Gtrplyr78
Nuttin’
Tell him to man the fuck up and earn his own car. Or buy him a $500 shit box. I’d say early 90s f150. Then tell him to learn how to fix his own shit. Unless of course your son is actually a daughter in which case the advice changes and your budget is to low.
There is nothing wrong with helping his kid, no one said he has to spend $30k. I learned a lot watching my dad wrench as well some of my older friends...
As to the OP's initial question I will say get a Corolla/Civic or similar and a set of good winter tires/used rims - since it will be a bumper car might as well have something that has ok mechanicals, and it will run for awhile if neglected / he falls behind on maintenance.