Healy played his entire career for Irish provincial team Connacht Rugby in the Pro14 and represented Ireland at test level once.

In his first season, Healy primarily played for the Connacht Eagles, the province's second tier or 'A' team, in the British and Irish Cup.

He made his European debut in a Heineken Cup match on 19 October that year, also against Zebre away in the Stadio XXV Aprile.

[2] Healy's first try in the Heineken Cup came in the reverse fixture in the Sportsground on 11 January 2014, when he gave a man of the match display.

Later in the season, he scored two tries for Connacht in a 26–25 defeat to the Cheetahs, taking him past Fionn Carr as the province's all-time top try-scorer.