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| CHARLESTOWN |
| 2007 SEASON (10-1) |
| Aug. 17 | Madison | W 32- 7 |
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| Aug. 24 | at Brownstown Central | W 35-31 |
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| Aug. 31 | Clarksville | W 21- 6 |
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| Sep. 7 | Eastern (Pekin) | W 58- 0 |
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| Sep. 14 | at Providence | W 38-13 |
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| Sep. 21 | at Corydon Central | W 48- 0 |
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| Sep. 28 | Salem | W 27- 6 |
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| Oct. 5 | at North Harrison | W 49- 0 |
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| Oct. 12 | at Lawrenceburg | W 35-16 |
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| Oct. 19 | at Brown County | W 49-20 |
sect |
| Oct. 26 | Heritage Hills | L 24-42 |
sect |
| 2006 SEASON (2-8) |
| Aug. 18 | at Madison | W 21- 8 |
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| Aug. 25 | at Lawrenceburg | W 12- 6 |
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| Sep. 1 | North Harrison | L 12-53 |
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| Sep. 8 | at Perry Central | L 7-33 |
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| Sep. 15 | Providence | L 21-22 |
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| Sep. 23 | at Clarksville | L 14-35 |
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| Sep. 29 | Brownstown Central | L 12-35 |
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| Oct. 6 | at Salem | L 0-56 |
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| Oct. 13 | Corydon Central | L 6-23 |
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| Oct. 20 | at Providence | L 8-31 |
sect |
| 2005 SEASON (1-9) |
| Aug. 19 | Madison | L 0-18 |
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| Aug. 26 | Lawrenceburg | L 0-41 |
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| Sep. 2 | at North Harrison | L 20-26 |
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| Sep. 9 | Perry Central | L 16-41 |
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| Sep. 16 | at Providence | L 19-20 |
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| Sep. 23 | Clarksville | W 26-16 |
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| Sep. 30 | at Brownstown Central | L 7-26 |
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| Oct. 7 | Salem | L 7- 8 |
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| Oct. 14 | at Corydon Central | L 7-10 |
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| Oct. 21 | Clarksville | L 7-33 |
sect |
| 2004 SEASON (1-9) |
| Aug. 20 | at Madison | W 21-20 |
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| Aug. 27 | at Lawrenceburg | L 7-35 |
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| Sep. 3 | North Harrison | L 13-41 |
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| Sep. 10 | at Perry Central | L 13-14 |
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| Sep. 17 | Providence | L 22-54 |
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| Sep. 24 | at Clarksville | L 8-38 |
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| Oct. 1 | Brownstown Central | L 14-62 |
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| Oct. 8 | at Salem | L 21-41 |
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| Oct. 15 | Corydon Central | L 7-45 |
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| Oct. 22 | Brownstown Central | L 9-41 |
sect |
| 2003 SEASON (3-7) |
| Aug. 22 | Madison | W 18- 7 |
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| Aug. 29 | Lawrenceburg | L 0-21 |
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| Sep. 5 | at North Harrison | W 12- 0 |
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| Sep. 12 | Perry Central | L 7-20 |
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| Sep. 19 | at Providence | L 14-42 |
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| Sep. 26 | Clarksville | W 21-20 |
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| Oct. 3 | at Brownstown Central | L 18-38 |
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| Oct. 10 | Salem | L 0-29 |
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| Oct. 17 | at Corydon Central | L 7-35 |
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| Oct. 24 | Brownstown Central | L 0-35 |
sect |
| 2002 SEASON (0-10) |
| Aug. 23 | at Madison | L 18-26 |
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| Aug. 30 | at Lawrenceburg | L 22-38 |
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| Sep. 6 | at North Harrison | L 48- 0 |
forfeit |
| Sep. 13 | at Perry Central | L 3-27 |
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| Sep. 20 | Providence | L 0-55 |
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| Sep. 27 | Clarksville | ot L 14- 6 |
forfeit |
| Oct. 4 | Brownstown Central | L 12-21 |
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| Oct. 11 | at Salem | L 21-31 |
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| Oct. 18 | Corydon Central | L 10-27 |
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| Oct. 25 | at Brownstown Central | L 22-48 |
sect |
| 2001 SEASON (6-4) |
| Aug. 17 | Madison | L 25-26 |
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| Aug. 24 | Lawrenceburg | W 14- 7 |
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| Aug. 31 | at North Harrison | W 45-19 |
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| Sep. 7 | Perry Central | L 7-34 |
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| Sep. 14 | at Providence | W 22-12 |
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| Sep. 21 | Clarksville | W 28- 0 |
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| Sep. 28 | at Brownstown Central | L 7-34 |
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| Oct. 5 | Salem | W 3- 0 |
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| Oct. 12 | at Corydon Central | W 9- 0 |
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| Oct. 19 | at Indian Creek | L 28-48 |
sect |
| 2000 SEASON (6-4) |
| Aug. 18 | at Madison | W 48- 6 |
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| Aug. 25 | at Lawrenceburg | W 13- 7 |
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| Sep. 1 | North Harrison | L 15-22 |
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| Sep. 8 | at Perry Central | W 21-13 |
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| Sep. 15 | Eastern Hancock | W 26- 6 |
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| Sep. 22 | at Clarksville | L 0-28 |
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| Sep. 29 | Brownstown Central | L 28-42 |
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| Oct. 6 | at Salem | W 35-14 |
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| Oct. 13 | Corydon Central | W 35- 0 |
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| Oct. 27 | at Providence | L 0-16 |
sect |
| 1999 SEASON (1-9) |
| Aug. 20 | Madison | L 7-12 |
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| Aug. 27 | Lawrenceburg | L 6-23 |
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| Sep. 3 | at North Harrison | L 0-27 |
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| Sep. 10 | Perry Central | L 14-63 |
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| Sep. 18 | at Benton Central | L 7-41 |
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| Sep. 24 | Clarksville | L 12-36 |
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| Oct. 1 | at Brownstown Central | L 0-42 |
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| Oct. 8 | Salem | L 0-30 |
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| Oct. 15 | at Corydon Central | W 24- 0 |
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| Oct. 22 | at Lawrenceburg | L 19-44 |
sect |
| 1998 SEASON (7-4) |
| Aug. 21 | at Madison | L 29-40 |
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| Aug. 28 | at Northview | W 46-20 |
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| Sep. 4 | North Harrison | W 22- 0 |
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| Sep. 11 | Brown County | W 26- 0 |
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| Sep. 18 | at Mitchell | L 20-44 |
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| Sep. 25 | at Clarksville | W 30-29 |
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| Oct. 2 | Brownstown Central | L 38-41 |
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| Oct. 9 | at Salem | W 14-12 |
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| Oct. 16 | Corydon Central | W 30- 6 |
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| Oct. 23 | at Clarksville | W 36-28 |
sect |
| Oct. 30 | Lawrenceburg | L 14-47 |
sect |
| 1997 SEASON (2-8) |
| Aug. 22 | Madison | L 22-39 |
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| Aug. 30 | at Culver Academy | L 8-33 |
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| Sep. 5 | at North Harrison | W 42- 6 |
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| Sep. 12 | at Brown County | W 14-11 |
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| Sep. 19 | Mitchell | L 29-48 |
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| Sep. 26 | Clarksville | L 0-55 |
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| Oct. 3 | at Brownstown Central | L 14-41 |
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| Oct. 10 | Salem | L 14-49 |
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| Oct. 17 | at Corydon Central | L 14-33 |
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| Oct. 24 | Lawrenceburg | L 14-35 |
sect |
| 1996 SEASON (8-4) |
| Aug. 23 | at Lawrenceburg | L 8-33 |
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| Aug. 30 | North Harrison | W 43- 0 |
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| Sep. 6 | Madison | W 47-30 |
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| Sep. 13 | at Mitchell | W 35-14 |
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| Sep. 20 | at Clarksville | ot L 6- 9 |
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| Sep. 27 | Brownstown Central | L 20-41 |
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| Oct. 4 | at Salem | W 32-21 |
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| Oct. 11 | Corydon Central | W 34-20 |
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| Oct. 18 | Tell City | otW 36-28 |
sect |
| Oct. 25 | North Harrison | W 65-20 |
sect |
| Nov. 1 | at Edgewood | W 32-16 |
sect |
| Nov. 8 | Heritage Hills | L 14-62 |
regn |
| 1995 SEASON (3-6) |
| Aug. 25 | Lawrenceburg | L 0-27 |
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| Sep. 1 | at North Harrison | W 26-20 |
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| Sep. 8 | at Madison | ot L 12-18 |
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| Sep. 15 | Mitchell | W 18- 7 |
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| Sep. 22 | Clarksville | L 6-31 |
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| Sep. 29 | at Brownstown Central | L 21-28 |
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| Oct. 6 | Salem | L 6-21 |
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| Oct. 13 | at Corydon Central | W 42-24 |
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| Oct. 20 | at Salem | L 7-28 |
sect |
| 1994 SEASON (4-5) |
| Aug. 26 | at Lawrenceburg | L 6-23 |
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| Sep. 2 | North Harrison | W 37- 6 |
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| Sep. 9 | Madison | W 25-12 |
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| Sep. 16 | at Mitchell | W 27-13 |
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| Sep. 23 | at Clarksville | L 14-15 |
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| Sep. 30 | Brownstown Central | L 19-42 |
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| Oct. 7 | at Salem | L 0-28 |
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| Oct. 14 | Corydon Central | W 33-14 |
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| Oct. 21 | Salem | L 8-21 |
sect |