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1999 Challenge Cup-- October 30 & 31 at Tompkinsville
Saturday - Alternate Shot (9 Holes)
Rodney Biggerstaff & Lowery Anderson Hidden Hills 2 & 1 Mark Shipley & Darren Shirley  
David Anderson & Michael Carter   Johnny Belcher & Freddie Vandeveer Glasgow 2 & 1
Benny Simpson & Trevor Glass   Bobby McDaniel & Phillip Bale Glasgow 3 & 2
Jonathon Shaw & Scott Rush   Spencer Botts & Stacy Sutherland Glasgow 2 & 1
Stevie Guffey & Bud Hoffman Hidden Hills 1 Up Jim Berry & Bernard Lawerence  
Neal Isenberg & Johnny Paul Nixon   Bryan Baysinger & Sam Dickinson Glasgow 1 Up
Saturday - Fourball
Stevie Guffey & Bud Hoffman   Bernard Lawerence & Mark Shipley Glasgow 1 Up
Neal Isenberg & Trevor Glass Hidden Hills 3 & 2 Darren Shirley & Sam Dickinson  
Michael Carter & Jonathon Shaw Hidden Hills 3 & 2 Jim Berry & Spencer Botts  
Rodney Biggerstaff & Lowery Anderson   Johnny Belcher & Bobby McDaniel Glasgow 2 & 1
Johnny Paul Nixon & Benny Simpson Hidden Hills 1 Up Freddie Vandeveer & Phillip Bale  
Scott Rush & David Anderson   Bryan Baysinger & Stacy Sutherland Glasgow 5 & 4
Sunday - Individual
Bud Hoffman   Stacy Sutherland Glasgow 1 Up
David Anderson   Jim Berry Glasgow 2 & 1
Jonathon Shaw Hidden Hills 6 & 5 Spencer Botts  
Trevor Glass   Bobby McDaniel Glasgow 1 Up
Scott Rush   Sam Dickinson Glasgow 2 & 1
Benny Simpson Hidden Hills 4 & 2 Phillip Bale  
Stevie Guffey Hidden Hills 5 & 4 Bernard Lawerence  
Neal Isenberg Hidden Hills 1 Up Mark Shipley  
Johnny Paul Nixon   Darren Shirley Glasgow 6 & 5
Lowery Anderson   Freddie Vandeveer Glasgow 3 & 2
Rodney Biggerstaff Hidden Hills 2 & 1 Johnny Belcher  
Michael Carter   Bryan Baysinger Glasgow 2 & 1
Hidden Hills Glasgow
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