LeeRoy Yarbrough: The NASCAR Driver Who Raced His Way To One Of The Rarest Rolex Watches Ever

LeeRoy Yarbrough: The NASCAR Driver Who Raced His Way To One Of The Rarest Rolex Watches Ever

Shortly after taking the checkered flag at the 1969 edition of the Daytona 500, LeeRoy Yarbrough received two prizes: the race trophy and a new chronograph from Rolex. Isabella Proia presents the watch, a rare ‘Paul Newman’ reference 6239 and the earliest known Rolex Daytona awarded to a Daytona 500 winner.

Shortly after taking the checkered flag at the 1969 edition of the Daytona 500, LeeRoy Yarbrough received two prizes: the race trophy and a new chronograph from Rolex. Isabella Proia presents the watch, a rare ‘Paul Newman’ reference 6239 and the earliest known Rolex Daytona awarded to a Daytona 500 winner.

Originally introduced as the Cosmograph without the “Daytona” nickname and signature, the now legendary Rolex chronograph faced an identity crisis in its first few years on the market. In 1964, Rolex advertised its latest chronograph as the “Le Mans” in reference to the prestigious French endurance race. Yet in 1965, in what was most likely a strategic move to capture the budding American motorsport market, Rolex changed the model’s name once more and advertised it as the “Daytona,” this time delineating the origins of the name to the Daytona International Speedway where races such as the 24 Hours of Daytona (now known as the Rolex 24 at Daytona) and the Daytona 500 have taken place since 1959.

The present lot underscores the legendary Daytona model’s racing pedigree as it is the earliest known Rolex Daytona offered as a prize to the winner of any Daytona race - a tradition that continues to this day. After being awarded to Lonnie “LeeRoy” Yarbrough by Rolex in the summer after his Daytona 500 win, he wore it during competition as seen in multiple photographs; most notably, it is visible on his wrist during his American 500 win in 1969.

Credit: Bryant McMurray

During his relatively brief racing career, Yarbrough set numerous records on the Grand National stock car circuit, earning him laudatory titles such as “American Driver of the Year” and “Ford’s Man of the Year.” His fascination with cars began while working at a garage in Jacksonville and quickly progressed to racing the backroads of west Jacksonville (much to the chagrin of local police). Along the way, he gained a following of local kids and befriended the likes of fellow west Jacksonville native Ronnie Van Zant, a founding member of Lynyrd Skynyrd. At 16, after dropping out of high school, LeeRoy claimed his first victory at the Jacksonville Speedway in his own 1933 Ford street roadster and by 1960 had started his NASCAR career in the Sportsman Division– a low ranking circuit featuring full‐sized NASCAR tracks.

After winning a number of short‐track races in the mid-1960s, Yarbrough’s career only saw moderate success in the latter half of the decade. In 1969, however, Yarbrough climbed to the top of NASCAR in what would become one of the greatest racing seasons in NASCAR history. Behind the wheel of his Junior Johnson Ford Torino Talladega, he strung together victories at the coveted Daytona 500, the World 600, and the Southern 500. These wins, in one season, at NASCAR’s "richest" race, "longest" race, and "oldest" race, respectively, gave Mr. Yarbrough the elusive “Triple Crown” title – and the added bonus of being the first person to accomplish such a feat. Only two other drivers have ever completed the Triple Crown: Bill Elliot and Jeff Gordon. His historic 1969 season ended with a total of seven Grand National wins, earning him a then NASCAR season winnings record of $188,609.

Following this string of impressive victories, Yarbrough’s racing career would come to an end in the early 1970s after a series of unfortunate crashes. His watch, presented here for the first time publicly, ensures that his memory will not be forgotten. Having fallen on hard times after his racing career, Yarbrough pawned the watch at a local Jacksonville pawnbroker in the late 1970s or early 1980s. The pawnbroker immediately recognized Yarbrough, and knew exactly who would be interested in purchasing a watch steeped in racing lore. The father of the consignor of the present lot was a self-described “car man”, having spent most of his life racing and selling cars. A “greaser” in the 1950s, the consignor’s father would regularly drag race on the beach at Daytona to earn extra money and had followed Yarbrough’s career from its beginning. After receiving the call from the pawnbroker, the consignor’s father immediately went over to the location on the west side of Jacksonville and purchased the watch. It has remained in the same family ever since. According to the consignor, his father added a Rolex Jubliee bracelet in the mid 1970s and only wore it a handful of times, having spent most of its life in a drawer.

Credit: Bryant McMurray

In researching this watch, numerous photos of Yarbrough wearing this exact watch were found, including the photo shown above. Combined with an emailed statement from Rolex USA written in 2016 that confirms its sale and delivery to the Daytona International Speedway in 1969, its provenance is extraordinary. Apart from the present example’s historically important provenance, it is inherently collectible, featuring a gorgeous “Paul Newman” exotic dial with the highly sought after tricolor configuration. The exceptionally well-preserved dial is vibrant, and exhibits the delightful "sing-a-song"-style "T Swiss T" designation at 6 o’clock that is so sought after today.


The importance of the present lot, therefore, cannot be overstated. It’s a watch that brings together the most famous watch brand, with its most sought after model, fitted with the most desirable dial, and given to arguably the best NASCAR driver of the 1960s for winning the 1969 Daytona 500. This extraordinary "Paul Newman" Daytona originally lived an exciting life as part of its daring owner’s racing success, before it would be stored away for decades. An ultimate trophy watch for collectors, Phillips is thrilled and proud to offer it at auction for the first time ever.

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