His father Raymond Snr, a farmer, died in 2007. He was survived by his wife Mary, his only son and three daughters. The politician Tommy Gallagher is an uncle of Gallagher's, on his father's side. Fellow Fermanagh footballers Rory and Ronan Gallagher are cousins of his.
From 1986, he attended secondary school at St Michael's College, Enniskillen, where he won the 1992 MacRory Cup. He then played minor and under-21 football for his county, winning the 1994 Ulster Under-21 Football Championship. He played senior football while still a minor in 1993, manager Hugh McCabe giving him his debut, and won an All-Ireland Senior B Football Championship, Dr McKenna Cup and National Football League Division Four.
He sustained many injuries, first an athletic pubalgia as a teenager in 1993, a cruciate injury in 1994 which hampered his progress for the next two years, and two discs in his back which he had to have surgery on in 2001.
He did captain Fermanagh in 2003.
- Scott, Ronan (11 June 2020). "Raymond Gallagher on playing through the pain". Gaelic Life. Retrieved 11 June 2020.
I went to St Michael's in 1986 (first year).
- "The Late Raymond Gallagher". Hogan Stand. 30 June 2007.
- Keys, Colm (19 May 2004). "Gallaghers rejoin Fermanagh squad". Irish Independent.
- "Donegal Boston come of age". Hogan Stand. 16 July 2009. Retrieved 16 July 2009.