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I am using my company laptop, where is being monitored by company admin. They have install Windows 7 OS on all laptops and some other security packages.

Currently I am usnig laptop outside my company network (Home Intenet connection). I have installed VM box and using Ubuntu inside it. IF I open some websites on ubuntu VM box. Would company admin able to monitor it?

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  • It depends on the type of monitoring. Ask them. "If I am transfering money in my bank account, can you see that I am visiting my bank? Can you see how much money I have transferred?" The answer should be in writing or email. Cc: your legal and privacy departments if unsure the answer will be truthful. The traffic leaving your VM is still traversing your laptop. If they use a always-on full tunnel vpn, then your "banking" traffic would even pass through your corp office or datacenter.
    – Aaron
    Jun 24, 2017 at 14:01

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Sure. Everything, including this kind of monitoring, is possible for almighty sysadmins, but:

  • It would be unethical.
  • Work computers can be used both for personal and professionally confidential tasks. Monitoring such could be illegal.
  • We have actual work to do. No time for spying employees.
  • We don't have any interest in what kind of porn turns users on, as this probably is the main concern here. :)
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    Ah, no. "It MAY be unethical" - a lot depends on circumstances of the job.
    – TomTom
    Jun 24, 2017 at 8:37
  • Without the user knowing, it would be. Sometimes it's necessary to see what's happening on the screen. I prefer to use solutions that clearly shows the user when such happens and when it doesn't.
    – Esa Jokinen
    Jun 24, 2017 at 9:13
  • But ok, in normal situations. Of course there's exceptions like if this is part of a crime investigation.
    – Esa Jokinen
    Jun 24, 2017 at 9:15
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Yes. For one, http://www.computerworld.com/article/2521075/windows-pcs/pennsylvania-schools-spying-on-students-using-laptop-webcams--claims-lawsuit.html -- except using remote desktop rather than a webcam. But plenty of other ways, too.

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