Wolf's football career began in the 1940s coaching a semi-professional football team in West New York before moving to Memorial High School where he was an assistant coach for 10 years. With the upcoming birth of his second child, in 1958 Wolf moved to Brick Township where he began coaching their high school's fledgling football program, the Brick Green Dragons.[2]
As head coach of the Green Dragons, Wolf achieved a career record of 361-122-11. Wolf has the most wins of any coach in the history of public high school football in New Jersey. Former coach Vic Paternostro of Pope John, a private school, became the state's all-time winningest coach in 2009 when he passed Wolf and retired with 373 wins.[3] As of the start of the 2006 football season, Wolf ranked fourth in the nation of coaches by number of seasons coached and holds the New Jersey record for most years as a football coach.[3][4]
Wolf began his coaching career in 1958 and had just three losing seasons. In his 51 seasons at Brick, he had won or shared 24 Shore Conference divisional championships as well 13 state sectional titles (seven of which were awarded before playoffs were instituted).[5]
On December 1, 2008, after 51 seasons, Wolf officially retired as the head coach of the Brick Township High School Football Dragons.
On January 25, 2010, after one year away from coaching, Wolf was named head coach of Lakewood High School. Wolf was looking to resurrect what had been one of the worst teams in the Shore Conference for the last decade. Lakewood sits just to the west of Brick, and the two high schools are a few miles apart. The schools used to share a healthy football rivalry, but haven't played each other since Brick defeated Lakewood 65–6 in 2003. ESPN followed Wolf's one-year journey as Lakewood's head coach in a documentary series.
Wolf died on November 22, 2019, at the Jersey Shore University Medical Center in Neptune Township at the age of 92. Only one month after his death, his beloved wife Peggy died at the age of 89.[2]