[1] He is most noted for his performance in the 2021 film Learn to Swim, for which he received a Canadian Screen Award nomination for Best Actor at the 10th Canadian Screen Awards in 2022,[2] and as co-creator with Tawiah M'carthy and Stephen Jackman-Torkoff of Black Boys, a theatrical show about Black Canadian LGBTQ+ identities which was staged by Buddies in Bad Times in 2016.
[3] Olajide, M'carthy, and Jackman-Torkoff were collectively nominated for Outstanding Ensemble Performance at the Dora Mavor Moore Awards in 2017.
[4] His other stage roles have included productions of William Shakespeare's The Winter's Tale for The Dream in High Park;[5] King Lear,[6] A Midsummer Night's Dream[7] and Love's Labour's Lost[8] for the Stratford Festival; Lynn Nottage's Ruined for Canadian Stage;[9] and Michel Nadeau's And Slowly Beauty for the Belfry Theatre and the National Arts Centre.
[1][14] In 2023, he played a regular supporting role in the television series The Spencer Sisters as police officer Zane Graham.
[17] He is a graduate of the National Theatre School of Canada, and of the Actors Conservatory at the Canadian Film Centre.