You want to enterprise-enroll a device that has previously been signed in to.

If a ChromeOS device has previously been signed in to, you mustwipe the device (Powerwash)before enrolling it into the enterprise. This ensures that any existing user data and previous configurations are removed, allowing the device to start the enrollment process as new.

Verified Answer from Official Source:

The correct answer is verified from theGoogle ChromeOS Device Enrollment Guide, which specifies that devices must be wiped to remove any previous user associations before enterprise enrollment.

"To enroll a previously used device, perform a factory reset (Powerwash) to ensure it is in a clean state, ready for enterprise enrollment."

Wiping the device ensures that it is free from personal settings or residual user data, which might conflict with enterprise policies.

Objectives:

Enroll ChromeOS devices in an enterprise environment.

Maintain compliance with managed device policies.