Ask AI: can a administrator see that you jailbreaked your chromebook?

There's a high likelihood that an administrator can identify that a Chromebook has been jailbroken if they take certain measures or have specific tools to do so. For instance, if a device policy has been set up by the admin, the system data can be reviewed, and the changes may be noticeable. Jailbreaking a device could also cause it to perform differently or not be able to complete updates correctly, which could lead to suspicion and investigation of the device by an admin. Please note that jailbreaking a device is generally not advisable. It could void your warranty, it can potentially make your device more susceptible to attacks and it's against the terms of service for many devices. Always seek professional advice before undergoing any modification of this kind, and never do this on a device provided by an institution or workplace without explicit permission.

In most cases, no. Jailbreaking a Chromebook will not change how it looks or acts for a standard user. However, if an administrator has access to the Chromebook's system information, they may be able to see that it has been jailbroken.