoftEther server, everything works but Outlook. It cannot connect. I found a solution to this once, but for the life of me, I cannot find it again, and I don't remember what I did. I do know that I switched from using the built in client on Windows for the VPN connection to the SoftEther client. There was a setting in the SoftEther client that allowed Outlook to connect with no issue. Anyone out there that can help me with this?

Thank you.

[jenielist24]

Hi,
you cannot connect or can send an outlook email said error in SMTP?

[kahodges]

No, Outlook cannot connect to the O365 servers at all.

[OliverTejada]

Maybe there is some filtering on VPN server side, check for potential Windows Firewall outgoing rules blocking that. I assume you're using secureNAT feature on SE, right?

[kahodges]

No firewall rules blocking it. Where would I find the setting for secure NAT in SoftEther?
Thank you.

[OliverTejada]

Double click your virtual Hub > Virtual NAT > Enable SecureNAT.

Deactivate any local bridges before proceeding.

[kahodges]

That seems to have worked. I'm connected to the VPN, closed Outlook, restarted Outlook, and it connects with no issues. Thanks for your help. Please stay safe and stay well.