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AnyConnect Split Tunnel for Office 365 and MS Online Services connectivity issues

PiotrM
Level 1
Level 1

Hello,

 

I have a very annoying problem with the VPN Split Tunneling. I've configured exclusions for MS Online Services (and youtube.com :)) and everything looks good except that very often we observe a problem with Outlook Connectivity - mostly sending emails. It can take several minutes to send an email. When I'm trying to speed up sending a message I'm very often receiving an error that that Outlook could not contact the server. A similar situation is when I'm trying to do an administrative task via PowerShell in Exchange Online. Sometimes I can't connect to Exchange Online Services, then I'm disconnecting or reconnecting the VPN connection and then it works.

 

I've upgraded AnyConnect Client to the newest version (4.8.03036) thinking there is a bug but it didn't help. I was just pinging outlook.office365.com and I noticed strange behavior - just look at the screenshot below:

ping_o365.png

 

I don't notice such behavior when I'm not using VPN and I didn't notice that when the VPN was configured to tunnel the entire traffic.

 

Did you notice similar behavior? Do you have any idea what can be a root of the issues? Below you can find some screenshots from my ASDM and AnyConnect client.

 

Thank you in advance for any support.

Piotr.

 

ASA configuration:

asa_anyconnect_attributesNames.png

 

asa_anyconnect_ip_exclusions.png

 

AnyConnect applied settings:

 

asa_anyconnect_dynamic_domains_excl.pngasa_anyconnect_routes.png

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