Stan Webb was born on December 6, 1947, in Middlesbrough, England. He attended Middlesbrough High School, where he also played basketball. In 1963, he captained the school's under-15 team to the English Schools championship, demonstrating sporting ability before establishing himself in football.
Webb attended Middlesbrough High School. The school formed part of the educational system of an industrial Teesside town whose sporting institutions helped develop local participation in football and other team sports.
Webb developed through Middlesbrough's youth system before entering senior football with the club in 1967. He made 28 Football League appearances and scored six goals for Middlesbrough between 1967 and 1971.
He then played for Carlisle United from 1971 to 1972, Brentford from 1972 to 1974, and Darlington from 1974 to 1976. Across those four Football League clubs, he recorded 167 appearances and 40 goals. Middlesbrough, Carlisle United, Brentford, and Darlington were established English Football League clubs competing in the professional league structure that dominated national football during Webb's playing career.
After leaving the Football League, Webb continued as a forward in non-League football. He played for Whitby Town and Guisborough Town, scoring 20 goals for Whitby Town according to career records. With Guisborough Town, he scored the club's first FA Cup goal in the 1978–79 first qualifying round against Consett, a tie that ended in a 2–2 draw before Consett won the replay 3–2.
