Billy picks out a horse to ride into the stadium at a dude ranch in Southern California on a Crimson Travel tour.
Sgt. Billy's celebrity head shot.
Sgt. Billy at Fort Myer on his section horse, Conversano Beja. He was a gift to the U.S. Army by Mrs. Kennedy.
Chuck Clevenger, Sgt. Billy and Bill Miller performing in a talent show in Seoul, Korea.
Warming up for a show in South, Korea.
Bill Miller, Sgt. Billy, and Chuck Clevenger receiving their trophy’s for the win.
The Wanderers make news. L-R, Sgt. Billy O'Brien, Tom Sartore and Jimmy Walsh.
The Wanderers in the recording studio. L-R, Sgt. Billy O'Brien, Tom Sartore, Jimmy Walsh, and Domenic DeProsero.
Sgt. Billy and Rex Trailer on stage at the Worcester Memorial Auditorium. c. 1968
Sgt. Billy, Rex and Cactus Pete performing at the Disneyland Hotel in Anaheim, CA. c. 1970
Sgt. Billy mounts up for the town of Sandwich's 350th anniversary parade.
Sgt. Billy with his father, John O’Brien, at one of Billy's birthday parties.
Rex Trailer and Sgt. Billy pose on horsback in a publicity still from the early 1970's.
Sgt. Billy O'Brien, Rex Trailer and Terrence (Cactus Pete) Currier on the set of Boomtown. 1967
Sgt. Billy, Rex and Jerry Lewis recording a commercial for MDAA TV at the MDAA conference Las Vegas, NV.
MDAA Conference in Las Vegas, NV. Children Show entertainers from all over the US.
MDAA Conference in Key Biscayne, FL.
Sgt. Billy, "Uncle Sam" Donato, and Rex Trailer perform a skit in an episode of, "Boomtown."
Sgt. Billy and Corporal Sam perform a skit in the bunkhouse on the Boomtown set.
Sgt. Billy and Denver Dave Rich talk with the kids on the Boomtown set.
Sgt. Billy and his new bride Lennie.
David Paresky, Linda Paresky, Cindy Trailer, Rex, Lennie O’Brien, and Sgt. Billy at Rex’s MDAA tribute. November 23, 1985.
Sgt. Billy, Natalie Jacobson, Rex Trailer and Chet Curtis.
November 23. 1985.
Sgt. Billy and Rex Trailer perform at one of many personal appearances in the 1970s.
Rex Trailer and Sgt. Billy meet Clayton (The Lone Ranger) Moore at a personal appearance in 1985.
Sgt. Billy, Ralph(Skip) Burns, Lou Ciarfella and Billy's brother John, at returning from a trip to the Custer Battlefield and the Black Hills.
6th Annual, "Discover Ireland" trip. Sgt. Billy led groups to the Emerald Isle of his ancestors.
Rex and Sgt. Billy lead the march over to Disneyland in Aniheim, CA. Crimson Travel Tours.
Sgt. Billy and Rex Trailer entertain the kids on a fight to California on the Crimsom Travel Tours.
Sgt. Billy and Lou (Chief Black Eagle) Ciarfella at Knox Berry Farm in California.
Rex and Sgt. Billy tame a Killer Whale at Sea World. With Billy's wife,Lennie, son Matt, daughter Melissa.
Sgt. Billy, brother John, and Rex Trailer at Universal Studios in Los Angeles, CA.
Sgt. Billy, Rex Trailer, Rex's daughter Jillian, and filmmaker Michael Bavaro at the Boston premiere of "Rex Trailer's Boomtown." c. 2005
Boomtown 50th Anniversary, July 19, 2006. L-R, Uncle Sam Donato, Lou (Chief Black Eagle) Ciarfella, Rex Trailer and Sgt. Billy O'Brien.
Boston City Mayor, Thomas M. Menino, declares January 13, 1996 as Sgt. Billy O'Brien Day.
Sgt. Billy and Rex Trailer perform together for the last time at the Cafe on the Common in Waltham, MA. December 18, 2012.
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