I was using the cheap Mango VPN router along with a paid subscription of AzireVPN. On my first day I was blocked by Microsoft Defence. They said I’m using a Tor like network and my organization policy does not allow this. I was also not able to login to our code repository and my access was blocked.
When i turned off the VPN, i got access to all company resources again. I had no other option but to leak my real location because i had my meeting in 5 minutes and i needed the access.
I’m sure a notification went to my organization security team and i will face the consequences in the next few days 
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Please keep us updated as to what happens.
It sounds like the issue is that you used AzureVPN, and it was a known data center IP address so it got flagged.
That’s why you only fly under the radar if you 100% don’t care if you get fired, either because you are FIRE already anyway or you are sure to easily find a new remote job.
Yes, keep us informed. My organization also does not allow VPN except theirs - so how do DN’s accomplish this?
That’s unfortunate. Not sure about the notification though, depending on the size of the company and their global presence, they might just verified that this was indeed you and that’s it.
I am also abroad currently for the first time with VPN and let’s see if I get caught. But you should test VPN before you go abroad to make sure this does not happen. Use a residential VPN and you should be good.
Update: i immediately informed my manager that i am working from abroad. I did not mention VPN or being blocked. He was OK with me being in another country and working remotely for a ‘little bit’. I did not receive any threats from the security team. I still have the job.
Read the wiki. Get 2 GLI routers. 1 in your home country at a friend’s, family place. Configure it as a wireguard server. Configuré the second device as a wireguard client, boom you have a VPN travel router you can use anywhere , and appear like you’re in your home country…
GLI routers are extremely easy to configure. 20 minutes tops for both.
along with a paid subscription of AzireVPN
Microsoft Defence
So, let me get this straight. You were using Microsoft’s VPN service to attempt to trick Microsoft into thinking that you were working from a country other than the one which you were actually in? You tried sending all of your Internet communications through a network operated by your employer in order to conceal your location from your employer?
On top of that, you were supposed to be working for their defense division, meaning that you likely had to agree to a fairly strict policy about data not leaving the country?
Did you think this plan through very thoroughly?
What about using a vps with a dedicated residential IP and wireguard? Did you try that?
I’m sure a notification went to my organization security team and i will face the consequences in the next few days
It’s unlikely, and really depends on what your employer does.
Just get an excuse ready of why you are in country x. Be ready to book a flight back to your home country though.
This is why it’s good idea to do a brief trip first to make sure everything works.
Say you were using a VPN for Netflix access and you set the location to the country you are actually located in.
Why are you working remotely in a non-approved location? Seems like a recipe for disaster.
They might not report/question you until they see that you’re staying overseas for 3+ months.
Just be honest what you are up to man, ifind it distrusting if my employees doing backhand stuff like that
I recommend rainproxy or any “residential IP” service.
Using a VPN hides your location/IP, not the fact that you are hiding something/using a proxy.
“Fire up a server on Linode” gets you flagged as using a datacenter IP.
What’s really happening is that many companies apply a clever technique called “ignorance is bliss”.
Obviously you should always use protection when fucking around, better than nothing, but be aware that it’s not 100% safe.
I think Microsoft allows 60 days abroad? You may be just fine. Please keep us updated lol. Best luck to op.
Sorry to hear this, I think the company paying people based on their location and cost of living is such B.S. and we deserve to live a life we want to live and experience and get paid for the services we provide no matter where we are at.