If someone is willing to pay that much, it's worth it, regardless of what others anyone's opinion is. Spend $250k on a new truck that is likely going to be a POS, or have to spend a bunch of money taking off emissions to make it reliable, or buy a older truck that will still have problems, but that anyone can fix that doesn't require going to the dealer. The guys running huge miles on them you have to buy new, or do what some do and rebuild the old trucks completely, best of both worlds a new truck (believe the only thing they save is the frame) but no emissions. But for many who don't use them a lot, the older truck is a way better buy. I am into my 92 Western Star close to $30k it's paid for itself in the 2 1/2 years i've owned it and given me virtually no problems. Just had yearly inspection done, few minor things under $1000 in repairs. Got oil analysis done on it to, and was really good. I also know I could sell the truck tomorrow for what i'm into it, no depreciation like the new ones(taking out the crazy last 2 years), or interest financing it, or extra money running full coverage.