1937 – He was born on the 15th of July this year in Littlefield, Texas.
1959 – He was 21; Jennings was tapped by Holly to play bass in Holly’s new band on a tour through the Midwest in early 1959.
1965 – Still under contract to A&M, Alpert released him, allowing him to sign with RCA. He packed up and moved to Nashville, Tennessee.
1967 – His second marriage, to Lynn Jones, ended in a 1967 divorce suit that left the already broke singer economically crippled.
1969 – He got married for a third time to Barbara Rood, who tried to get his finances under control. Her efforts created great resentment within Jenning’s band, and the marriage ended in divorce shortly thereafter. He married for the fourth and final time to country singer Jessi Colter.
1972 – Jennings had been growing more frustrated with the Nashville recording scene and a 1972 bout with hepatitis almost killed him. Jennings was seriously considering leaving Nashville and returning to a broadcasting career in Phoenix in 1972.
1973 – By this year, he had returned to the music industry under the auspices of Atlantic Records, and was on his way to music superstardom. He followed with Lonesome, Orn’ry and Mean and Honky Tonk Heroes in 1973,
1974 – More hit albums followed, with The Ramblin’ Man and This Time in 1974.
1975 – and Dreaming My Dreams in 1975.
1976 – In 1976, Jennings began his career-defining collaborations with Nelson on the compilation album Wanted: The Outlaws!, country’s first platinum record
1977 – He was arrested in 1977 for cocaine possession by federal agents, though due to almost comedic errors by the DEA, the charges were later dropped.
1978 – He released I’ve Always Been Crazy in 1978,
1979 – Followed with a greatest hits album in 1979.
1984 – In 1984 he went "cold turkey" to end his cocaine addiction for good.
1985 – And had a cameo role in the 1985 film Sesame Street presents Follow That Bird. Jennings was also a member of USA for Africa for the recording of "We Are the World" but, temperamental as ever, reportedly left the studio due to a dispute over the song’s lyrics.
1996 – Jennings became great friends with Metallica. He had also become very close to Metallica frontman James Hetfield and influenced some material for their 1996 album Load.
1998 – He joined another country super group, Old Dogs, with Bobby Bare, Jerry Reed, Mel Tillis, and songwriter Shell Silverstein. They released one album, Old Dogs, recorded live in the studio.
2001, Jennings provided his voice in an episode of Family Guy during a Dukes of Hazard parody. The episode was entitled To Love and Die in Dixie. The episode originally aired in November of that year. He also narrated a watch fight in an earlier episode, Chitty Death Bang.
2002 – He died in his sleep of diabetic complications at the age of 64 in Chandler, Arizona. He is interred in the Mesa City Cemetery, Mesa, Arizona.