Chester Weber was raised on his family’s Live Oak Plantation and began driving competitively at a young age. At the age of 18, he was the youngest driver to be named to a U.S. team, competing in the FEI World Driving Championships for Pairs. Weber went from driving a pair of horses to a four-in-hand of horses in 1999 and has had much national and international success.
Weber is a five-time WEG competitor (2018, 2014, 2010, 2006, and 2002), including Tryon 2018 team gold medalist and individual silver-medalist, Normandy 2014 individual silver and Jerez de la Frontera 2002 team silver. He is a four-time FEI World Driving Championships for Four-in-Hand competitor (2016, 2012, 2008, and 2004), including Riesenbeck 2012 individual silver and team bronze and Beesd 2008 individual silver. Weber has an unprecedented amount of national championship wins with his 19 USEF Advanced Four-in-Hand Horse Combined Driving National Champion titles (2022-2012, 2010-2003) and two USEF Advanced Pair Horse Combined Driving National Champion titles (1998 and 1996).
In 2022, Weber and his team began the season by winning the CAI3*-H4 at Live Oak International, followed by a fourth-place finish at the Royal Windsor Horse Show CAIO4*-H4 World Cup Qualifier. Weber won his 19th USEF Advanced Four-in-Hand Horse Combined Driving National Championship title at the Kentucky Classic CDE. Next up, he was sixth in the CHIO Aachen CAIO4*-H4 World Cup Qualifier.