A very rare 1935 Cadillac Series 40 Fleetwood Convertible made its way to the television screen, showing up as a guest star on an episode of “Simon & Simon.” Photos courtesy of IMCDB.

We are counting down the Top 50 hot rods and street cars of all time that have made an appearance in a television series, or a memorable television episode. Starting from number 50, and counting down to our number 1 pick, follow along with our memories, and see where your favorite show lands.

39. Simon & Simon: 1935 Cadillac 40 Series Fleetwood Convertible

Joining the ranks of steady PI shows on television, Simon & Simon proved to be a successful series with a seven-year run from 1981 to 1988.

Two brothers, A.J. Simon (Jameson Parker) and Rick Simon (Gerald McRaney) played polar opposites as private investigators in San Diego, making for comedy, drama, and lots of trouble.

Refined automobiles were a staple throughout the series, as A.J., a graduate of law school, had a penchant for classic cars and refinery. Rick, a Vietnam Veteran, adopts more of an outlaw attitude for justice while driving his red 1979 Dodge W-150 Macho Power Wagon to nab the bad guys.

And although the Power Wagon is featured in most episodes, we found a very rare gem that is also deserving of a spot on on our Top 50 countdown – a 1935 Cadillac 40 Series Fleetwood Convertible from season two, episode 20.

A Rare Caddy For Your Daddy

Only 31 Cadillacs were built with Fleetwood four-door convertible bodywork for the 1935 model year. Cataloged as style #5780 at an original cost of $4,995, this sedan has a glass partition between the driver and passenger compartments with seating for five. The rare Vee windshield was fixed, sloping 29 ½ degrees.

Riding on a 146-inch chassis, it had a curb weight of 5,800 pounds. Powered by a V12, 368 cubic-inch iron block with an aluminum crankcase it could manage 150 horsepower, and was mated to a selective synchro transmission with three forward speeds and one reverse.

Prices ranged from the mid-$4,000s through $6,300 – a hefty investment only a handful of elite could afford at the time considering the Great Depression era lasted from 1929 through 1939.