Ayo Obileye

Career Obileye started his career in the youth system at Leyton Orient, before joining Chelsea as a schoolboy. He stayed with the club until 2011, but failed to earn a scholarship with the club. In 2011, he moved north to sign a two-year scholarship with the academy at Sheffield Wednesday. He made his professional debut at the age of 16 in August 2011, starting in the 0–0 draw with Yorkshire rivals Bradford City at Valley Parade in the EFL Trophy, which Bradford went on to win on penalties. He was made captain of the Development Squad for the 2012–13 season, and was awarded with his first professional contract for the club in May 2013, signing a one-year deal on completion of his scholarship. In March 2014, he was linked with moves away from the club as he wanted to return to his London roots, and spent a short time training with Premier League side Crystal Palace. He initially signed on a short-term deal, but in November 2014 his contract was extended until June 2015. Later in the month he signed for Football League Two side Dagenham & Redbridge on a one-month youth loan deal. He continued to have a positive impact in the Daggers back-line and in January 2015 his loan was again extended for a further month. He continued to remain a permanent fixture in the Daggers defence, extending his stay in February 2015 until the end of the season. He returned to Charlton in May 2015, having made 26 appearances for the Daggers, scoring twice.

Obileye had a two-year spell at Eastleigh from 2016 to 2018, scoring 11 goals in 53 games in all competitions. He joined Maidenhead United for the 2018–19 season.

On 4 June 2019, Obileye joined Ebbsfleet United.

On 9 September 2020, Obileye signed for Scottish Championship club Queen of the South on a one-year contract. Despite playing in a defensive role, Obileye scored 9 league goals during the 2020–21 season, finishing second top goalscorer for the Doonhamers behind Connor Shields with 11 goals (8 league and 3 cup) and he was also second top goalscorer alongside three other players in the Scottish Championship, all behind Liam Boyce of Hearts with 14 goals.

On 6 May 2021, Obileye signed a pre-contract agreement with Livingston, agreeing a two-year contract, with a further one-year option. Livingston won the chase from other Scottish Premiership clubs for his signature. After making 15 appearances and scoring two goals, Obileye was forced to leave Cangzhou when they were expelled from the Chinese Super League.

On 24 May 2025, Obileye joined Finnish Veikkausliiga club SJK Seinäjoki on a deal for the remainder of the season, to strengthen their injury-weakened defence.

On 12 January 2026, Obileye joined fellow Veikkausliiga club Gnistan on a one-year contract.

Career statistics