this post was submitted on 27 Nov 2024
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As someone else said, I'd go with an MDM vendor instead of trying to build something yourself.
The most secure thing would be to have the person connect to a remote server and do all their work on the remote server, essentially just using the laptop like a thin client.
This is the only reliable solution. To expand:
The real answer is you are probably screwed without investing a bunch of time, effort, and cost.
You might get away with more basic security measures if the user has very limited IT knowledge.
I suggest getting legal advice before you give the user access to your data in the manner you intend.
DLP solutions are honestly a joke. 99% of the case they only cost you a fortune and prevent nothing. DLP is literally a corporate religion.
What you mentioned also makes sense if you are windows shop running AD. If you are not, setting it up to lock 1 workstation is insane.
Also, the moment the data gets put on the workstation you failed. Blocking USB is still a good idea, but does very little (network exfiltration is trivial, including with DLP solutions). So the idea to use remotely a machine is a decent control, and all efforts and resources should be put in place to prevent data leaving that machine. Obviously even this is imperfect, because if I can see the data on my screen I can take a picture and OCR it. So the effort needs to go in ensuring the data is accessed on a need basis.
That was kinda my point. Securing a laptop that will have access to data you want to protect from loss is a near bottomless pit of issues. There comes a point you have to do a risk assessment and apply a level of security that meets your legal requirements and contractual obligations. I'm sure this is all doable on Linux as well but the low cost / easily available tools are mostly for Windows.
I suspect that taking the "secured remote session" approach is probably good enough for their needs. It just needs a client app you can trust to respect the security rules they want to enforce (no screen shots, no screen recording, no data transfers for any sort, etc).
OCRing what is on screen is not really stoppable unless you force them to keep their camera on so you can monitor them 24/7. But if you try hard enough there is usually a way around most security measures.
Either way, they need to decide what the risk impact vs likelihood profile is, and what the business can tolerate. They'll need to discuss it with legal and data protection folks to assess that.
One tip is to embed records and values that look meaningful, but are unique, into the copy of the data given to the specific employee. This can be used to potentially prove that a data breach was a result of something that employee did. We like to put QUID's as invisible watermarks in document headers. These trigger our DLP systems which is always funny cos its usually an employee who is leaving and wants to keep something. I love those conversions.
I like the idea of canaries in documents, I think is a good point but obviously it only applies to certain types of data. Still a good idea.
Looking at OP, they seem a small shop, with a limited budget. Seriously the best recommendation I think is to use some kind of remote storage for data (works as long as the employee complies) and to make sure the access control is done in a decent way (reducing the blast of employee behaving maliciously). Anything else is probably out of reach for a small company without a security department.
Maybe I sounded too harsh, that's just because in this post I have seen all kinds of comments who completely missed the point (IMHO) and suggested super complicated technical implementations that show how disconnected some people can be from real technical operations, despite the good tech skills.
Windows is absolutely more difficult to secure than linux. I can restrict access down to the kernel level in linux. Windows has no such granularity
"Easy" from the point of view there a lots of off the shelf tools to help you do it that are easy to understand.
That Crowd strike outage was pretty evident of how easy windows is to secure. Linux had the same failure but since admins are able to secure the OS in a more granular way and can update packages in situ without touching the registry, Linux users could still boot into their OS and patch the broken file. No such luck in Windows.
Windows users could boot into safe mode and modify/delete the problem file. There just wasn't any tool to roll out this fix 'automatically'.
Once IT dealt with it I stopped paying attention to the situation, but I wonder if any tool was created to help the poor souls managing thousands of PCs?
@Charzard4261 @horse_battery_staple , any compute running Crowdstrike, Bitlocker, and no remote access during the prebooted environment would certainly require manual intervention. Also, all those Bitlocker keys having to be manually inserted for computers that required physically being present? Hell in a shell.
Absolutely this for windows. Linux however allowed crowdstrike to run without it being a boot time event. I administer a mixed environment. I worked 18 hours straight remediating that outage.
No. If the device was encrypted it had to be done locally. Laptops had to either be wiped and restored to backup or a sysadmin had to reset the machine locally with a local admin. There was no remote remediation possible unless the sysadmin gave the user a local admin account and password.
On Linux I was able to push the new file over the network and reboot the machine.
On windows companies were shipping laptops or restoring to backups.
I dual boot windows and EndeavourOS. Every 6 to 12 months I make a concerted effort to make the switch 100% but it hasn't worked out yet. So while Linux is great windows is unavoidable. In this use case I suspect managing Windows tools will be simpler, though I agree that effectiveness next to Linux options won't be equal.
At home I'm 100% linux. When I was freelance I built out pure linux systems for small businesses. Nextcloud, Odoo, Google Docs were what I deployed. I still support some clients and it's only getting easier.