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Laboe made his radio debut in 1943, during World War II, on KSAN in San Francisco, while stationed at Treasure Island. The war had deprived the station of technicians, and he had a radiotelephone license. He pioneered the request-and-dedication concept at KSAN, taking phone calls from listeners on-air while playing big band and jazz records late nights. At first Laboe would go on every 15 minutes to announce what segments were coming up next, but after realizing a gap between the last segment ending at 11:00 p.m. and the station's signoff time at 12:00 a.m., he decided to use that hour to play music in the swing and jazz genres. What was unique about the way he conducted his show was the calls he would take from listeners while on air. He would repeat to the listeners what the person on the phone was saying because technology had yet to catch up with Laboe's ambitions.
Laboe stepped away from his work as a DJ and assisted the US military transmitting Morse Code, sending messages to ships traveling in the South Pacific.
When he returned to Southern California and began working at KCMJ in Palm Springs, he was the only broadcaster in town, and would often meet with his fans at bars after signing off. He later returned to Los Angeles and began his time at KPOP. While working at KPOP, Laboe got the idea to take his show on the road and broadcast live from the local Scrivner's Drive-In, on Cahuenga and Sunset.[4] Teenagers would come to the drive-in and hang out, and give live on-air dedications for songs. Laboe began to make a list of the most frequently requested songs. People would often call in who had just gone through a breakup and would ask him to play love songs to help win back their significant others. As the popularity grew, Laboe found a promoter and a ballroom east of Los Angeles, and through that the El Monte dance hall was formed.
With the live radio show going, he had the audience and the lists of requests. He began to turn that concept into an album titled Oldies But Goodies, a term he trademarked.
In 1959, Laboe formed record label Original Sound Records to promote new musical talent he discovered. In 1959 the label released two instrumental hit songs: "Teen Beat", the breakout hit by Sandy Nelson and "Bongo Rock" by Preston Epps. Laboe also received writing credit on both songs.
Later he moved to KXLA (subsequently KRLA), where he stayed for many years.
In the 1990s, Laboe worked for radio station KGGI.
In January 2006, Laboe debuted another syndicated request and dedication radio show, The Art Laboe Connection. The show began on weeknights on KDES-FM in Palm Springs and KOKO-FM in Fresno. It soon expanded to KHHT (Hot 92.3) in Los Angeles (until its 2015 format flip), KAJM (Mega 104.3) in Phoenix, and stations in Bakersfield and Santa Maria.