Herring Burl "H. B." Bailey, born on November 15, 1936, and passing on April 17, 2003, was a true independent spirit in the world of NASCAR. Though he never chased a full-time schedule, his career spanned an impressive three decades, leaving an indelible mark on the sport through sheer passion and dedication. As an independent driver, often funding his own efforts, H.B. embodied the grassroots racing spirit that built NASCAR.
A Long and Dedicated NASCAR Journey
From 1962 to 1993, H. B. Bailey was a familiar sight on the Grand National and later, Winston Cup Series tracks, primarily behind the wheel of his iconic No. 36 Pontiac. Over these 31 years, he made 85 starts, a testament to his enduring love for racing. As an independent driver, Bailey operated with a smaller crew and budget compared to the factory-backed or larger teams, often putting him in an underdog position, which naturally endeared him to a dedicated fan base. His longevity in such a demanding environment speaks volumes about his resilience and unwavering commitment to the sport.
Roots and Versatility in Racing
Bailey's racing journey began much earlier, on the dusty short tracks that were the proving grounds for many racing legends. He himself recounted starting his career at Playland Park, an oval track located near Houston, Texas, in 1954. His talent quickly became evident, culminating in a track championship victory there in 1959. This foundational experience on local circuits honed his skills and determination, which he later brought to the national stage.
Beyond the main Cup series, H.B. also demonstrated his versatility in other divisions. In 1972, he competed in the NASCAR Grand American division, a series known for its mix of road courses and shorter ovals, often featuring smaller, sportier cars. That year, he truly shone, claiming the pole position for the season opener at the iconic Daytona International Speedway, securing a victory at Nashville, and ultimately finishing an impressive second in the national championship standings, just behind Wayne Andrews. This performance highlighted his ability to adapt and excel across different racing formats.
Memorable Moments and Beloved Venues
The Brickyard 400 Distinction
One of the most unique distinctions in H.B. Bailey's career came in 1994, after what many considered his final competitive start. He had the honor of being the first driver to take a qualifying lap for the inaugural Brickyard 400 at the Indianapolis Motor Speedway. This event marked NASCAR's momentous debut on the hallowed grounds of the "Racing Capital of the World," a venue traditionally associated with open-wheel racing. For an independent driver like Bailey to be granted the privilege of being the first to turn a competitive lap for such a historic race underscored the respect and recognition he had earned within the NASCAR community, even if he didn't ultimately make the starting grid for the race itself.
Darlington Raceway: A Special Connection
Among all the tracks H.B. Bailey raced, Darlington Raceway in South Carolina held a particularly special place in his heart. Known affectionately as "The Lady in Black" or "Too Tough To Tame" due to its unique egg-shaped layout and challenging nature, Darlington demanded both skill and respect from every driver. Bailey's affinity for the track was evident in his performance; he was a three-time member of the prestigious UNOCAL/Darlington Record Club, an accolade reserved for drivers who achieved notable qualifying or lap speed milestones at the famed oval. It was fitting, then, that his final start in the NASCAR Cup Series took place at his beloved Darlington, competing in the Southern 500 in 1993, a race steeped in tradition.
Legacy and Passing
H.B. Bailey's life came to an end on April 17, 2003, when he passed away from heart failure. His passing resonated deeply within the NASCAR community, prompting reflections from those who knew him best. Richard Petty, "The King" of NASCAR, who had raced alongside Bailey for virtually his entire career, offered a poignant tribute. Petty remarked, "Our sport was built by people like H.B. Bailey," adding, "H.B. was a racer through and through, and the sport is better off because he was a part of it. We will miss him." This heartfelt statement from one of racing's greatest legends underscores the profound impact and foundational role that dedicated, independent racers like H.B. Bailey played in shaping NASCAR's identity and growth.
A Family Tradition Continues
The Bailey family's connection to racing didn't end with H.B.'s retirement or passing. His son, Joe Dan Bailey, who served as a mechanic on his father's cars, carried the family's engineering acumen into the sport's highest levels. Joe Dan transitioned from wrenching on his father's No. 36 Pontiac to becoming a highly respected engineer for various prominent NASCAR teams. His impressive resume includes working with Bob Whitcomb's team during their triumphant 1990 Daytona 500 victory and contributing to Richard Childress Racing's championship-winning efforts in the NASCAR Cup Series in both 1993 and 1994. This continuation of the family's deep involvement in racing highlights the enduring legacy of skill, dedication, and passion passed down through generations in the sport.
Frequently Asked Questions About H.B. Bailey
- Who was H.B. Bailey?
- Herring Burl "H. B." Bailey was an American stock car racing driver, widely known for his long career as an independent competitor in NASCAR's Grand National and Winston Cup series from 1962 to 1993.
- What was H.B. Bailey's primary racing number and car manufacturer?
- H.B. Bailey predominantly raced his No. 36 Pontiac throughout his career in the NASCAR Grand National/Winston Cup series.
- How many races did H.B. Bailey compete in?
- Over his extensive career spanning more than three decades, H.B. Bailey made 85 starts in the NASCAR Grand National and Winston Cup series.
- What notable distinction did H.B. Bailey achieve at the Brickyard 400?
- H.B. Bailey had the unique honor of being the first driver to complete a qualifying lap for the inaugural Brickyard 400 at the Indianapolis Motor Speedway in 1994, marking a historic moment for NASCAR.
- What was H.B. Bailey's connection to Darlington Raceway?
- Darlington Raceway was one of Bailey's favorite tracks. He was a three-time member of the UNOCAL/Darlington Record Club, recognizing his strong performances there, and his final NASCAR Cup Series start was at the Southern 500 held at Darlington in 1993.
- Did H.B. Bailey race in other NASCAR divisions?
- Yes, in 1972, Bailey competed in the NASCAR Grand American division, where he won a pole at Daytona, secured a victory at Nashville, and finished second in the national championship standings.
- What was Richard Petty's tribute to H.B. Bailey?
- Upon Bailey's passing, Richard Petty, a long-time competitor, stated, "Our sport was built by people like H.B. Bailey," and acknowledged that "H.B. was a racer through and through, and the sport is better off because he was a part of it. We will miss him."
- Did H.B. Bailey's family continue in NASCAR?
- Yes, his son Joe Dan Bailey, who previously served as his mechanic, went on to become a successful engineer for various top NASCAR teams, contributing to a Daytona 500 win and multiple NASCAR Cup Series championships.

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