first, I have 2 cars with a combined value of less than 10k. that's a far cry from 50k on 1 car. second, no it can't. That's the one they use to do the traveling I'm talking about. They don't take the pickup on the road trip.
"Many" does not mean most. Cars which need to drive more than 250 miles at a time are a niche market. The only reason there is a desire for that amount of range is because of the incredible inconvenience involved in stopping at a gas station multiple times per week.
And the Tesla's value drops over time also. I don't know the exact set of cars you own, but I imagine that together they were likely worth more than 50K new.