Former correctional officer Mark Piland wants to kick of his retirement in style by checking something off his bucket list: owning a classic convertible. First up, a '66 Pontiac LeMans with a powerful V8 engine; then a '71 Mercury Cougar that'll take his wife down memory lane; and last, a '65 Chevy Impala that is everything he's looking for. But can Mark find a car that'll get his and his wife's motors running as they cruise into their golden years?