I just don't get this.
My friend has two vehicles. An older Jeep that he has spent untold thousands pimping out (it's jacked up and has all sorts of add-ons) and a new (financed, of course) VW Golf with every bell and whistle.
And now he won't sell the Jeep, because it isn't worth all the money he put into it (newsflash, it's not worth ANYTHING sitting in storage), and he also won't drive it because it's too expensive to drive and really expensive to insure. Might as well get some cash out of it!
My other friend, who has previously been relatively wise in his vehicle choice recently just bought a brand new Ridgeline for something like $46k including tax. While I recognize he needs a larger vehicle to tow his trailers, and to hold his family/dogs, I'm pretty sure he could have found something suitable and reliable for less than 1/3 of that price. :p