Bailey, and his fellow Flight 175 passenger Mark Bavis are mentioned in the Boston-based Dropkick Murphys song "Your Spirit's Alive." Denis Leary wore a Bailey memorial T-shirt as the character Tommy Gavin in the season 1 episode "Immortal" and the fourth season episode "Pussified" in the TV series Rescue Me.
Tommy claims to have voted for Barack Obama in the 2008 presidential election in the episode "Vows", Season 7, although he expressed interest in voting for John McCain prior to the 2008 election.
Tommy Dorsey | Tommy Hilfiger | Tommy Thompson | Gavin Friday | Tommy | Tommy Steele | Tommy Lee | Tommy Lee Jones | Gavin Bryars | Tommy Emmanuel | Gavin Newsom | Tommy Sheridan | Tommy Robredo | Tommy Chong | Gavin DeGraw | Gavin Shuker | Tommy Douglas | Tommy Makem | Tommy Cooper | Tommy Boy Entertainment | Gavin Hamilton | Tommy Mottola | Tommy Henrich | Tommy Flanagan | Tommy Tune | Tommy Lyons | Tommy LiPuma | Tommy James and the Shondells | Tommy Franks | Gavin Dunbar |
His role on Rescue Me began as a recurring character in Seasons 1-3, playing the nephew of series lead Tommy Gavin (Denis Leary).