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Two of the worst:
Some idiot brings in a car that he claims is worth at least 50k. But once Rick has it checked out and finds it's a complete lemon, the guy is willing to let it go for $1500. Rick wisely walked away while the seller goes ballistic.
Another idiot brings in a guitar with the pickguard signed by some celebrity and naturally wants thousands of dollars. Rick has it checked out and finds the guitar itself is a cheap piece of crap that isn't original to the pickguard. Again, Rick walks away while the seller throws a hissy-fit.
These are two of my favorites. The car was a limited edition 10th anniversary Datsun 280ZX. The owner was a screwball who said the car ran like a clock. The car was a mess. I laughed when the owner went from wanting something like 30k for it to quickly agreeing to 4k, but after a test drive Rick rescinded his offer and the goofball owner was really upset.
The guitar's pickguard was signed by Chuck Berry. I learned something here--that sometimes a celebrity will just sign pickguards, and then they get attached to very cheap guitars, which are then sold for an inflated price. They seller's reaction was priceless--he couldn't accept that he had been taken. Some people just have to cling to the idea that they have something valuable.
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