Windows 365 VPN issue

Raphael Berger 16

Dear all,

Yesterday I started my first Windows 365 Cloud PC and it is really cool. Right now, there is only one problem: I installed the OpenVPN client (community version), because I wanted to establish a VPN connection to connect via RDP to our servers. That would be useful for external staff e.g. But the VPN connection cannot be established. I tried it on other platforms like for example my local WIN10 and iPad and it just works fine. But not on Windows 365. Is there anything I have to set up? Maybe firewall rules?

Thanks and KR.

AI 6 Reputation points

2021-09-08T08:26:08.517+00:00

I have the same issue. I am using SonicWall VPN and not able to connect.
Any suggestion?
Thanks
Dan Andrews 0 Reputation points

2023-03-03T00:05:20.74+00:00

Hi All, I am using Netextender from sonicwall and connect just fine to the Corp Sonicwall. I can use RDP etc. without issue. We do have Enterprise version of W365 if that matters. Thanks.
Hoh, Larry 0 Reputation points

2023-09-13T15:10:59.4133333+00:00

See this potential solution: https://techcommunity.microsoft.com/t5/windows-365/optimizing-rdp-connectivity-for-windows-365/m-p/3554327

3 answers

Raphael Berger 16 Reputation points

2021-09-08T11:51:29.54+00:00

I also still face the same problem. There was no one from Microsoft Support and Microsoft forums who could help until now. For us, that is a showstopper right now regarding the topic to use Windows 365 for external staff instead of hardware laptops.
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AI 6 Reputation points

2021-09-08T12:56:33.15+00:00

I think its VPN provider issue and the way VPN connects from the Windows 365. Though SonicWall NetExtender VPN client didn't work for me, but when I tried Juniper PulseSecure client, that worked for me. Not sure if its Microsoft issue or the VPN provider issue. Perhaps someone out there with some information can share some knowledge.

What I intend to do is join this cloud pc to our business domain using VPN, and then create Domain user profile on it rather login using a local user or AzureAd user. Though I can join this PC to the domain using PulseSecure client, however i cannot login as domain user, since the VPN session doesn't initiate before I login. SonicWall NetExtender resolves my this problem, since the NetExtender client allows vpn session before a user logs in to the Window. But I cannot get SonicWall NetExtender to work on this cloud PC.

Any suggestions?

Regards,
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Mark 0 Reputation points

2023-02-20T08:30:09.1333333+00:00

Same problem I thought it might be the Configure a L2TP/IPsec server behind a NAT registry change (AssumeUDPEncapsulationContextOnSendRule) but unfortunately that did not work
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Eggwhisk 0 Reputation points

2023-02-21T09:31:33.3966667+00:00

Yup, same issue here. I can install a local vpn client and watch the outgoing connection packets, but nothing comes back. MS must be blocking it. There is no information I can find related to whether this is possible. Could someone from Microsoft verify if this is something we will be able to do as it has a big impact on our usage of Windows 365 Cloud PC?
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Windows 365 VPN issue

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