Complex sentence: Orlando had had two top-40 hits in the USA in 1961, but later moved into the music publishing business; in 1967 Columbia Records chose him to manage their publishing division, April-Blackwood Music.
Split into simpler sentences: Orlando had had two top-40 hits in the USA in 1961. He later moved into the music publishing business, and in 1967 Columbia Records chose him to manage their publishing division, April-Blackwood Music.