Chelsea and Southend United Poleon attended
Brampton Manor Academy in
East Ham. He began his career in football across the city in the junior teams at Chelsea but failed to progress at the
Premier League club. After scoring for the club's Development Team in a 2–0 friendly match victory over
Alfreton Town at
North Street on 21 July 2012, Poleon and several other youngsters including
Sam Byram, Nathan Turner, Lewis Turner and Monty Gimpel, travelled with the senior team the following week on a pre-season tour of Cornwall and Devon. He scored again against
Tavistock in a 6–0 victory and featuring as a substitute in subsequent games versus
Bodmin Town and
Torquay United as Leeds recorded three wins from three on their summer tour. The tour provided Poleon with the perfect opportunity to demonstrate his competency at a senior level ahead of a make-or-break year. His performances in further pre-season games would lead to the young striker joining fellow prospect
Sam Byram on the fringes of the first team for the start of manager
Neil Warnock's first full season in charge as he was assigned the number 26 shirt for the campaign. He made his first team début for Leeds in the first game of the season coming on as a 76th-minute substitute against
Shrewsbury Town at
Elland Road in the
League Cup fixture on 11 August 2012. He would make his league début two weeks later when he replaced Ross McCormack in Leeds' 2–1 win over
Peterborough United. Poleon made his first start for Leeds United in a league game against
Nottingham Forest on 22 September after impressing as a substitute in a 2–3 league defeat against
Hull City earlier in the week. He marked the occasion with his first professional goal in the 25th minute. Prior to the game against Forest, Neil Warnock had questioned Poleon's work ethic and approach to the game, saying that he risked his career 'fizzling out' if he didn't change his attitude. He likened Poleon's attitude to his former protégé at
Crystal Palace,
Victor Moses, who would prove to increase his application before joining
Premier League side
Wigan Athletic in £2.5m deal in 2010 and reigning
UEFA Champions League winners Chelsea for a fee of around £9m two years later. Both youngsters would be working under the newly appointed Bury manager
Kevin Blackwell, who had a seventeen-year association with Warnock as player and coach between 1986 and 2003 and had managed Poleon's parent club between 2004 and 2006. Poleon had hit the post in the game and provided the assist for goalscorer Thompson in the first-half. The energy and commitment of the youngsters lead to instant praise from Blackwell after the game; observing that "the two young lads from Leeds were absolutely out on their feet after that. For them, the warm up matters, every time they train matters, when they travel in – it matters and I'm really pleased with both of them, the whole team." Poleon scored his first goal for the club in his second game versus
Yeovil Town, equalising on the 74th minute mark at
Huish Park in a 1–2 defeat. On 19 November, Poleon's loan at Bury was extended until 3 January 2013 but he was recalled by his parent club only a day later due to suspensions and injuries. During Poleon's seven league games; the Shakers accumulated eleven points having previously only picked up four from their first ten. Poleon was recalled by Leeds on 20 November due to injuries and suspensions at his parent club, coupled with his own good form at Bury. On 18 January 2013, Poleon signed a new two-and-a-half-year contract with Leeds. Poleon joined
Yorkshire rivals
Sheffield United on loan until the end of the season on 12 February 2013. Blades boss
Danny Wilson described Poleon as being "raw and unpredictable but very quick... he can get in behind the back of people and he can get a goal. We just feel he can add a little bit extra from the bench or even start." After playing seven times for Sheffield, Poleon was recalled by Leeds caretaker manager
Neil Redfearn, after the departure of
Neil Warnock. Poleon scored his second goal for Leeds at
Vicarage Road on the final day of the season in Leeds' 2–1 win against
Watford after appearing as an early substitute for the injured
Steve Morison. During this match Poleon was involved in a controversial collision in which he appeared to push
Ikechi Anya, resulting in him accidentally colliding with goalkeeper
Jonathan Bond, and earning himself a yellow card. Bond was rendered unconscious and was stretchered off the pitch with a suspected broken nose. Whilst the push was perceived as cynical by many opposing fans, he later posted on his official Twitter that he did not mean to injure the keeper and stressed he had no malicious intentions. Poleon scored his first goal of the 2013–14 season on his first start, in a League Cup tie at home to Chesterfield. Poleon's goal proved to be the winner as Leeds won the game 2–1.
Oldham Athletic On 1 September 2014, in the final hour of transfer deadline day, Poleon signed a two-year contract with
Oldham Athletic for an undisclosed fee.
AFC Wimbledon Poleon signed for
AFC Wimbledon on 2 July 2016. He scored his first goals for Wimbledon when he scored twice in an
EFL Trophy tie against
Swansea City Under-23s on 30 August 2016.
Bradford City He signed for
Bradford City in June 2017 on a two-year deal.
Crawley Town On 5 July 2018, Poleon agreed to join League Two side
Crawley Town on a two-year deal for an undisclosed fee.
Newport County Poleon's contract at Crawley was cancelled by mutual consent on 2 September 2019 to enable him to join League Two
Newport County on the same day until the end of the 2019–20 season. He made his debut for Newport 14 September 2019 in the 2–0 defeat to Northampton Town as a second-half substitute. On 30 January 2020, Poleon joined
National League side
Dover Athletic on loan until the end of the season. Poleon was released by Newport County at the end of the 2019–20 season.
Ebbsfleet United On 9 February 2021, Poleon joined
National League South side
Ebbsfleet United on a free transfer following a successful trial period with the club. A successful February 2023 where Poleon scored seven goals in seven matches, taking Ebbsfleet fourteen points clear of the team in second position, saw the striker win the National League South Player of the Month award. On 7 April 2023, he scored a fourth hat-trick of the season to take his league tally to thirty-six goals, securing a 3–0 victory over
Oxford City to secure the National League South title and promotion back to the fifth tier. Having finished the season as top goalscorer, he was named the National League South Player of the Season. He departed the club following relegation at the end of the
2024–25 season.
Farnborough On 20 June 2025, Poleon joined National League South side
Farnborough on a two-year deal.
Hornchurch On 24 February 2026, Poleon joined fellow National League South side,
Hornchurch for an undisclosed fee. ==International career==