| Nolan Dailey (Sr.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 16 | 15:47.85 |
| Nolan Dailey (Sr.) | Rick Weinheimer Classic | Class A | 4 | 15:55.12 |
| Nolan Dailey (Sr.) | Nike Valley Twilight | Boys Race of Champions | 78 | 15:58.40 |
| Nolan Dailey (Sr.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 9 | 16:10.50 |
| Nolan Dailey (Sr.) | Rushville Invitational | Division II | 1 | 16:15.20 |
| Nolan Dailey (Sr.) | Whiteland Invitational | | 2 | 16:16.26 |
| Jace Wright (Fr.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 38 | 16:20.88 |
| Nolan Dailey (Sr.) | Ray Gerkin Invitational | | 1 | 16:25.70 |
| Nolan Dailey (Sr.) | Mid-Hoosier Conference Championship | | 1 | 16:27.00 |
| Nolan Dailey (Sr.) | Heritage Days Classic | | 1 | 16:40.80 |
| Jace Wright (Fr.) | Rick Weinheimer Classic | Class A | 13 | 16:43.60 |
| Nolan Dailey (Sr.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 2 | 16:49.00 |
| Jace Wright (Fr.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 13 | 16:54.70 |
| Nolan Dailey (Sr.) | Great Pumpkin Invitational | | 2 | 16:55.50 |
| Jace Wright (Fr.) | Mid-Hoosier Conference Championship | | 2 | 16:58.20 |
| Jace Wright (Fr.) | Ray Gerkin Invitational | | 9 | 17:03.22 |
| Jace Wright (Fr.) | Rushville Invitational | Division II | 3 | 17:07.50 |
| Jace Wright (Fr.) | Nike Valley Twilight | Boys Open Blue #1 | 30 | 17:12.46 |
| Jace Wright (Fr.) | Greensburg Invitational | | 9 | 17:18.70 |
| Jace Wright (Fr.) | Whiteland Invitational | | 6 | 17:22.41 |
| Maxton Moore (So.) | Mid-Hoosier Conference Championship | | 3 | 17:22.50 |
| Maxton Moore (So.) | Rushville Invitational | Division II | 5 | 17:22.70 |
| Maxton Moore (So.) | Rick Weinheimer Classic | Class A | 24 | 17:23.40 |
| Maxton Moore (So.) | Whiteland Invitational | | 8 | 17:28.92 |
| Jace Wright (Fr.) | Great Pumpkin Invitational | | 3 | 17:34.40 |
| Maxton Moore (So.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 125 | 17:40.82 |
| Maxton Moore (So.) | Ray Gerkin Invitational | | 17 | 17:45.06 |
| Jace Wright (Fr.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 10 | 17:45.10 |
| Jace Wright (Fr.) | Heritage Days Classic | | 2 | 17:55.80 |
| Maxton Moore (So.) | Greensburg Invitational | | 17 | 18:01.30 |
| Maxton Moore (So.) | Heritage Days Classic | | 4 | 18:04.70 |
| Maxton Moore (So.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 34 | 18:06.00 |
| Maxton Moore (So.) | Nike Valley Twilight | Boys Open Blue #1 | 124 | 18:06.49 |
| Maxton Moore (So.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 17 | 18:11.30 |
| Maxton Moore (So.) | Great Pumpkin Invitational | | 7 | 18:12.40 |
| Braydon McFarland (Jr.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 166 | 18:14.46 |
| Braydon McFarland (Jr.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 37 | 18:16.60 |
| Braydon McFarland (Jr.) | Mid-Hoosier Conference Championship | | 6 | 18:19.30 |
| Mason Moore (Sr.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 175 | 18:19.76 |
| Mason Moore (Sr.) | Mid-Hoosier Conference Championship | | 7 | 18:26.40 |
| Mason Moore (Sr.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 46 | 18:32.50 |
| Mason Moore (Sr.) | Whiteland Invitational | | 33 | 18:35.74 |
| Mason Moore (Sr.) | Ray Gerkin Invitational | | 29 | 18:41.20 |
| Mason Moore (Sr.) | Nike Valley Twilight | Boys Open Blue #1 | 189 | 18:43.00 |
| Mason Moore (Sr.) | Rick Weinheimer Classic | Class A | 63 | 18:43.72 |
| Braydon McFarland (Jr.) | Ray Gerkin Invitational | | 33 | 18:51.92 |
| Braydon McFarland (Jr.) | Rushville Invitational | Division II | 21 | 18:53.90 |
| Mason Moore (Sr.) | Greensburg Invitational | | 34 | 18:56.30 |
| Mason Moore (Sr.) | Great Pumpkin Invitational | | 11 | 19:01.00 |
| Braydon McFarland (Jr.) | Whiteland Invitational | | 42 | 19:02.67 |
| Braydon McFarland (Jr.) | Rick Weinheimer Classic | Class A | 76 | 19:05.30 |
| Mason Moore (Sr.) | Heritage Days Classic | | 9 | 19:08.00 |
| Braydon McFarland (Jr.) | Nike Valley Twilight | Boys Open Blue #1 | 225 | 19:09.66 |
| Braydon McFarland (Jr.) | Greensburg Invitational | | 41 | 19:18.60 |
| Braydon McFarland (Jr.) | Great Pumpkin Invitational | | 18 | 19:33.80 |
| Grady Niccum (Jr.) | Mid-Hoosier Conference Championship | | 13 | 19:43.00 |
| Grady Niccum (Jr.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 62 | 19:47.40 |
| Mason Johnson (So.) | Mid-Hoosier Conference Championship | | 14 | 19:48.80 |
| Braydon McFarland (Jr.) | Heritage Days Classic | | 17 | 19:51.80 |
| Braydon McFarland (Jr.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 61 | 19:52.30 |
| Grady Niccum (Jr.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 232 | 19:52.55 |
| Mason Johnson (So.) | 2025 IHSAA Evansville Mater Dei Boys Regional | | 236 | 19:55.26 |
| Grady Niccum (Jr.) | Nike Valley Twilight | Boys Open Blue #1 | 279 | 20:00.53 |
| Nolan Dailey (Sr.) | Greensburg Invitational | | 61 | 20:05.80 |
| Grady Niccum (Jr.) | Rushville Invitational | Division II | 37 | 20:06.00 |
| Mason Johnson (So.) | Greensburg Invitational | | 67 | 20:17.50 |
| Grady Niccum (Jr.) | Whiteland Invitational | | 72 | 20:21.10 |
| Grady Niccum (Jr.) | Rick Weinheimer Classic | Class A | 111 | 20:21.12 |
| Grady Niccum (Jr.) | Ray Gerkin Invitational | | 50 | 20:27.63 |
| Grady Niccum (Jr.) | Greensburg Invitational | | 74 | 20:31.10 |
| Mason Johnson (So.) | Rick Weinheimer Classic | Class A | 118 | 20:42.11 |
| Mason Johnson (So.) | Rushville Invitational | Division II | 44 | 20:42.80 |
| Mason Johnson (So.) | Nike Valley Twilight | Boys Open Blue #1 | 322 | 20:52.51 |
| Mason Johnson (So.) | Ray Gerkin Invitational | | 59 | 21:13.16 |
| Grady Niccum (Jr.) | Great Pumpkin Invitational | | 34 | 21:15.00 |
| Grady Niccum (Jr.) | Heritage Days Classic | | 22 | 21:16.50 |
| Mason Johnson (So.) | Great Pumpkin Invitational | | 36 | 21:20.70 |
| Mason Johnson (So.) | Whiteland Invitational | | 94 | 21:31.65 |
| Mason Johnson (So.) | 2025 IHSAA Brown County Sectional Boys Cross Country Meet | | 78 | 21:52.70 |
| Grady Niccum (Jr.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 126 | 21:59.20 |
| Mason Johnson (So.) | Heritage Days Classic | | 28 | 22:21.80 |
| Mason Johnson (So.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 160 | 23:01.70 |
| Maxwell Miller (Sr.) | Heritage Days Classic | | 38 | 24:04.90 |
| Maxwell Miller (Sr.) | Nike Valley Twilight | Boys Open Blue #1 | 398 | 24:27.85 |
| Maxwell Miller (Sr.) | Great Pumpkin Invitational | | 53 | 25:04.10 |
| Maxwell Miller (Sr.) | Ray Gerkin Invitational | | 79 | 25:09.57 |
| Maxwell Miller (Sr.) | Whiteland Invitational | | 122 | 25:13.30 |
| Maxwell Miller (Sr.) | Greensburg Invitational | | 135 | 25:47.70 |
| Maxwell Miller (Sr.) | Rick Weinheimer Classic | Class A | 156 | 26:25.48 |
| Maxwell Miller (Sr.) | Rushville Invitational | Division II | 82 | 26:48.30 |
| Maxwell Miller (Sr.) | Jeremy Wright Small School Invitational | 2025 Jeremy Wright Boys Small School Cross Country Invite | 228 | 29:12.70 |
