Using double VPN?

Hello, so I am still working from home due to covid, and my company does not have clear policies for remote work; so I am always connected to the company vpn at home, so wondering can the IT or the company or my boss track my location or IP? if yes, how to prevent that? can I use like another VPN service before I connect to company’s vpn? would that work?

About snooping, whoever controls the last node (company vpn, in this case) can see what you’re connecting to, and where you’re connecting from.

Technically, you can chain two vpn one after another. But I’d be worried whether your company is picky about spoofing your location. There are technical issues like speed drops and the fact that people managing the company vpn will know you’re chaining vpns. Not to mention legal issues (different countries, tax laws, etc.)

When you connect to the work VPN, it knows were the connection is coming from (likely your modem IP.) It’s then trivial to find that IP’s approximate location. So yes, they will be able to tell when you connect from a different location.

To mitigate this you could setup a VPN server at your house, then route all traffic from your laptop to your house VPN. Connections out of your laptop will then appear to be coming from your house.

There’s a lot of knowledge needed here - if the config is wrong it won’t work, or you’ll leak your actual IP, or expose yourself in other ways to your employer, so unless you know what you’re doing, it’s best to just follow what your employer wants.

The answer is yes they can. But question is will they? Probably not. Why would they waste their time on checking out your IP. If you work from home you can be wherever you want, it’s none of their business.

Anyhow, chaining VPNs is possible but requires some work.