| Will Persin (Jr.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 1 | 00:16.05 |
| Cody Cornell (Sr.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 10 | 00:16.42 |
| Jake Ruble (Jr.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 14 | 00:16.50 |
| Caleb Whitlock (Jr.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 15 | 00:17.00 |
| Dylan Linder (Jr.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 36 | 00:17.43 |
| Jon Maddox (Sr.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 51 | 00:18.17 |
| Cameron Crouch (So.) | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 2016 IHSAA Harrison Regional Boys Cross Country Meet | 54 | 00:18.23 |
| Will Persin (Jr.) | Harrison Invitational | Harrison Boys Invitational | 1 | 15:59.20 |
| Jake Ruble (Jr.) | Harrison Invitational | Harrison Boys Invitational | 35 | 16:54.00 |
| Caleb Whitlock (Jr.) | Harrison Invitational | Harrison Boys Invitational | 36 | 16:54.60 |
| Cody Cornell (Sr.) | Harrison Invitational | Harrison Boys Invitational | 44 | 17:06.00 |
| Dylan Linder (Jr.) | Harrison Invitational | Harrison Boys Invitational | 72 | 17:39.80 |
| Jon Maddox (Sr.) | Harrison Invitational | Harrison Boys Invitational | 85 | 17:52.00 |
| Cameron Crouch (So.) | Harrison Invitational | Harrison Boys Invitational | 107 | 18:17.90 |
