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Wendelboe was educated at the "Østlandske Musikkonservatorium" (1975–79), joined the "Radiostorbandet" in 1980–84 and 1985–90, and was part of the Jazzpunkensemblet 1982–84, and led his first big band in 1983. He holds a master's degree at the Manhattan School of Music (1984–85), and released at the same time the big band album "Letter from New York" with American musicians. From 1985, he was in charge of the Big band Oslo Groove Company, and led his own big band "Big Crazy Energy Band and jazz Quartet". Otherwise, he was the conductor and arranger for singer Donna Summer and also for a series of stage productions and television shows and led the orchestra in the period 1985–1987. From 1991 he has been leading his own Big Crazy Energy Band, and the Crazy Energy Jazz Quartet. From 2006-2014 he was the regular trombonist with the legendary American jazz/rock-band Blood, Sweat &amp; Tears.