an injury crisis with a number of players out on loan, manager Neil Warnock named only four players on the substitutes bench for an FA Cup third round tie away to Sheffield Wednesday on 2 January 2010. This included the 16-year-old Wynter, who was sent on for his debut as a substitute for Darren Ambrose three minutes into stoppage time in the second half. Wynter was then offered a three-year professional deal at Palace in April 2010, alongside Wilfried Zaha and Jonathan Williams. Eastbourne Borough loan On 28 February 2013, Wynter joined Conference South side Eastbourne Borough on loan for an initial one-month deal. He made his debut two days later in Eastbourne's 1–0 defeat at Eastleigh. He made six appearances during his loan spell with the club, which came to an end on 30 March, playing the full 90 minutes in each game. Return to Crystal Palace Wynter was handed his first start for Crystal Palace in a League Cup fixture against Bristol City on 27 August. He was replaced after 68 minutes by Kyle De Silva as the Eagles were defeated 2–1. Sutton United loan On 3 January 2014, Wynter joined Sutton United in a short-term loan deal. He made his debut in Sutton's 2–0 win at Chelmsford City on 11 January, making six appearances for the Conference South side before returning to Crystal Palace following the expiry of his loan. Colchester United loan After returning from his Conference South loan with Sutton, Wynter was quickly signed on loan by League One club Colchester United until the end of the 2013–14 season on 27 March 2014. He made his debut as a second-half substitute for Dominic Vose in the U's 2–1 home defeat to Tranmere Rovers on 5 April. However, for Colchester's trip to Stevenage on 12 April, Joe Dunne handed Wynter a start, as Colchester eased their relegation fears with a 3–2 win, as Stevenage's Filipe Morais was sent off after shoving Wynter. After the match, his performance was described as "exceptional" by Dunne. Wynter then started in all of Colchester's remaining games for the season, including scoring his first professional goal as Colchester sealed their League One status with a 4–1 thrashing of already-promoted Brentford on 26 April. Wynter's goal came after 32 minutes, heading in Ryan Dickson's corner to double the U's advantage. He ended his stay in Essex with six appearances to his name.