As with his previous Greatest Hits album, Denver re-recorded many of his hits instead of using the original recordings.

Henry John Deutschendorf Jr. (December 31, 1943 – October 12, 1997), known professionally as John Denver, was an American singer-songwriter, record producer, actor, activist, and humanitarian, whose greatest commercial success was as a solo singer. After traveling and living in numerous locations while growing up in his military family, Denver began his music career with folk music groups during the late 1960s. Starting in the 1970s, he was one of the most popular acoustic artists of the decade and one of its best-selling artists. By 1974, he was one of America's best-selling performers, and AllMusic has described Denver as "among the most beloved entertainers of his era".

Denver recorded and released approximately 300 songs, about 200 of which he composed. He had 33 albums and singles that were certified Gold and Platinum in the U.S by RIAA certification with estimated sales of more than 33 million units. He recorded and performed primarily with an acoustic guitar and sang about his joy in nature, his disdain for city life, his enthusiasm for music, and his relationship trials. Denver's music appeared on a variety of charts, including country music, the Billboard Hot 100, and adult contemporary, in all earning 12 gold and four platinum albums with his signature songs "Take Me Home, Country Roads", "Annie's Song", "Rocky Mountain High", "Calypso", "Thank God I'm a Country Boy", and "Sunshine on My Shoulders".

Denver appeared in several films and television specials during the 1970s and 1980s. He continued to record in the 1990s, also focusing on environmental issues by lending vocal support to space exploration and testifying in front of Congress in protest against censorship in music. He lived in Aspen for much of his life where he was known for his love of Colorado. In 1974, Denver was named poet laureate of the state. The Colorado state legislature also adopted "Rocky Mountain High" as one of its two state songs in 2007. An avid pilot, Denver died at the age of 53 in a single-fatality crash while piloting his recently purchased light plane.