Peterborough United Born in
Northampton, England, Gordon began his career with
Peterborough United in 2009 and appeared twice as an unused substitute in the 2011–12 season, having been a first team regular in the youth and development squads. Gordon then signed his first professional contract, in December 2012 on his 17th birthday. By that time he had already made his first team debut, in a 2–0 home defeat by
Wolverhampton Wanderers on 22 September 2012. In November 2013, having made four league appearances for Peterborough, Gordon went on trial with
Premier League side
West Ham United scoring twice in his opening trial game for West Ham under-18 side against
Aston Villa under-18s and another two in a 9–0 defeat of
Gillingham in a
friendly on 11 November 2013. In November 2013, a West Ham United bid for Gordon was rejected by Peterborough United.
West Ham United in July 2015. On 31 December 2013,
West Ham United confirmed the signing of Gordon. In January 2014, Gordon was an unused substitute for West Ham's 5–0
FA Cup defeat by
Nottingham Forest.
Loan spells Gordon joined
Chelmsford City on loan for a month on 22 December 2014. Several days later, he scored on his debut, in 5–1 home defeat by
Ebbsfleet United. Gordon then scored in his next game, a 5–3 away win against
Staines Town, followed up by scoring his third goal, a 2–0 away win against Ebbsfleet United and in his fourth game, a 6–2 home win against
Farnborough Town, Gordon scored twice and provided two
assists. On 23 January 2015, his loan spell with Chelmsford City was extended by a month. Gordon then ended his loan spell with the club the following month. On 26 March 2015, Gordon joined
Nuneaton Town on loan until 1 May 2015. Gordon made his Nuneaton Town soon after on 28 March 2015, making his first start, in a 2–1 loss against
Halifax Town. In his fourth appearance for the club, he scored his first Nuneaton Town goal, in a 1–1 draw against
Woking on 18 April 2015. Gordon made his last appearance in the last game of the season, in a 5–3 loss against
Chester. On 18 January 2016, Gordon joined
League of Ireland side
Sligo Rovers on loan until the end of August ahead of the
2016 League of Ireland season. Gordon made his Sligo Rovers debut in the opening game of the season against
Shamrock Rovers, which saw them lose 2–0. Gordon then scored his first goal for the club on 7 May 2016, netting the final goal of the match as Sligo Rovers ran out 4–1 victors at home to
Wexford Youths. After making ten appearances and scoring once, Gordon returned to West Ham in June 2016. On 1 January 2017, Gordon joined
League Two side
Newport County on loan until the end of the 2016–17 season. He made his debut for Newport in the starting line-up in a 3–1 defeat to
Stevenage in League Two on 7 January. Gordon scored his first goal for Newport on 4 February in a League Two 1–1 draw with
Cheltenham Town.
Cheltenham Town With mutual consent to leave West Ham still in contract, Gordon signed in September 2017 for
Cheltenham Town. On 10 May 2018, it was announced that Gordon would leave Cheltenham at the end of his current deal in June 2018 during a long-term injury period which put Gordon out for the foreseeable.
Tamworth Gordon joined
Southern League Premier Division Central side
Tamworth, initially as a trialist on a non-contract, in the hope that he could regain match fitness following on from a long injury lay off during his time at
Cheltenham Town. He played his first game in a Staffordshire FA Senior Cup tie away at
Kidsgrove Athletic, which they were defeated 6–0, but following on from the departure of striker Michael Taylor, Gordon was in contention to make his league debut at hone to
Bedworth United. However Gordon's league debut for Tamworth came in the next home game, against
St Neots Town on 9 February 2019, coming on as an 81st-minute substitute for
Tyrell Waite in a 5–0 victory for the home side. Gordon scored his first goal for Tamworth on 2 March 2019, scoring the fourth goal in a 4–1 home victory against
Halesowen Town.
Banbury United On 16 August 2019, Gordon was announced as signing for
Southern League Premier Division Central side
Banbury United.
Oxford City After an impressive start to 2019–20, Gordon was announced as signing for National League South side
Oxford City.
Tamworth On 19 September 2020, Jaanai was announced as re-signing for
Southern League Premier Division Central side
Tamworth. Gordon made his second debut the same day as Tamworth drew 1–1 away at
Peterborough Sports on the opening day of the season.
Stratford Town In August 2021 Gordon signed for
Stratford Town. He scored on his debut against
Coalville Town on 14 August. On 16 October Gordon scored the equaliser in a 1-1 draw against
Boston United in the club's FA Cup 4th Qualifying Round match. Three days later, he scored the opening two goals in the replay as part of a 3-2 victory which saw Stratford qualify for the first round proper of the
FA Cup for the first time in their history.
Hereford Gordon signed for
National League North side
Hereford on 16 November 2021 on a dual registration basis.
Brackley Town On 22 February 2022, he signed for fellow National League North side
Brackley Town after the club had made a seven-day approach for Gordon, even after Hereford offered him more money to stay.
Boston United After a second-placed finish before being defeated in the play-offs, Gordon left Brackley at the end of the 2021–22 season to join league rivals
Boston United. On 9 December 2022, Gordon rejoined former club
Banbury United on loan until 7 March 2023.
Alvechurch On 30 June 2023, Gordon signed for Southern League Premier Division Central club
Alvechurch. ==Career statistics==