Wanderers to Whitecaps Wynne signed for
Wanderers SC from
East Coast Bays in 2013. On 13 August 2015, Wynne signed with
United Soccer League side
Whitecaps FC 2, the reserve team of the
Vancouver Whitecaps. Head coach
Alan Koch said that Wynne had a "cultured left foot and is very comfortable on the ball". He played four games as the
2015 USL season drew to a close and was limited to eleven appearances in the
2016 USL season as he missed eight months with a groin injury. Despite these injury setbacks, head coach
Carl Robinson rated him as a player with high potential. He was retained by new head coach Rich Fagan. He experienced more game time in the
2017 USL season and ended his time at the club with two goals and one assist in 29 starts and six
substitute appearances; he was named on the USL Team of the Week for Week 3 for his performance in a win over
Seattle Sounders FC 2. At one stage the Whitecaps had two other New Zealanders besides Wynne in goalkeeper
Stefan Marinovic and forward
Myer Bevan.
Colorado Rapids Whitecaps traded Wynne to the
Colorado Rapids on 21 December 2017 in exchange for $100,000 of Targeted Allocation Money. The Rapids were coached by fellow New Zealander
Anthony Hudson and interim general manager Padraig Smith said that Wynne would be a "long-term solution" for the club. On 31 March 2018, he played in a 3–0 win over
Philadelphia Union and won a place on the MLS Team of the Week. On 22 September, he was
sent off for serious foul play in a 2–1 defeat at
Columbus Crew. However, the
red card was rescinded on appeal. The defensive back three of Wynne,
Tommy Smith and
Danny Wilson struggled in the
2019 season as the Rapids cycled between head coaches from Hudson to
Conor Casey and then
Robin Fraser. He did not feature at all under Fraser in the
2020 season as midfielder
Kellyn Acosta was preferred out of position when regular left-back
Sam Vines was injured. Wynne was the only player to have their contract option declined at the season's end.
USL Championship clubs Wynne signed with
Phoenix Rising of the USL Championship on 14 January 2021, where head coach
Rick Schantz was impressed by his footballing intelligence. Wynne was loaned to fellow USL Championship side
OKC Energy on 1 July 2021. He played 14 games under
Leigh Veidman in the
2021 season. He was one of head coach
Trevor James's most selected players, becoming the second-highest assist maker after
Antoine Hoppenot. He was named as defender of the year at the league's Mid-Season Award. On 3 January 2023, Wynne signed a multi-year deal with USL Championship side
Charleston Battery. He said he was drawn to the club by the attacking philosophy of head coach
Ben Pirmann. He left Charleston following the
2023 season.
Port Vale On 10 April 2024, Wynne signed a short-term deal with
League One side
Port Vale until the end of the season, following a successful trial period. He was signed with a view to the following campaign as only 16 days remained of the
2023–24 season, though injuries to
Dan Jones and
Mitch Clark had left manager
Darren Moore with only limited options at full-back for the club's fight against
relegation. Wynne himself picked up a muscle strain, however, and did not feature before the season's end. He returned to the club on trial the following pre-season, though left after the club instead signed
Sam Hart.
Green Gully Wynne signed up with
NPL Victoria club
Green Gully for the
2025 season. ==International career==