I work on a corporate laptop that has an infamous root CA certicate installed, which allows the company to intercept all my browser traffic and perform a MITM attack.

Ideally, I’d like to use the company laptop to read my own mail, access my NAS in my time off.

I fear that even if I configure containers on that laptop to run alpine + wireguard client + firefox, the traffic would still be decrypted. If so, could you explain how the wireguard handshake could be tampered with?

What about Tor in a container? Would that work or is that pointless as well?

Huge kudos if you also take the time to explain your answer.

EDIT: A lot of you suggested I use a personal device for checking mails. I will do that. Thanks for your answers!

  • catloaf@lemm.eeEnglish
    6·
    9 months ago

    Don’t. Just fucking don’t. Keep your personal stuff off your work equipment and vice versa. I don’t know why people keep wanting to do this, because it only leads to trouble.

    • BearOfaTime@lemm.ee
      4·
      9 months ago

      Adding on:

      Anything you do with a company device brings liability to them, which is part of why you should keep things separate, and part of why they manage devices.

  • unlawfulbooger@lemmy.blahaj.zone
    4·
    9 months ago

    The best thing is to use a different device, period.

    Since the company is lord and master over the device, in theory, they can see anything you’re doing.
    Maybe not decrypting wireguard traffic in practice, but still see that you’re doing non-official things on the device that are probably not allowed. They might think you’re a whistleblower or a corporate spy or something.

    I have no idea where you work, but if they install a CA they’re probably have some kind of monitoring to see what programs are installed/running.

    If the company CA is all you’re worried about, running a browser that uses its own CA list should be enough.

  • MTK@lemmy.world
    1·
    9 months ago

    The computer probably has local security tools (such as an edr) that spy on you any way.

    You need to assume it is completely compromised.

    But… assuming this isn’t in violation of your company computer usage policy (which it very much might be and can put you in trouble) you can install any VPN (avoid spyware shit) and a different browser (ideally something a bit obscure, like librewolf) and this will bypass the MiTM as the the device that does the MiTM would be either:

    A) a network device that hijacks the HTTPS requests (VPN bypass this)

    B) the browser used by the company

    C) some other kind of software that atteches itself to all browsers via admin installed extensions (obscure browser might not be recognised by such software, be sure to check the installed extensions after letting the browser run for an hour)

    And once you are done you can check the certificate chain in the browser to confirm.

    • SnotBubble@lemmy.mlOP
      1·
      9 months ago

      Before I wrote this thread, I ran for a couple of minutes a browser from a docker container. I couldn’t browse any website because of the missing CompanyName CA certificate. So, I stopped because it was too freaky.