With various awards from the AACA, such as the Senior at Sunnyvale, California, in May 2022, the Grand National Senior at Dover, Delaware, in June 2006 and the Grand National 1st at Northglenn, Colorado, in July 2005, this 300E has earned wonderful accolades, but those weren’t enough. It also took first place at the Chrysler 300 Club International Spring National Meet in May 2006 and a trophy at the Fall Classic in Golden, Colorado, in September 2012. Formerly part of the Tom Gerard Big Sky Collection and John Staluppi’s Cars of Dreams Collection, this 1959 300E convertible is fitted with the new-for-1959 413/380 HP “Golden Lion” Wedge-head, dual-quad V-8 engine and a 3-speed pushbutton-controlled automatic transmission. Finished in black, the Chrysler is elegantly appointed with a sparse amount of brightwork, including twin side-view mirrors and the unique grille with red-painted bars that match the air inlets under the headlights. Exceedingly well optioned, this 300E is equipped with factory air conditioning, a 3 Up Grip Differential, Auto Pilot, remote left-side mirror, power windows, a power antenna, power six-way swivel seats and the Mirror-O-Matic RV mirror among other amenities. The tan interior presents beautifully, the seats covered in perforated leather, the floors covered in thick carpeting, the padded dashboard appointed with large dial gauges and engine-turned aluminum detailing. Complete with a custom car cover, this 300E convertible is indeed a rare opportunity. When it introduced the C300 in 1955, Chrysler shocked the world. With a heart-pounding 300 HP from its 331 CI Hemi-head V-8, it was stunningly quick and lavishly equipped. Notoriously expensive, 300s often times outpriced Cadillac, Imperial and Lincoln, thus from the get go, they were a rare commodity. In 1959, Chrysler introduced the 300E with an all-new Golden Lion V-8 engine delivering a mind-bending 380 HP and a refined chassis for crisper handling. Largely because of the price, Chrysler would only build 140 300E convertibles.