Winter began his coaching career at Northampton Saints, in a number of roles within the Junior Academy and Community Development.
During his early 20s, Winter enjoyed successful league and cup wins as Head coach at both Northampton BBOB RFC[1] and Bedford Athletic.
He restructured all playing aspects of the club over a successful three year period, and led them to win the English National League 2 in 2015-16.
[citation needed] In May 2016 he was appointed Director of Rugby at Coventry RFC, leading them to win the English National League 1 in the 2017-18 season.
[5] In 2018-19 Winter led Coventry to an 8th place finish, and cup quarter final in their first season back in the Greene King IPA Championship.