Early years Osew began his youth career with spells as Chelsea Kicks and in the Evolution Sports & Health Academy. Following a rejection by
Chelsea Academy for being "too small", he joined the
Brentford academy at the age of 11. At age 15, Osew signed a scholarship deal with
AFC Wimbledon, after previously being a part of the club's Foundation's College Education programme. During his time in the club's
youth system, he was converted from a
forward to a
left back. on an ad-hoc basis. He was a regular inclusion in the first team squad during the
truncated 2019–20 season and by the time his season was ended by a
stress fracture to his
tibia in March 2020, he had made 23 appearances and scored one goal. On 8 January 2020, Osew signed a contract extension and made 14 appearances during the
2020–21 season, Osew proved his versatility as a
utility player in
defence and
midfield during the season and scored one goal, but delayed signing it until 21 August 2022, due to a need to recover from injury. He returned to match play six days later and following six appearances, Osew failed to appear again before agreeing a mutual termination of his contract on 1 February 2023. He made 76 appearances and scored three goals during years as a professional with the club. Osew transferred to League Two club
Northampton Town on 10 March 2023 and signed a contract running until the end of the
2022–23 season. He made four appearances during the remainder of the club's promotion-winning season and was released when his contract expired.
Woking On 8 December 2023, Osew joined
National League club
Woking on a contract running until the end of the
2023–24 season. He made six appearances during the remainder of the season, scoring one goal, which came with the winner on his league debut, in a 2–1 victory over
Dorking Wanderers on 16 December. After making 9 appearances,
Bangor Following a successful trial, Osew signed an undisclosed-length contract with
NIFL Premiership club
Bangor on 5 August 2025. He made seven appearances prior to his departure in January 2026. ==Personal life==