| 01 | Jason MinnicozziClass 2026 | 2026 | 16:36.00 | 16:11.41 | Governor's vs. Rivers vs. St. Sebastian's vs. Thayer · Oct 11, 2025 |
| 02 | Mark RyanClass 2020 | 2020 | 17:13.00 | 16:55.99 | Boys Combined V & JV · Oct 5, 2019 |
| 03 | Henry Buckley-JonesClass 2025 | 2025 | 17:31.00 | 17:07.69 | Rivers at Brooks · Oct 22, 2022 |
| 04 | Cam StathosClass 2023 | 2023 | 17:45.00 | 17:27.47 | Boys Combined V & JV · Oct 5, 2019 |
| 05 | Samuel LyonsClass 2023 | 2023 | 18:02.00 | 17:38.00 | Rivers at Brooks · Oct 22, 2022 |
| 06 | Dash ClaflinClass 2029 | 2029 | 18:11.00 | 17:39.21 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 07 | Justin JangClass 2025 | 2025 | 17:44.00 | 17:47.18 | NEPSTAs · Nov 9, 2024 |
| 08 | Sam BlankClass 2026 | 2026 | 18:38.00 | 17:51.22 | Boys Varsity, Junior Varsity XC at Nobles · Oct 11, 2024 |
| 09 | Alex YoungClass 2025 | 2025 | 17:49.00 | 17:52.19 | NEPSTAs · Nov 9, 2024 |
| 10 | Griffin JonesClass 2022 | 2022 | 17:54.00 | 17:56.31 | NEPSTAs · Nov 13, 2021 |
| 11 | Calvin SmithClass 2021 | 2021 | 18:34.00 | 18:01.54 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 12 | George ReinhardtClass 2020 | 2020 | 17:15.00 | 18:36.73 | NEPSTAs · Nov 9, 2019 |
| 13 | Alex KovtunenkoClass 2028 | 2028 | 19:12.00 | 18:38.43 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 14 | Max MeyerhardtClass 2021 | 2021 | 17:26.00 | 18:48.60 | NEPSTAs · Nov 9, 2019 |
| 15 | Colby CrawfordClass 2028 | 2028 | 19:23.00 | 18:49.11 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 16 | Alex KovtenenkoClass 2028 | 2028 | 19:31.00 | 18:56.88 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 17 | Wesley ShallerClass 2028 | 2028 | 19:07.00 | 19:10.43 | NEPSTAs · Nov 9, 2024 |
| 18 | Andrew CorreiaClass 2023 | 2023 | 19:53.00 | 19:23.54 | BH, Brooks, Rivers at Govs · Oct 9, 2021 |
| 19 | Tyler CornettaClass 2023 | 2023 | 19:50.00 | 19:28.25 | Rivers, Thayer, Sebs at Middlesex · Oct 23, 2021 |
| 20 | Andrew YoungClass 2023 | 2023 | 19:29.00 | 19:51.70 | BH, D-S, BB&N, St. Mark's at Rivers · Oct 28, 2022 |
| 21 | Cole ZaleskiClass 2021 | 2021 | 20:07.00 | 19:55.68 | ISLs · Nov 1, 2019 |
| 22 | Noah Naddaff-SlocumClass 2023 | 2023 | 18:30.00 | 19:57.65 | NEPSTAs · Nov 9, 2019 |
| 23 | Eli HelzbergClass 2023 | 2023 | 19:36.90 | 20:07.93 | ISLs · Nov 4, 2022 |
| 24 | Joshua RochaClass 2021 | 2021 | 21:03.00 | 20:10.15 | Varsity, Junior Varsity Boys XC at Nobles · Oct 11, 2019 |
| 25 | Heng LeongClass 2026 | 2026 | 19:46.20 | 20:17.47 | ISLs · Nov 3, 2023 |
| 26 | Lukas LeibischClass 2028 | 2028 | 20:16.00 | 20:19.63 | NEPSTAs · Nov 9, 2024 |
| 27 | Walt Reagan-LoomisClass 2022 | 2022 | 20:20.00 | 20:22.63 | NEPSTAs · Nov 13, 2021 |
| 28 | Oliver CarswellClass 2022 | 2022 | 20:49.00 | 20:26.18 | Rivers, Thayer, Sebs at Middlesex · Oct 23, 2021 |
| 29 | Nolan McneilClass 2027 | 2027 | 21:20.00 | 20:27.28 | Rivers, St. Mark's, Sebs at Latin · Oct 6, 2023 |
| 30 | Jake RosenfeldClass 2028 | 2028 | 20:24.00 | 20:27.66 | NEPSTAs · Nov 9, 2024 |
| 31 | Grant Reagan-LoomisClass 2022 | 2022 | 18:56.00 | 20:35.04 | NEPSTAs · Nov 9, 2019 |
| 32 | Justin LinClass 2028 | 2028 | 21:30.00 | 20:52.41 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 33 | Sawyer HelzbergClass 2021 | 2021 | 21:10.00 | 20:58.08 | ISLs · Nov 1, 2019 |
| 34 | Cam DaileyClass 2021 | 2021 | 21:27.00 | 21:05.81 | Boys Combined V & JV · Oct 5, 2019 |
| 35 | LaiGraduation year unknown | — | 21:51.00 | 21:12.80 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 36 | Michael WuClass 2023 | 2023 | 21:19.20 | 21:52.92 | ISLs · Nov 5, 2021 |
| 37 | TadrosGraduation year unknown | — | 23:04.00 | 22:23.67 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 38 | M YuClass 2026 | 2026 | 23:44.00 | 22:45.35 | Rivers at Latin · Sep 25, 2021 |
| 39 | Aaron WeinerClass 2023 | 2023 | 29:37.80 | 30:24.67 | ISLs · Nov 5, 2021 |
| 40 | Matt YoonGraduation year unknown | — | 32:25.00 | 31:04.89 | Groton, St. Sebastian's, Rivers, Roxbury Latin · Sep 27, 2025 |
