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Academy of Country Music (ACM)
Song of The Year- For the Good Times-1970
Single of The Year- For The Good Times-1970 (Given to Ray Price)
Single of The Year- Highwayman-1985 (with Willie Nelson, Johnny Cash, Waylon Jennings)
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ASCAP Favorite Video Duo or Group- The Highwaymen-1986 Favorite Video Single-(Highwayman-The Highwaymen)-1986
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BMI Songwriters of The Year ('71, '72, '74, all with Billy Sherrill)
Robert J. Burton Award- Help Me Make It Through The Night - 1972
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CMA Song of the Year- Sunday Morning Coming Down - 1970
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Was Given The First Annual Roger Miller Award in 1995
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Dove Awards Song- Why Me- '73 Song- One Day At At a Time (with Marijohn Wilkin) '75
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Grammy Awards
Best Country Vocal Performance by duo/group- "From The Bottle To The Bottom" (with Rita Coolidge)
Best Country Vocal Performance by duo/group- "Lover Please" (with Rita Coolidge)
Best Song- "Help Me Make It Through The Night"
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NSAI Songwriter of the Year with Hit Song:
1970- For the Good Times
1971- Sunday Morning Coming Down
1973- Why Me
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Nashville Songwriters Hall of Fame Induction: 1977
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TNN/Music City News Awards
Songwriter of the year- 1971-1973
Song
-1971- Help Me Make it Through The Night
-1973- Why Me