[srmanuel]

I’m surprised the VPN service allows split tunneling but try this...

Don’t use Outlook or any other Microsoft Email Client, use their webmail service.

For example, I can use Outlook on my laptop or I can go to the webmail service and log in and use that...

I think the problem is the VPN service is routing your traffic thru their network and causing issues with the Microsoft clients....

Using the Webmail version for email would probably eliminate the issue...

[BTerclinger]

srmanuel wrote:
“I’m surprised the VPN service allows split tunneling but try this.”

ExpressVPN touts it and promotes it, but as described above in my OP, it doesn’t seem to work with Outlook accounts

“Don’t use Outlook or any other Microsoft Email Client, use their webmail service.”

Thats seems to work, but it means turning off those accounts in OSX Mail and keeping a web page open for each outlook account.

Thanks for the suggestions.