Stimson played under his father
Mark at
Gillingham, who then signed him for his new club
Barnet. Stimson made his Barnet debut on 25 September 2010 in their 2–2 draw against
Morecambe. He left Barnet at the end of the
2010–11 season. After playing for
Concord Rangers and
Tooting & Mitcham United in the 2011–12 season, he was signed by his father again at
Thurrock for the 2012–13 season. After six years with the club, Stimson followed his father to
Waltham Abbey in summer 2018 after Thurrock folded, and then to
AFC Hornchurch later that year. In June 2023, he joined
Grays Athletic. In June 2025, he joined
Canvey Island. ==Personal life==