In January 1965, during the Monument Concert, Roy Orbison delivered a powerful live performance of his iconic hit "Oh, Pretty Woman," which was released in September 1964. This song marked a significant moment in Orbison's career, propelling him to mainstream success and becoming one of his signature tracks. By this time, he had already established himself as a formidable talent in the music industry, known for his distinctive voice and emotive songwriting. The success of "Oh, Pretty Woman" would not only solidify Orbison's status in rock and pop history but also lead to his first No. 1 hit on the Billboard Hot 100 chart. The 1965 concert showcased his dynamic stage presence, reflecting a peak in his popularity as an artist during the mid-1960s, a period characterized by an increase in creative freedom and musical exploration for him.