Career
He is of Nigerian descent. Cardiff City
Born in Bermondsey, Oshilaja joined Cardiff City as a 16-year-old, progressing through the academy to sign his first professional contract in April 2012. His professional debut for Cardiff came on 14 August 2012, in a 2–1 defeat to Northampton Town in the Football League Cup.
Oshilaja made his second appearance in another cup game in the new year, which also resulted in a 2–1 loss against Macclesfield Town.
Despite this, Manager Malky Mackay praised Oshilaja"s performance, describing it as "great courage". At the end of the season, Oshilaja was offered a new contract by the club
On 31 October 2013, Oshilaja joined Newport County on a one-month loan. He made his Football League début for Newport on 2 November 2013 versus Fleetwood Town.
His loan spell at Newport was extended and he returned to Cardiff City in January 2014, which he made eight appearance for the club
On 7 February 2014, Oshilaja was loaned to Sheffield Wednesday until 12 March. He then made his Sheffield Wednesday debut on 11 February 2014, playing as a centre-back, in a 3-0 loss against Wigan Athletic. His second appearance came on 12 March 2014, also came against Wigan, which Sheffield Wednesday lost 1-0 for the second time in the 2013-2014 season.
Oshilaja loan spell with Sheffield Wednesday was extended until the end of the season.
However, Oshilaja never made another appearance for the club and returned to Cardiff City. On 8 January 2015, Oshilaja was loaned to AFC Wimbledon until the end of the season.
Oshilaja made his Wimbledon debut three days later, on 11 January 2015, in a 2-1 loss against Stevenage. Three weeks later on 29 August 2015, Oshilaja scored his second goal of the season against Peterborough United.
However, Oshilaja suffered a knee injury during the match and was sidelined for two months.
After two months on the sidelined, Oshilaja made his return in the first team, in the quarter final of the Football League Trophy, against Yeovil Town, in which he made his first start. He later returned to the club in March for a second loan spell until the end of the season.