| Michael Kennedy (Jr.) | Pre States | 36 | 16:13.00 |
| Michael Kennedy (Jr.) | FL Runners Invitational | 16 | 16:16.00 |
| Michael Kennedy (Jr.) | Class 2A State Championships | 7 | 16:17.41 |
| Michael Kennedy (Jr.) | Florida Horse Park Invitational | 1 | 16:20.00 |
| Michael Kennedy (Jr.) | Class 2A District 15 Championships | 2 | 16:22.00 |
| Ryan Welch (Sr.) | Class 2A Region 4 Championships | 5 | 16:25.00 |
| Michael Kennedy (Jr.) | Class 2A Region 4 Championships | 8 | 16:31.00 |
| Ryan Welch (Sr.) | Class 2A State Championships | 15 | 16:32.95 |
| Ryan Welch (Sr.) | Pre States | 71 | 16:39.00 |
| Jacob Gilbert (Sr.) | Florida Horse Park Invitational | 5 | 16:40.00 |
| Jacob Gilbert (Sr.) | Class 2A State Championships | 22 | 16:45.44 |
| Ryan Welch (Sr.) | Class 2A District 15 Championships | 3 | 16:47.00 |
| Ryan Welch (Sr.) | FL Runners Invitational | 41 | 16:51.00 |
| Alex Caldwell (Sr.) | Florida Horse Park Invitational | 9 | 16:52.00 |
| Michael Kennedy (Jr.) | Martin County - Under the Lights | 4 | 16:53.00 |
| Michael Kennedy (Jr.) | Pine Crest Invitational | 2 | 16:54.00 |
| Jacob Gilbert (Sr.) | Class 2A Region 4 Championships | 12 | 16:57.00 |
| Ryan Welch (Sr.) | Pine Crest Invitational | 3 | 17:04.00 |
| Jacob Gilbert (Sr.) | Class 2A District 15 Championships | 6 | 17:06.00 |
| Alex Caldwell (Sr.) | FL Runners Invitational | 56 | 17:06.00 |
| Ryan Welch (Sr.) | Martin County - Under the Lights | 6 | 17:07.00 |
| Jacob Gilbert (Sr.) | Martin County - Under the Lights | 7 | 17:10.00 |
| Alex Caldwell (Sr.) | Class 2A Region 4 Championships | 16 | 17:11.00 |
| Alex Caldwell (Sr.) | Pre States | 127 | 17:12.00 |
| Michael Cabral (Jr.) | Class 2A State Championships | 39 | 17:16.19 |
| Matthew Stein (Jr.) | Class 2A State Championships | 40 | 17:16.29 |
| Jacob Gilbert (Sr.) | FL Runners Invitational | 86 | 17:27.00 |
| Matthew Stein (Jr.) | Pre States | 156 | 17:27.00 |
| Jacob Gilbert (Sr.) | Pine Crest Invitational | 7 | 17:30.00 |
| Alex Caldwell (Sr.) | Pine Crest Invitational | 8 | 17:33.00 |
| Matthew Stein (Jr.) | Class 2A District 15 Championships | 10 | 17:35.00 |
| Alec Gugel (Jr.) | Pre States | 167 | 17:35.00 |
| Alex Caldwell (Sr.) | Class 2A District 15 Championships | 11 | 17:38.00 |
| Matthew Stein (Jr.) | FL Runners Invitational | 99 | 17:38.00 |
| Michael Cabral (Jr.) | FL Runners Invitational | 101 | 17:41.00 |
| Matthew Stein (Jr.) | Florida Horse Park Invitational | 31 | 17:51.00 |
| Michael Cabral (Jr.) | Florida Horse Park Invitational | 35 | 17:53.00 |
| Alex Caldwell (Sr.) | Martin County - Under the Lights | 13 | 17:56.00 |
| Matthew Stein (Jr.) | Class 2A Region 4 Championships | 28 | 17:57.00 |
| Alec Gugel (Jr.) | Florida Horse Park Invitational | 36 | 17:57.00 |
| Gabriel Ortega (Fr.) | Florida Horse Park Invitational | 37 | 17:58.00 |
| Matthew Stein (Jr.) | Pine Crest Invitational | 12 | 17:58.00 |
| Alec Gugel (Jr.) | FL Runners Invitational | 133 | 17:59.00 |
| Matthew Stein (Jr.) | Martin County - Under the Lights | 17 | 18:07.00 |
| Ron Knezevich (Jr.) | FL Runners Invitational | 156 | 18:22.00 |
| Michael Cabral (Jr.) | Martin County - Under the Lights | 20 | 18:26.00 |
| Noah Srour (Sr.) | Miami Country Day Open (JV) | 9 | 18:29.00 |
| Gabriel Ortega (Fr.) | Westminster Academy Invitational (JV) | 5 | 18:30.00 |
| Gabriel Ortega (Fr.) | FL Runners Invitational | 168 | 18:32.00 |
| Michael Cabral (Jr.) | Pine Crest Invitational | 21 | 18:33.00 |
| Zachary Blostein (Fr.) | Florida Horse Park Invitational | 52 | 18:33.00 |
| Zachary Blostein (Fr.) | Miami Country Day Open (JV) | 11 | 18:34.00 |
| Zachary Blostein (Fr.) | FL Runners Invitational | 172 | 18:35.00 |
| Gabriel Ortega (Fr.) | Martin County - Under the Lights | 26 | 18:43.00 |
| Noah Srour (Sr.) | Florida Horse Park Invitational | 62 | 18:47.00 |
| Alec Gugel (Jr.) | Westminster Academy Invitational (JV) | 8 | 18:49.00 |
| Noah Srour (Sr.) | FL Runners Invitational | | 18:52.00 |
| Jack Rizzo (Fr.) | Florida Horse Park Invitational | 68 | 18:58.00 |
| Billy Roy (Sr.) | FL Runners Invitational | | 19:03.00 |
| Gabriel Ortega (Fr.) | Pine Crest Invitational | | 19:05.00 |
| Alec Gugel (Jr.) | Pine Crest Invitational | 31 | 19:09.00 |
| Ron Knezevich (Jr.) | Pine Crest Invitational | | 19:15.00 |
| Zachary Blostein (Fr.) | Martin County - Under the Lights | | 19:19.00 |
| Noah Srour (Sr.) | Martin County - Under the Lights | 34 | 19:21.00 |
| Jack Rizzo (Fr.) | Martin County - Under the Lights | | 19:22.00 |
| Billy Roy (Sr.) | Pine Crest Invitational | | 19:26.00 |
| Zachary Blostein (Fr.) | Pine Crest Invitational | | 19:28.00 |
| Matt Jordan (So.) | Miami Country Day Open (JV) | 19 | 19:31.00 |
| Ben Pierce (Fr.) | Florida Horse Park Invitational | | 19:33.00 |
| Zachary Blostein (Fr.) | Westminster Academy Invitational (JV) | 16 | 19:41.00 |
| Jack Rizzo (Fr.) | Pine Crest Invitational | | 19:42.00 |
| Jarryd Rauch (Sr.) | Miami Country Day Open (JV) | 21 | 19:44.00 |
| Billy Roy (Sr.) | Martin County - Under the Lights | | 19:50.00 |
| Adrian Abedon (Fr.) | Miami Country Day Open (JV) | 24 | 19:50.00 |
| Matt Jordan (So.) | Florida Horse Park Invitational | | 19:59.00 |
| Ron Knezevich (Jr.) | Westminster Academy Invitational (JV) | 20 | 20:00.00 |
| Matt Jordan (So.) | Pine Crest Invitational | | 20:01.00 |
| Matt Jordan (So.) | FL Runners Invitational | | 20:04.00 |
| Riley Ward (Jr.) | FL Runners Invitational | | 20:06.00 |
| Matt Jordan (So.) | Martin County - Under the Lights | | 20:08.00 |
| Jabari Owens (Fr.) | FL Runners Invitational | | 20:15.00 |
| Riley Ward (Jr.) | Pine Crest Invitational | | 20:19.00 |
| Jarryd Rauch (Sr.) | Pine Crest Invitational | | 20:21.00 |
| Jarryd Rauch (Sr.) | Florida Horse Park Invitational | | 20:26.00 |
| Jarryd Rauch (Sr.) | Martin County - Under the Lights | | 20:36.00 |
| Riley Ward (Jr.) | Martin County - Under the Lights | | 20:42.00 |
| Riley Ward (Jr.) | Florida Horse Park Invitational | | 20:42.00 |
| Jabari Owens (Fr.) | Florida Horse Park Invitational | | 20:58.00 |
| Jabari Owens (Fr.) | Pine Crest Invitational | | 20:59.00 |
| Ben Pierce (Fr.) | Pine Crest Invitational | | 21:22.00 |
| Ben Brody (Jr.) | Pine Crest Invitational | | 21:29.00 |
| Jarryd Rauch (Sr.) | FL Runners Invitational | | 21:29.00 |
| Luke Fatovic (7th) | Florida Horse Park Invitational | | 21:30.00 |
| Jarryd Rauch (Sr.) | Westminster Academy Invitational (JV) | 43 | 21:34.00 |
| Ben Pierce (Fr.) | FL Runners Invitational | | 21:40.00 |
| Ben Brody (Jr.) | Martin County - Under the Lights | | 21:49.00 |
| Ben Pierce (Fr.) | Martin County - Under the Lights | | 22:00.00 |
| Ben Brody (Jr.) | Florida Horse Park Invitational | | 22:14.00 |
| Jacob Meisel (Sr.) | Martin County - Under the Lights | | 22:29.00 |
| Gabriel Aguiar (Fr.) | Pine Crest Invitational | | 22:31.00 |
| Sebastian Rukes (Fr.) | Pine Crest Invitational | | 22:47.00 |
| Gabriel Aguiar (Fr.) | Martin County - Under the Lights | | 23:03.00 |
| Gabriel Aguiar (Fr.) | Florida Horse Park Invitational | | 23:39.00 |
| Tyler Shamie (Sr.) | Pine Crest Invitational | | 25:02.00 |
| Sebastian Rukes (Fr.) | Martin County - Under the Lights | | 25:04.00 |
| | Florida Horse Park Invitational | | 25:18.00 |
| Jackson Ferrando (Fr.) | Martin County - Under the Lights | | 25:25.00 |
| Tyler Shamie (Sr.) | Florida Horse Park Invitational | | 25:29.00 |
| Jackson Ferrando (Fr.) | Pine Crest Invitational | | 25:42.00 |
| Sebastian Rukes (Fr.) | Florida Horse Park Invitational | | 25:53.00 |
| | Pine Crest Invitational | | 26:03.00 |
| Tyler Shamie (Sr.) | Martin County - Under the Lights | | 27:19.00 |
| | Martin County - Under the Lights | | 27:26.00 |
| Bryce Emanuel (Fr.) | Martin County - Under the Lights | | 33:07.00 |
