[1] Boakai was born to Liberian parents in Teldou,[2] a small southwestern village in Guinea located a short distance from the border with Sierra Leone.
[5] On 16 June 2013 Boakai made his professional debut for Edmonton against the Carolina Railhawks in which he came on in the 65th minute for Sadi Jalali and at the same time becoming the youngest ever player to play an NASL game.
[9] On 11 July 2016, Boakai signed with Landskrona, who play in Division 1 Södra, the third tier of football in Sweden, which was to run through 2017 November.
[12] Due to visa issues, Boakai was unable to appear for UTA for over a month before making his debut on 10 November 2017 as a 71st-minute substitute in a 2-1 loss to Târgu Mureș.
[17] He made his first appearance for the Eddies since 2015 on August 16, 2020 against Forge FC[18] Boakai had played for the Canada U15 soccer side while with the Edmonton reserves.
[21] After a strong showing for the youth sides, and a continued presence with Edmonton, Canada coach Benito Floro called up Boakai to the senior team for a friendly against Colombia in October 2014.