Buy car for 40K with 20k miles
Drive 10 years end with 70K miles (he says he doesn’t drive much)
An IS 350 F Sport with with 70K miles and 12 years old will be worth about $18,000 in 10 years.
So 22K over 10 years is $2200 a year. Not too expensive. Also he is not depreciating his other car by the miles he puts on it, so that reduces the $2200 a year by some amount, maybe to $1800. Then add in the lost interest on the 40K cash and that brings this up to about a $2500 a year luxury.
I think an IS would be fine for one young kid too. Lots of safety features even though the back seat isn’t huge.
I have been on long rides in the back, it is fine.
I have also had three adults including tall males in the back seat. It is tight but not uncomfortable for a 15 minute ride to a restaurant, often I did this when five adults went out to eat rather than take a 2nd car. I also did not get any complaints on a long road trip with four adults, the two average sized women (120 and 150lbs) looked pretty comfortable.