Similarly to "what bike?" threads, what's the budget and what type of printing?
Does he want it to just work with a minimum of fiddling, or get into the weeds of all the million customisations you can do? I guess his age is a factor here.
Does he want to print in multiple filament colours without manually changing each time?
What kind of resolution does he want? For super detailed models or sculptures, a resin printer might be worth considering, but filament is the most likely choice for all round printing.
If it's a filament one, definitely get one with automatic bed levelling, which should be most of them these days. Manual bed levelling is a royal PITA.
Most printers will work from a SD card (you transfer model files and update settings via card) so as long as his Chromebook has a card slot or USB port to connect an external one he's fine. Some will work directly over wifi or LAN or bluetooth.