[splch]

You could always install a different OS on your son's Chromebook since it would still have access to all of the school's software (through Chrome) and more. I'd recommend GalliumOS (https://galliumos.org/) since the drivers support audio and keyboard shortcuts better.

[jmt_]

Ran GalliumOS all throughout college without any issue. A Toshiba i3 Chromebook + Gallium was easily one of the best laptops I ever had. OP - seriously consider this solution if it wouldn't agitate the school too much. Swap out the usually small (16GB or so) SSD that tends to come with Chromebooks, install Gallium, and you're off to the races. Might still be some weird compatibility issues/edge cases that are hard to predict; maybe run Gallium in a VM, log into your sons Google Classroom, and do some testing first.