When Tyler Wosleger began to wrestle with the idea of leaving Hotchkiss School to take over the head baseball job at Westminster School in 2019, one of the first people he sought for advice was his father.
Scott Wosleger, who has posted quite the coaching resume over the years, has always been someone young Tyler could speak with and count on. As father and son, the two have woven a special bond built on respect, trust, loyalty and, of course, love.
Considered a coaching guru in the state of Connecticut, Scott spent eight seasons guiding the East Hampton High School team towards a path of greatness in which his teams won three conference titles and a state championship back in 2011. That season, the Bellringers were named the No. 1 team in the state according to the Connecticut High School Coaches Association (CHSCA). In those eight seasons, Wosleger compiled a magnificent record of 117-69. But Scott always had a yearning to coach at the collegiate level. He decided to leave East Hampton, accepting an assistant coaching position at Wesleyan University, where in 2015, he was part of the Cardinals NESCAC championship run. In 2017, Wosleger return to the high school level, first serving as assistant coach at Choate Rosemary Hall School before taking the head reins a year later where he remains today.
As an infant, Scott instilled the game of baseball onto his son. As Tyler puts it, he had a bat or ball in his hands by the time he could walk. As Tyler continued to mature and develop, the lessons presented to him by his father continued to matriculate.