The Big Bopper 40 radio airplay through January, 1959. With the success of "Chantilly Lace", Richardson took time off from KTRM radio and joined Buddy Holly, Ritchie Valens, and Dion and the Belmonts for a "Winter Dance Party" tour starting on January 23, 1959. On the 11th night of the tour (February 2, 1959), they played at the Surf Ballroom in Clear Lake, Iowa. That night, Holly chartered an airplane from Dwyer Flying Service in Mason City, Iowa, intending to fly himself and his bandmates Waylon Jennings and Tommy Allsup to their next tour venue in Moorhead, Minnesota. The musicians had been traveling
The Big Bopper of the upcoming musical acts in both the print and television versions of Stephen King's short story "You Know They Got a Hell of a Band" about a town inhabited by late musical legends. Buddy Holly is subsequently featured in the story. The Canadian television comedy show "SCTV" featured a character named "Sue Bopper-Simpson", a fictional daughter of the Big Bopper, played by Catherine O'Hara. The character was a part-time real estate agent who appeared in a musical titled "I'm Taking My Own Head, Screwing It on Right, and No Guy's Gonna Tell Me That It Ain't". Shortly after the