Jay Leno owns and drives some of the most rare, exotic and valuable cars on the road, so you’d have no worries lending him your 1969 Oldsmobile 442 for the afternoon to shoot a video. You also wouldn’t expect him to bottom the car out over a bump while travelling down the highway in Los Angeles, but that’s exactly what happened when The Tonight Show musician Paul Jackson, Jr. and him were driving Jackson’s Olds.
To Leno’s credit, the bump on the road looked dangerously large to be hitting at freeway speeds, and the custom exhaust system/headers on Jackson’s tricked out 442 seemed to be sitting a little low. Either way, the mishap only put a couple of small dents in the headers, which is nothing that can’t be repaired fairly easily.
Jackson, who has played guitar for The Tonight Show and American Idol in addition to playing guitar on multiple Michael Jackson albums, was inspired to buy a 442 Cutlass after seeing his father’s 1967 model when he was a kid. He’s added custom touches to the car including a replacement Big Block Chevrolet crate motor, full Hotchkis suspension, Baer brakes and a set of custom wheels wrapped in performance rubber. Scroll below to see Leno and Jackson talk old school Oldsmobiles, Chevrolet crate motors and Michael Jackson’s ‘Thriller’. Oh, and to see Leno bottom out his former employees classic muscle car, of course.