One thing to keep in mind is that the Escalade is the most stolen vehicle (at least in the US), which will surely affect your insurance rates. Never mind the fact that a good chunk of the people will hate you just for owning one (probably the only thing worse is having a Hummer).
If you're pulling 4000 pounds, an Escalade seems like Overkill. All the newer SUV's (Cherokee, Explorer, 4Runner) have a rating around 5000 which should fit your needs.
An older Land Cruiser would probably do the trick too. Hard to find anything more reliable than a Land Cruiser.
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