| Sam Steimel (So.) | Shakamak Invitational | | 36 | 00:19.17 |
| Sam Steimel (So.) | Terre Haute South Vigo (Terre Haute, IN) | | 10 | 00:20.30 |
| Lane Clements (Jr.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 63 | 00:20.49 |
| Ben Pirtle (Fr.) | Shakamak Invitational | | 54 | 00:21.06 |
| Lane Clements (Jr.) | Shakamak Invitational | | 55 | 00:21.08 |
| Will Atkinson (So.) | Shakamak Invitational | | 60 | 00:22.02 |
| Eric Holscher (Sr.) | Shakamak Invitational | | 19 | 18:22.00 |
| Eric Holscher (Sr.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 32 | 18:29.00 |
| Eric Holscher (Sr.) | Western Indiana Conference Championship | | 27 | 18:46.00 |
| Eric Holscher (Sr.) | State Preview Small School Meet | | 18 | 18:48.00 |
| Eric Holscher (Sr.) | North Central (Farmersburg, IN) | | 2 | 18:59.00 |
| Eric Holscher (Sr.) | Riverton Parke Invitational | Boys Varsity | 15 | 18:59.50 |
| Eric Holscher (Sr.) | West Vigo (West Terre Haute, IN) | | 2 | 19:13.00 |
| Eric Holscher (Sr.) | Terre Haute South Vigo (Terre Haute, IN) | | 2 | 19:15.00 |
| Sam Steimel (So.) | Washington Invitational | | 27 | 19:24.00 |
| Sam Steimel (So.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 50 | 19:32.00 |
| Eric Holscher (Sr.) | Chad Smith Scholarship Invitational | | 10 | 19:33.00 |
| Sam Steimel (So.) | North Central (Farmersburg, IN) | | 3 | 19:35.00 |
| Shane Garner (So.) | Shakamak Invitational | | 44 | 19:50.00 |
| Eric Holscher (Sr.) | Sullivan Vs North Daviess and North Knox | | 1 | 19:50.00 |
| Sam Steimel (So.) | Western Indiana Conference Championship | | 51 | 20:04.00 |
| Ben Pirtle (Fr.) | Washington Invitational | | 36 | 20:04.00 |
| Shane Garner (So.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 55 | 20:06.00 |
| Shane Garner (So.) | North Central (Farmersburg, IN) | | 5 | 20:13.00 |
| Sam Steimel (So.) | State Preview Small School Meet | | 39 | 20:20.00 |
| Shane Garner (So.) | Washington Invitational | | 37 | 20:26.00 |
| Ben Pirtle (Fr.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 55 | 20:27.00 |
| Sam Steimel (So.) | Riverton Parke Invitational | Boys Varsity | 37 | 20:27.00 |
| Shane Garner (So.) | Terre Haute South Vigo (Terre Haute, IN) | | 11 | 20:33.00 |
| Shane Garner (So.) | Western Indiana Conference Championship | | 61 | 20:36.00 |
| Lane Clements (Jr.) | Western Indiana Conference Championship | | 63 | 20:43.00 |
| Shane Garner (So.) | Riverton Parke Invitational | Boys Varsity | 41 | 20:48.00 |
| Shane Garner (So.) | State Preview Small School Meet | | 50 | 20:59.00 |
| Shane Garner (So.) | West Vigo (West Terre Haute, IN) | | 8 | 21:01.00 |
| Sam Steimel (So.) | West Vigo (West Terre Haute, IN) | | 9 | 21:02.00 |
| Sam Steimel (So.) | Chad Smith Scholarship Invitational | | 25 | 21:10.00 |
| Lane Clements (Jr.) | Washington Invitational | | 40 | 21:13.00 |
| Sam Steimel (So.) | Sullivan Vs North Daviess and North Knox | | 3 | 21:21.00 |
| Shane Garner (So.) | Chad Smith Scholarship Invitational | | 26 | 21:22.00 |
| Ben Pirtle (Fr.) | North Central (Farmersburg, IN) | | 6 | 21:28.00 |
| Lane Clements (Jr.) | North Central (Farmersburg, IN) | | 8 | 21:32.00 |
| Ben Pirtle (Fr.) | Terre Haute South Vigo (Terre Haute, IN) | | 14 | 21:42.00 |
| Hunter Brown (Jr.) | Washington Invitational | | 43 | 21:43.00 |
| Ben Pirtle (Fr.) | State Preview Small School Meet | | 59 | 21:44.00 |
| Shane Garner (So.) | Sullivan Vs North Daviess and North Knox | | 4 | 21:46.00 |
| Hunter Brown (Jr.) | Riverton Parke Invitational | Boys Varsity | 55 | 21:50.00 |
| Ben Pirtle (Fr.) | Riverton Parke Invitational | Boys Varsity | 57 | 21:55.00 |
| Ben Pirtle (Fr.) | Chad Smith Scholarship Invitational | | 31 | 21:55.00 |
| Will Atkinson (So.) | North Central (Farmersburg, IN) | | 10 | 21:58.00 |
| Lane Clements (Jr.) | Riverton Parke Invitational | Boys Varsity | 58 | 22:03.00 |
| Ben Pirtle (Fr.) | Western Indiana Conference Championship | | 72 | 22:06.00 |
| Ben Pirtle (Fr.) | West Vigo (West Terre Haute, IN) | | 11 | 22:11.00 |
| Hunter Brown (Jr.) | Chad Smith Scholarship Invitational | | 36 | 22:11.00 |
| Will Atkinson (So.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 72 | 22:12.00 |
| Will Atkinson (So.) | Riverton Parke Invitational | Boys Varsity | 60 | 22:30.00 |
| Will Atkinson (So.) | Washington Invitational | | 49 | 22:31.00 |
| Will Atkinson (So.) | State Preview Small School Meet | | 63 | 22:35.00 |
| Lane Clements (Jr.) | State Preview Small School Meet | | 64 | 22:37.00 |
| Lane Clements (Jr.) | Terre Haute South Vigo (Terre Haute, IN) | | 18 | 22:42.00 |
| Hunter Brown (Jr.) | State Preview Small School Meet | | 67 | 22:52.00 |
| Lane Clements (Jr.) | Chad Smith Scholarship Invitational | | 39 | 22:58.00 |
| Dalton Land (Fr.) | North Central (Farmersburg, IN) | | 12 | 22:59.00 |
| Will Atkinson (So.) | Chad Smith Scholarship Invitational | | 40 | 23:00.00 |
| Ben Pirtle (Fr.) | Sullivan Vs North Daviess and North Knox | | 6 | 23:01.00 |
| Dalton Land (Fr.) | 2015 IHSAA Terre Haute North Sectional Boys Cross Country Meet | | 76 | 23:16.00 |
| Will Atkinson (So.) | Western Indiana Conference Championship | | 75 | 23:19.00 |
| Hunter Brown (Jr.) | West Vigo (West Terre Haute, IN) | | 13 | 23:24.00 |
| Lane Clements (Jr.) | Sullivan Vs North Daviess and North Knox | | 8 | 23:35.00 |
| Will Atkinson (So.) | Terre Haute South Vigo (Terre Haute, IN) | | 22 | 23:38.00 |
| Lane Clements (Jr.) | West Vigo (West Terre Haute, IN) | | 14 | 23:40.00 |
| Will Atkinson (So.) | Sullivan Vs North Daviess and North Knox | | 9 | 23:51.00 |
| Will Atkinson (So.) | West Vigo (West Terre Haute, IN) | | 16 | 23:56.00 |
| Wyatt Fenton (Jr.) | Western Indiana Conference Championship | | 77 | 24:32.00 |
| Hunter Brown (Jr.) | Sullivan Vs North Daviess and North Knox | | 11 | 24:33.00 |
| Dalton Land (Fr.) | Shakamak Invitational | | 62 | 24:54.00 |
| Dalton Land (Fr.) | Washington Invitational | | 58 | 25:47.00 |
| Dalton Land (Fr.) | Riverton Parke Invitational | Boys JV | | 26:32.00 |
| Dalton Land (Fr.) | Terre Haute South Vigo (Terre Haute, IN) | | 24 | 27:13.00 |
| Dalton Land (Fr.) | Chad Smith Scholarship Invitational | | 60 | 27:44.00 |
| Dalton Land (Fr.) | Sullivan Vs North Daviess and North Knox | | 17 | 33:30.00 |
| Brandon Smith (So.) | Sullivan Vs North Daviess and North Knox | | 18 | 33:58.00 |
| Josh Hunt (Sr.) | Chad Smith Scholarship Invitational | | 70 | 39:05.00 |
| Wyatt Fenton (Jr.) | Sullivan Vs North Daviess and North Knox | | 19 | 42:22.00 |
