Forum Discussion

Iron Contributor

Dec 26, 2017

Can't Authenticate to Office 365 Over VPN through office apps ONLY on Windows 7

We have received many troubleshooting calls lately from windows 7 users whom cant use their office apps over VPN. Outlook is the main call driver, but I have tested thoroughly and see it happening on...

Authentication

office 365

Robert Woods

Iron Contributor

Dec 26, 2017

I wanted to add, if we authenticate before connecting the VPN, outlook works fine, connected to outlook.office365.com.

pierredv

Copper Contributor

Aug 17, 2019

FWIW, I'm having this same problem at the moment on Windows 10, connecting via ExpressVPN. Once Outlook connects (the VPN has to be off for that), switching the VPN on doesn't seem to be a problem, e.g. new mail comes and goes fine.

Robert Woods, I don't see any replies to you - were you able to resolve this back in the day?

thanks

ckollipa
Copper Contributor
Jun 25, 2020
pierredv did anyone get solution for this issue, its happening still with Pulse Secure VPN
- pierredv
  Copper Contributor
  Jun 25, 2020
  ckollipa, the solution for me, way back, was to switch from the Automatic protocol setting in the ExpressVPN/Options/Protocol tab to L2TP/IPSec (ughh).
  
  However, I haven't had to do that for quite a while now; auth for me is working over Automatic again. My hunch is that there was a protocol implementation issue that the ExpressVPN team fixed.
  
  If Pulse Secure allows you to choose protocols, you might try playing around with that.
  
  Good luck