| 01 | Enock MusyokaClass 2021 | 2021 | 16:28.00 | 16:17.49 | ISLs · Nov 1, 2019 |
| 02 | Alexander ColangeloClass 2025 | 2025 | 16:38.90 | 17:03.94 | ISLs · Nov 3, 2023 |
| 03 | Chris DavisClass 2020 | 2020 | 18:31.00 | 17:57.26 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 04 | Lucas MillerClass 2026 | 2026 | 17:58.00 | 17:59.85 | NEPSTAs · Nov 9, 2024 |
| 05 | Brandon ChristClass 2022 | 2022 | 18:37.00 | 18:08.04 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 06 | Nate HagertyClass 2027 | 2027 | 18:07.00 | 18:19.44 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 07 | Ethan PaekClass 2021 | 2021 | 19:25.00 | 18:49.62 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 08 | Hunter KadraClass 2022 | 2022 | 19:27.00 | 19:04.23 | Lawrence at Middlesex · Sep 14, 2019 |
| 09 | Braeden MoitosoClass 2025 | 2025 | 18:42.77 | 19:10.91 | ISLs · Nov 4, 2022 |
| 10 | Aidan BergerClass 2022 | 2022 | 20:00.00 | 19:28.89 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 11 | Daichi SekiClass 2023 | 2023 | 20:28.00 | 19:50.71 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 12 | Colin SoukupClass 2024 | 2024 | 19:28.60 | 19:57.89 | ISLs · Nov 5, 2021 |
| 13 | Matthew SmithClass 2025 | 2025 | 20:35.00 | 20:02.98 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 14 | Myles MccuskerClass 2026 | 2026 | 20:41.00 | 20:03.31 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 15 | Arjun GirishClass 2022 | 2022 | 20:59.00 | 20:20.77 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 16 | Alexander KirbyClass 2024 | 2024 | 20:19.00 | 20:21.10 | NEPSTAs · Nov 12, 2022 |
| 17 | Charles BroderickClass 2029 | 2029 | 20:53.00 | 20:30.81 | Tabor, Lawrence at St. George's · Sep 20, 2025 |
| 18 | Owen WangClass 2023 | 2023 | 19:16.00 | 20:45.71 | NEPSTAs · Nov 9, 2019 |
| 19 | Sanjay RavindranClass 2027 | 2027 | 20:15.38 | 20:45.84 | ISLs · Oct 31, 2025 |
| 20 | John FriedmannClass 2026 | 2026 | 21:07.00 | 20:53.53 | St. Mark's vs BB&N vs Middlesex vs Lawrence · Sep 28, 2024 |
| 21 | Matthew SimonClass 2024 | 2024 | 21:32.00 | 20:58.50 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 22 | Quinn MccaffreyClass 2027 | 2027 | 20:59.00 | 21:01.16 | NEPSTAs · Nov 9, 2024 |
| 23 | Cameron RegoniniClass 2029 | 2029 | 21:52.00 | 21:12.16 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 24 | Gavin ShanClass 2022 | 2022 | 22:00.00 | 21:19.91 | Lawrence vs. Worcester vs. Brooks · Oct 12, 2019 |
| 25 | Anthony CostonClass 2024 | 2024 | 21:09.00 | 21:23.53 | BH, Lawrence, Thayer at Groton · Oct 8, 2022 |
| 26 | Max NunzioClass 2026 | 2026 | 21:23.00 | 21:25.21 | NEPSTAs · Nov 12, 2022 |
| 27 | Hai Anh Kiet NguyenClass 2022 | 2022 | 19:49.00 | 21:31.02 | NEPSTAs · Nov 9, 2019 |
| 28 | Pedro Almoguera MartinezClass 2024 | 2024 | 21:30.00 | 21:31.14 | NEPSTAs · Nov 13, 2021 |
| 29 | J. RainwaterGraduation year unknown | — | 21:25.00 | 21:39.71 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 30 | Quentin DefreitasClass 2026 | 2026 | 21:10.60 | 21:42.45 | ISLs · Nov 3, 2023 |
| 31 | Sebastian SepulvedaClass 2021 | 2021 | 22:28.00 | 21:47.06 | Lawrence vs. Worcester vs. Brooks · Oct 12, 2019 |
| 32 | George YeridClass 2027 | 2027 | 21:38.00 | 21:52.86 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 33 | Daniel McgowanClass 2027 | 2027 | 22:18.00 | 22:03.77 | St. Mark's vs BB&N vs Middlesex vs Lawrence · Sep 28, 2024 |
| 34 | Joshua WhiteClass 2024 | 2024 | 22:51.00 | 22:15.46 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 35 | Max DomiliciClass 2027 | 2027 | 21:42.93 | 22:15.59 | ISLs · Nov 4, 2022 |
| 36 | V. LeungGraduation year unknown | — | 23:17.00 | 22:17.77 | JV Boys at RL · Oct 5, 2019 |
| 37 | Peter GnazzoClass 2027 | 2027 | 22:22.00 | 22:24.31 | NEPSTAs · Nov 9, 2024 |
| 38 | Caleb StokesClass 2027 | 2027 | 22:09.2 | 22:33.30 | Rivers XC Invitational · Oct 17, 2025 |
| 39 | Patrick RileyClass 2023 | 2023 | 20:50.00 | 22:37.26 | NEPSTAs · Nov 9, 2019 |
| 40 | Maksimilians AleksandrovicsClass 2023 | 2023 | 22:22.10 | 22:55.74 | ISLs · Nov 5, 2021 |
| 41 | Arhant GhantaClass 2021 | 2021 | 23:39.00 | 22:55.91 | St. Mark's, Sebs, Rivers at Lawrence · Oct 26, 2019 |
| 42 | Rinto NakazawaClass 2026 | 2026 | 22:23.29 | 22:56.96 | ISLs · Oct 31, 2025 |
| 43 | Alan WangClass 2027 | 2027 | 22:41.45 | 23:15.58 | ISLs · Oct 31, 2025 |
| 44 | Hamilton SwartwoodClass 2023 | 2023 | 22:00.00 | 23:53.27 | NEPSTAs · Nov 9, 2019 |
| 45 | Charles ZhangClass 2027 | 2027 | 23:25.87 | 24:01.11 | ISLs · Nov 4, 2022 |
| 46 | Bin (bryant) HuangClass 2024 | 2024 | 24:16.00 | 24:17.29 | NEPSTAs · Nov 13, 2021 |
| 47 | Emmett KelloggClass 2029 | 2029 | 24:34.00 | 24:50.87 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 48 | Andrew HuangClass 2022 | 2022 | 24:22.00 | 24:58.65 | ISLs · Nov 5, 2021 |
| 49 | John CarolanClass 2023 | 2023 | 24:03.00 | 26:06.82 | NEPSTAs · Nov 9, 2019 |
| 50 | Leo XuClass 2024 | 2024 | 26:37.00 | 27:17.03 | ISLs · Nov 5, 2021 |
| 51 | Forrest FeistClass 2023 | 2023 | 26:04.00 | 28:18.20 | NEPSTAs · Nov 9, 2019 |
| 52 | Kinh KieuClass 2024 | 2024 | 29:21.00 | 28:27.52 | Govs, Sebs, St. George's at Lawrence · Oct 29, 2022 |
| 53 | Alex LuehineClass 2028 | 2028 | 29:06.00 | 28:35.09 | Brooks, Groton, Lawrence at St. George's · Oct 7, 2023 |
