| David Seelye (Jr.) | 2016 IHSAA Brown County Boys Sectional Meet | 2016 IHSAA Brown County Regional Boys Cross Country Meet | 22 | 17:24.24 |
| David Seelye (Jr.) | Heritage Days Classic | | 1 | 17:45.00 |
| David Seelye (Jr.) | Greensburg Invitational | | 9 | 17:58.00 |
| David Seelye (Jr.) | Mid-Hoosier Conference Meet | | 5 | 18:06.00 |
| David Seelye (Jr.) | Rushville Invitational | Boys Division III | 21 | 18:55.51 |
| Austin Everroad (Sr.) | Heritage Days Classic | | 8 | 19:03.00 |
| David Seelye (Jr.) | Edinburgh / Waldron / Hauser | High School Boys | 2 | 19:07.00 |
| David Seelye (Jr.) | Greensburg / South Decatur / Hauser | | 3 | 19:15.00 |
| Jordan Johnson (Jr.) | Heritage Days Classic | | 9 | 19:15.00 |
| David Seelye (Jr.) | Whiteland Invitational | Boys Varsity | 34 | 19:27.90 |
| Austin Everroad (Sr.) | Mid-Hoosier Conference Meet | | 17 | 19:46.00 |
| Jordan Johnson (Jr.) | Mid-Hoosier Conference Meet | | 19 | 19:56.00 |
| Owen Green (Sr.) | 2016 IHSAA Brown County Boys Sectional Meet | 2016 IHSAA Brown County Regional Boys Cross Country Meet | 62 | 20:01.69 |
| Jordan Johnson (Jr.) | 2016 IHSAA Brown County Boys Sectional Meet | 2016 IHSAA Brown County Regional Boys Cross Country Meet | 63 | 20:05.19 |
| Owen Green (Sr.) | Heritage Days Classic | | 13 | 20:11.00 |
| Owen Green (Sr.) | Mid-Hoosier Conference Meet | | 21 | 20:23.00 |
| Austin Everroad (Sr.) | Rushville Invitational | Boys Division III | 56 | 20:24.28 |
| Austin Everroad (Sr.) | Greensburg Invitational | | 45 | 20:36.00 |
| Owen Green (Sr.) | Edinburgh / Waldron / Hauser | High School Boys | 7 | 20:40.00 |
| Owen Green (Sr.) | Greensburg Invitational | | 46 | 20:45.00 |
| Austin Everroad (Sr.) | Edinburgh / Waldron / Hauser | High School Boys | 8 | 20:49.00 |
| Owen Green (Sr.) | Rushville Invitational | Boys Division III | 67 | 20:55.91 |
| Jordan Johnson (Jr.) | Rushville Invitational | Boys Division III | 69 | 20:56.92 |
| Austin Everroad (Sr.) | Whiteland Invitational | Boys Varsity | 58 | 20:58.30 |
| Sam Robinson (Jr.) | 2016 IHSAA Brown County Boys Sectional Meet | 2016 IHSAA Brown County Regional Boys Cross Country Meet | 67 | 21:00.15 |
| Jordan Johnson (Jr.) | Greensburg Invitational | | 49 | 21:05.00 |
| Jordan Johnson (Jr.) | Whiteland Invitational | Boys Varsity | 62 | 21:23.70 |
| Austin Everroad (Sr.) | Greensburg / South Decatur / Hauser | | 11 | 21:30.00 |
| Owen Green (Sr.) | Greensburg / South Decatur / Hauser | | 10 | 21:30.00 |
| Sam Robinson (Jr.) | Heritage Days Classic | | 16 | 21:36.00 |
| Jordan Johnson (Jr.) | Edinburgh / Waldron / Hauser | High School Boys | 9 | 21:44.00 |
| Jordan Johnson (Jr.) | Greensburg / South Decatur / Hauser | | 14 | 21:54.00 |
| Hunter Albright (Sr.) | Heritage Days Classic | | 17 | 22:04.00 |
| Hunter Albright (Sr.) | Mid-Hoosier Conference Meet | | 28 | 22:08.00 |
| Owen Green (Sr.) | Whiteland Invitational | Boys Varsity | 73 | 22:29.00 |
| Sam Robinson (Jr.) | Greensburg Invitational | | 60 | 22:33.00 |
| Hunter Albright (Sr.) | Greensburg Invitational | | 61 | 22:35.00 |
| Sam Robinson (Jr.) | Mid-Hoosier Conference Meet | | 30 | 22:57.00 |
| Hunter Albright (Sr.) | 2016 IHSAA Brown County Boys Sectional Meet | 2016 IHSAA Brown County Regional Boys Cross Country Meet | 75 | 23:03.30 |
| Hunter Albright (Sr.) | Whiteland Invitational | Boys Varsity | 77 | 23:10.00 |
| Noah Benge (So.) | 2016 IHSAA Brown County Boys Sectional Meet | 2016 IHSAA Brown County Regional Boys Cross Country Meet | 76 | 23:24.02 |
| Noah Benge (So.) | Mid-Hoosier Conference Meet | | 32 | 23:27.00 |
| Noah Benge (So.) | Heritage Days Classic | | 20 | 23:31.00 |
| Hunter Albright (Sr.) | Rushville Invitational | Boys Division III | 108 | 23:43.27 |
| Sam Robinson (Jr.) | Whiteland Invitational | Boys Varsity | 79 | 24:17.70 |
| Hunter Albright (Sr.) | Edinburgh / Waldron / Hauser | High School Boys | 13 | 24:30.00 |
| Sam Robinson (Jr.) | Edinburgh / Waldron / Hauser | High School Boys | 14 | 24:41.00 |
| Hunter Albright (Sr.) | Greensburg / South Decatur / Hauser | | 24 | 25:08.00 |
| Sam Robinson (Jr.) | Greensburg / South Decatur / Hauser | | 25 | 26:02.00 |
| Noah Benge (So.) | Rushville Invitational | Boys Division III | 127 | 26:47.78 |
| Noah Benge (So.) | Whiteland Invitational | Boys Varsity | 85 | 27:38.70 |
| Noah Benge (So.) | Greensburg / South Decatur / Hauser | | 31 | 33:57.00 |