[2] His most notable amateur boxing opponent was Errol Spence Jr in an England versus USA Dual.

O'Shaughnessy lost a fight to Northern Irish boxer Matthew Johnston, who trained with the Abbey Boxing Club.

[14] In January 2013, O'Shaughnessy was cast in the UK's United Colors of Benetton ad campaign.

[15] In 2014, O'Shaughnessy appeared in an episode of the detective drama Suspects, playing "Wakim Ahmed".

O'Shaughnessy was born in East London to a Saint Lucian father with Afro-Caribbean and Irish heritage and an English mother.