[1] Healey, who was born in Baltimore, Maryland and is the son of Kevin Healey (the President and General Manager of the Baltimore Blast), grew up in Bel Air, Maryland, attended Calvert Hall College High School, and played college soccer at Towson University.

On March 16, 2010, Baltimore announced the re-signing of Healey to a new contract for the 2010 season.

[4] With the Blast, Healey was a member of the team which won the 2008/2009 NISL Championship.

Healey was one of only three Blast players to play all 20 regular season games for the 2009–10 MISL.

Healey significantly upped his scoring tally for the 2010–11 MISL season, leading the team with 17 goals and 48 total points.