Ahhhh, good times. Reminds me of my first Ranger. Hand me down from the brother-in-law. Same model as your son but about 100k more miles.
Get that inexperienced young buck some all terrain tires and about 150lbs in sand bags for the bed. And maybe take him to a snowy parking lot and have him spin it out a few times. Learning how to drive in a 2WD Ranger at 16 in Ohio myself I have to say the best way to avoid an accident is KNOW YOU VEHICLE AND HOW IT ACTS WHEN IT SLIDES.
Before you know it he will be Tokyo drifting that thing around like Vin Diesel all winter in sweet controlled chaos.
Set up sand bags like so, once they get wet they will freeze in place.