Enthusiast III
Going to go away from what everyone else has been saying, an outstanding overland vehicle imho would be a GMT400-platform truck or suv ('88-2000 GM). You can find everything from 2-door Tahoes to crew cab long bed 4x4 3500s. They are everywhere, dirt cheap, mechanically reliable, and the aftermarket is enormous for them. And they are tinkerer-friendly, and you can get up on your mechanic skills by fixing the "factory mistakes". Admittedly, I am biased since I own one, but I know guys on other forums that have used them for overlanding with great success.
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