| 01 | Jason MinnicozziClass 2026 | 2026 | 16:36.00 | 16:10.18 | Governor's vs. Rivers vs. St. Sebastian's vs. Thayer · Oct 11, 2025 |
| 02 | Mark RyanClass 2020 | 2020 | 17:13.00 | 16:54.71 | Boys Combined V & JV · Oct 5, 2019 |
| 03 | Henry Buckley-JonesClass 2025 | 2025 | 17:31.00 | 17:06.39 | Rivers at Brooks · Oct 22, 2022 |
| 04 | Cam StathosClass 2023 | 2023 | 17:45.00 | 17:26.14 | Boys Combined V & JV · Oct 5, 2019 |
| 05 | Samuel LyonsClass 2023 | 2023 | 18:02.00 | 17:36.67 | Rivers at Brooks · Oct 22, 2022 |
| 06 | Dash ClaflinClass 2029 | 2029 | 18:11.00 | 17:37.87 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 07 | Justin JangClass 2025 | 2025 | 17:44.00 | 17:45.83 | NEPSTAs · Nov 9, 2024 |
| 08 | Sam BlankClass 2026 | 2026 | 18:38.00 | 17:49.87 | Boys Varsity, Junior Varsity XC at Nobles · Oct 11, 2024 |
| 09 | Alex YoungClass 2025 | 2025 | 17:49.00 | 17:50.84 | NEPSTAs · Nov 9, 2024 |
| 10 | Griffin JonesClass 2022 | 2022 | 17:54.00 | 17:54.95 | NEPSTAs · Nov 13, 2021 |
| 11 | Calvin SmithClass 2021 | 2021 | 18:34.00 | 18:00.17 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 12 | George ReinhardtClass 2020 | 2020 | 17:15.00 | 18:35.32 | NEPSTAs · Nov 9, 2019 |
| 13 | Max MeyerhardtClass 2021 | 2021 | 17:26.00 | 18:47.17 | NEPSTAs · Nov 9, 2019 |
| 14 | Colby CrawfordClass 2028 | 2028 | 19:23.00 | 18:47.68 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 15 | Alex KovtenenkoClass 2028 | 2028 | 19:31.00 | 18:55.44 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 16 | Wesley ShallerClass 2028 | 2028 | 19:07.00 | 19:08.97 | NEPSTAs · Nov 9, 2024 |
| 17 | Andrew CorreiaClass 2023 | 2023 | 19:53.00 | 19:22.07 | BH, Brooks, Rivers at Govs · Oct 9, 2021 |
| 18 | Tyler CornettaClass 2023 | 2023 | 19:50.00 | 19:26.78 | Rivers, Thayer, Sebs at Middlesex · Oct 23, 2021 |
| 19 | Alex KovtunenkoClass 2028 | 2028 | 19:12.82 | 19:47.38 | NEPSTAs · Nov 8, 2025 |
| 20 | Andrew YoungClass 2023 | 2023 | 19:29.00 | 19:50.20 | BH, D-S, BB&N, St. Mark's at Rivers · Oct 28, 2022 |
| 21 | Cole ZaleskiClass 2021 | 2021 | 20:07.00 | 19:54.16 | ISLs · Nov 1, 2019 |
| 22 | Noah Naddaff-SlocumClass 2023 | 2023 | 18:30.00 | 19:56.14 | NEPSTAs · Nov 9, 2019 |
| 23 | Eli HelzbergClass 2023 | 2023 | 19:36.90 | 20:06.40 | ISLs · Nov 4, 2022 |
| 24 | Joshua RochaClass 2021 | 2021 | 21:03.00 | 20:08.62 | Varsity, Junior Varsity Boys XC at Nobles · Oct 11, 2019 |
| 25 | Heng LeongClass 2026 | 2026 | 19:46.20 | 20:15.93 | ISLs · Nov 3, 2023 |
| 26 | Lukas LeibischClass 2028 | 2028 | 20:16.00 | 20:18.09 | NEPSTAs · Nov 9, 2024 |
| 27 | Walt Reagan-LoomisClass 2022 | 2022 | 20:20.00 | 20:21.08 | NEPSTAs · Nov 13, 2021 |
| 28 | Oliver CarswellClass 2022 | 2022 | 20:49.00 | 20:24.63 | Rivers, Thayer, Sebs at Middlesex · Oct 23, 2021 |
| 29 | Nolan McneilClass 2027 | 2027 | 21:20.00 | 20:25.73 | Rivers, St. Mark's, Sebs at Latin · Oct 6, 2023 |
| 30 | Jake RosenfeldClass 2028 | 2028 | 20:24.00 | 20:26.10 | NEPSTAs · Nov 9, 2024 |
| 31 | Grant Reagan-LoomisClass 2022 | 2022 | 18:56.00 | 20:33.48 | NEPSTAs · Nov 9, 2019 |
| 32 | Sawyer HelzbergClass 2021 | 2021 | 21:10.00 | 20:56.49 | ISLs · Nov 1, 2019 |
| 33 | Cam DaileyClass 2021 | 2021 | 21:27.00 | 21:04.21 | Boys Combined V & JV · Oct 5, 2019 |
| 34 | Justin LinClass 2028 | 2028 | 21:53.00 | 21:13.13 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 35 | Michael WuClass 2023 | 2023 | 21:19.20 | 21:51.26 | ISLs · Nov 5, 2021 |
| 36 | M YuClass 2026 | 2026 | 23:44.00 | 22:43.62 | Rivers at Latin · Sep 25, 2021 |
| 37 | Aaron WeinerClass 2023 | 2023 | 29:37.80 | 30:22.36 | ISLs · Nov 5, 2021 |
| 38 | Matt YoonGraduation year unknown | — | 32:25.00 | 31:02.53 | Groton, St. Sebastian's, Rivers, Roxbury Latin · Sep 27, 2025 |
