[1][2] Cupido was also a two time All-Canadian football player with the McMaster University Marauders in the CIS.
[10] Cupido appeared in only one game for Colorado in the 2012 season,[11] but broke through in 2013 playing in all but the first regular season game[12] and was named to the NLL All-Rookie team,[13] leading the Mammoth and all NLL rookies with 101 loose balls.
[14] Cupido was named co-winner of the Most Valuable Defensive player in the MSL in 2014 for his play with the Kodiaks.
[21] In June 2022, after winning an NLL championship with the Mammoth, he was traded to the Six Nations Chiefs by the Cobourg Kodiaks.
[33] He finished his career with 14 playoff interceptions in 16 games,[34] a CIS record for post season picks.