| Gary Cobb record | |||||
|---|---|---|---|---|---|
| Year | School | Won | Lost | Title | Class |
| 2007-08 | New Haven | 5 | 15 | 3A | |
| 2008-09 | New Haven | 7 | 14 | 3A | |
| 2009-10 | New Haven | 10 | 11 | 3A | |
| 2010-11 | New Haven | 8 | 12 | 3A | |
| 2011-12 | New Haven | 6 | 15 | 4A | |
| 2013-14 | Woodlan | 14 | 7 | 2A | |
| 2014-15 | Woodlan | 7 | 16 | 2A | |
| 2015-16 | Woodlan | 13 | 11 | 2A | |
| 2016-17 | Woodlan | 12 | 12 | 2A | |
| 2017-18 | Woodlan | 8 | 15 | 3A | |
| 2018-19 | Woodlan | 15 | 8 | 3A | |
| 2019-20 | Woodlan | 18 | 7 | 3A | |
| 2020-21 | Woodlan | 9 | 13 | 3A | |
| 2021-22 | Woodlan | 19 | 5 | 3A | |
| 2022-23 | Woodlan | 20 | 5 | 3A | |