Oluwaseyi 'Sheyi' Ojo, was fourteen years old when he signed for Liverpool in 2011 from MK Dons for a fee believed to be in the region of £2 million. Already capped by England at under 16 level, he continued his development at Anfield and went on to represent his country at under 17 level when just fifteen years old. The winger was an unused substitute for two games over the Christmas period in 2014/15 before being loaned to Wigan Athletic in February. Although he played eleven times scoring one goal, he could not prevent the club's slide into League One. Ojo was included in Brendan Rodgers' squad for the pre-season tour of the Far East and Australia and then grabbed a late winner in the final friendly of the summer away at Swindon Town. However, two days later he was loaned to Wolverhampton Wanderers for the season to continue his development. He scored twice in sixteen appearances at Molineux but with the Reds suffering an injury crisis he was recalled in January, making his first competitive appearance in a red shirt at Exeter in the 3rd round of the FA Cup, where he came on as a 70th minute substitute for Jerome Sinclair. He scored his first goal in the replay and went on to make eight Premiership appearances for the Reds before the end of the season.

A back problem curtailed Ojo's progress during 2016/17 and he was unavailable until November. He made just two appearances, both against Plymouth in the FA Cup. In the summer he did make the England under 20 squad, becoming world champions in South Korea. He was then loaned to Fulham for the whole of the 2017/18 season, playing 22 times as they were promoted via the playoffs. He signed a contract extension on 30 August 2018 and was loaned to first division French side Stade Reims for the 2018/19 season. Ojo struggled in France, where he made just three league starts and scored once, in a League Cup tie.

On 18 June 2019, it was announced that Ojo would be joining Rangers on a season long loan. He made his competitive debut on 9 July, scoring in a 4-0 win over Gibraltar side St Joseph's in a Europa League qualifier. He didn't impress sufficiently to be offered a deal at Ibrox and on 7 September 2020, he was on the move again, this time to Cardiff City in the Championship for the whole of the 2020/21 campaign. He scored five goals in 41 appearances.

On transfer deadline day August 2021 Ojo agreed a season long loan deal with Millwall. After a slow start he began to impress during the winter months but he suffered an ankle injury in January which kept him out for two months. With Millwall now pushing for the play offs, he was unable to break back into the side and made just two substitute appearances of the last nine games of the season and they chose not to sign him on a permanent deal. Unsurprisingly Ojo was released by Liverpool in the summer of 2022 and he published a heartfelt message on Twitter which said: "I feel blessed to have played at this club. Many beautiful moments and memories but most importantly the unconditional support from the fans. I joined Liverpool when I was 14. Never could I imagine the journey it would take me on. Never stop dreaming…"

On 13 July 2022, Cardiff City confirmed they had secured the signing of Ojo on a two year deal. He featured 36 times in the Championship in 2022/23 but at the start of the following season was told he was not in new manager Erol Bulut's plans, leading to a season long loan deal with Belgian side Kortrijk where he scored once in thirty appearance before becoming a free agent. In September 2024 he signed a two year deal with Slovenian side Maribor. Ojo was a regular starter during 2024/25, with most of those in a left wing back role. He scored once and provided two assists as Maribor finished second in the table.