Dale Thompson joined the American Federation of Musicians (AFM) at the remarkable age of 11, already showcasing his talent on the trumpet. Ironically, Dale would later serve as a dedicated steward of the AFM. Before that, he performed with the Escovedo Latin Jazz Band while attending San Francisco State College. Among his many playing highlights, one of the most significant was his six-year tenure with the renowned Glenn Miller Orchestra under the direction of Buddy DeFranco, starting in 1967. During that period, he was invited to test-play Yamaha trumpets while on tour in Japan.