Please note Rollo is not compatible with Chromebook because Chromebook doesn't allow third-party software / drivers to be installed.
If you connect Rollo to a Mac or PC, you may then share it with your Chromebook via Google Cloud.
Please see this link for How-To on sharing your Rollo from Mac / PC with Chromebook:
Note: This video is not made by Rollo. It contains the correct steps for installation however.