May 1
Sonny James (1929) 
Rita Coolidge (1944) 
Tim McGraw (1967)
Wayne Hancock (1965)
Cory Morrow (1972)

May 2
Larry Gatlin (Gatlin Brothers) (1948) 
Ty Herndon (1962)
R.C. Bannon (1945)

May 3
Dave Dudley (1928) (died 12/22/03)
Cactus Moser (Highway 101) (1957)
Shane Minor (1968)
Brad Martin (1973)

May 4
Stella Parton (1949) 
Randy Travis (1959)

May 5
Tammy Wynette (1942) (died 4/6/98)
Roni Stoneman (1938)

May 6
Jimmie Dale Gilmore (1945)

May 7
Rick Schell, (formerly Pinmonkey) (1963)

May 8
Keith Harling (1963)
Del Gray (Little Texas) (1968)
Jack Blanchard (1942)
Billy Burnette (1953)

May 9
Hank Snow (1914) (died 12/20/99
John Corbett (1961)

May 10
"Mother Maybelle" Carter (The Carter Family) (1909) (died 10/23/78) 

May 11
Mark Herndon (Alabama) (1955)

May 12
Joe Maphis (1921) 
Kix Brooks (Brooks & Dunn) (1955) 
Eddie Kilgallon (Ricochet) (1965) 

May 13
Lari White (1965)

May 15
Eddy Arnold (1918) 
K.T. Oslin (1941)

May 16
Rick Trevino (1971)

May 18
Joe Bonsall (Oak Ridge Boys) (1948) 
George Strait (1952)

May 22
Ralph Peer (1892) (died 1/19/60) 
Dana Williams (Diamond Rio) (1961) 

May 23
Shelly West (1958)
Mac Wiseman (1925)
Misty Morgan (1945)
Judy Rodman (1951)
Shelly West (1958)
Brian McComas (1972)

May 24
Mike Reid (1947) 
Rosanne Cash (1956) 

May 25
Tom T. Hall (1936) 
Jessi Colter (1947)

May 26
Dave Robbins (Blackhawk) (1959) 
Gates Nichols (Confederate Railroad) (1944) 
Hank Williams, Jr. (1949) 

May 27
Don Williams (1939) 

May 28
Gary Stewart (1945) 
Jerry Douglas (1956)

May 30
Wynonna Judd (1964) 

May 31
Johnny Paycheck (1938) (died 2/18/03) 
Peter Yarrow (1938)
Augie Meyers (1940)
Ed Adkins (The Derailers) (1967)