| 01 | Enock MusyokaClass 2021 | 2021 | 16:28.00 | 16:18.73 | ISLs · Nov 1, 2019 |
| 02 | Alexander ColangeloClass 2025 | 2025 | 16:38.90 | 17:05.23 | ISLs · Nov 3, 2023 |
| 03 | Nate HagertyClass 2027 | 2027 | 18:18.00 | 17:46.00 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 04 | Chris DavisClass 2020 | 2020 | 18:31.00 | 17:58.62 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 05 | Lucas MillerClass 2026 | 2026 | 17:58.00 | 18:01.22 | NEPSTAs · Nov 9, 2024 |
| 06 | Brandon ChristClass 2022 | 2022 | 18:37.00 | 18:09.42 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 07 | Ethan PaekClass 2021 | 2021 | 19:25.00 | 18:51.05 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 08 | Hunter KadraClass 2022 | 2022 | 19:27.00 | 19:05.68 | Lawrence at Middlesex · Sep 14, 2019 |
| 09 | Braeden MoitosoClass 2025 | 2025 | 18:42.77 | 19:12.37 | ISLs · Nov 4, 2022 |
| 10 | Aidan BergerClass 2022 | 2022 | 20:00.00 | 19:30.37 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 11 | Daichi SekiClass 2023 | 2023 | 20:28.00 | 19:52.22 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 12 | Colin SoukupClass 2024 | 2024 | 19:28.60 | 19:59.41 | ISLs · Nov 5, 2021 |
| 13 | Matthew SmithClass 2025 | 2025 | 20:35.00 | 20:04.51 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 14 | Myles MccuskerClass 2026 | 2026 | 20:41.00 | 20:04.84 | Nobles, Rivers, BH at Lawrence · Oct 25, 2025 |
| 15 | Arjun GirishClass 2022 | 2022 | 20:59.00 | 20:22.31 | Lawrence vs. St. Mark's vs. St. Sebastian's vs. Rivers · Oct 26, 2019 |
| 16 | Alexander KirbyClass 2024 | 2024 | 20:19.00 | 20:22.64 | NEPSTAs · Nov 12, 2022 |
| 17 | Charles BroderickClass 2029 | 2029 | 20:53.00 | 20:32.37 | Tabor, Lawrence at St. George's · Sep 20, 2025 |
| 18 | S. HeroGraduation year unknown | — | 21:20.00 | 20:42.70 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 19 | Owen WangClass 2023 | 2023 | 19:16.00 | 20:47.29 | NEPSTAs · Nov 9, 2019 |
| 20 | Sanjay RavindranClass 2027 | 2027 | 20:15.38 | 20:47.42 | ISLs · Oct 31, 2025 |
| 21 | John FriedmannClass 2026 | 2026 | 21:07.00 | 20:55.11 | St. Mark's vs BB&N vs Middlesex vs Lawrence · Sep 28, 2024 |
| 22 | Matthew SimonClass 2024 | 2024 | 21:32.00 | 21:00.10 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 23 | Quinn MccaffreyClass 2027 | 2027 | 20:59.00 | 21:02.76 | NEPSTAs · Nov 9, 2024 |
| 24 | Cameron RegoniniClass 2029 | 2029 | 21:45.00 | 21:06.97 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 25 | Gavin ShanClass 2022 | 2022 | 22:00.00 | 21:21.53 | Lawrence vs. Worcester vs. Brooks · Oct 12, 2019 |
| 26 | Anthony CostonClass 2024 | 2024 | 21:09.00 | 21:25.15 | BH, Lawrence, Thayer at Groton · Oct 8, 2022 |
| 27 | Max NunzioClass 2026 | 2026 | 21:23.00 | 21:26.83 | NEPSTAs · Nov 12, 2022 |
| 28 | Hai Anh Kiet NguyenClass 2022 | 2022 | 19:49.00 | 21:32.66 | NEPSTAs · Nov 9, 2019 |
| 29 | Pedro Almoguera MartinezClass 2024 | 2024 | 21:30.00 | 21:32.78 | NEPSTAs · Nov 13, 2021 |
| 30 | J. RainwaterGraduation year unknown | — | 21:25.00 | 21:41.35 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 31 | Quentin DefreitasClass 2026 | 2026 | 21:10.60 | 21:44.10 | ISLs · Nov 3, 2023 |
| 32 | Sebastian SepulvedaClass 2021 | 2021 | 22:28.00 | 21:48.72 | Lawrence vs. Worcester vs. Brooks · Oct 12, 2019 |
| 33 | George YeridClass 2027 | 2027 | 21:38.00 | 21:54.52 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 34 | Daniel McgowanClass 2027 | 2027 | 22:18.00 | 22:05.45 | St. Mark's vs BB&N vs Middlesex vs Lawrence · Sep 28, 2024 |
| 35 | Joshua WhiteClass 2024 | 2024 | 22:51.00 | 22:17.15 | BB&N, Tabor, Lawrence at Govs · Oct 23, 2021 |
| 36 | Max DomiliciClass 2027 | 2027 | 21:42.93 | 22:17.28 | ISLs · Nov 4, 2022 |
| 37 | V. LeungGraduation year unknown | — | 23:17.00 | 22:19.46 | JV Boys at RL · Oct 5, 2019 |
| 38 | Peter GnazzoClass 2027 | 2027 | 22:22.00 | 22:26.01 | NEPSTAs · Nov 9, 2024 |
| 39 | Caleb StokesClass 2027 | 2027 | 22:09.2 | 22:35.01 | Rivers XC Invitational · Oct 17, 2025 |
| 40 | Patrick RileyClass 2023 | 2023 | 20:50.00 | 22:38.98 | NEPSTAs · Nov 9, 2019 |
| 41 | Maksimilians AleksandrovicsClass 2023 | 2023 | 22:22.10 | 22:57.48 | ISLs · Nov 5, 2021 |
| 42 | Arhant GhantaClass 2021 | 2021 | 23:39.00 | 22:57.65 | St. Mark's, Sebs, Rivers at Lawrence · Oct 26, 2019 |
| 43 | Rinto NakazawaClass 2026 | 2026 | 22:23.29 | 22:58.70 | ISLs · Oct 31, 2025 |
| 44 | Alan WangClass 2027 | 2027 | 22:41.45 | 23:17.34 | ISLs · Oct 31, 2025 |
| 45 | Hamilton SwartwoodClass 2023 | 2023 | 22:00.00 | 23:55.08 | NEPSTAs · Nov 9, 2019 |
| 46 | Charles ZhangClass 2027 | 2027 | 23:25.87 | 24:02.93 | ISLs · Nov 4, 2022 |
| 47 | IngstromGraduation year unknown | — | 24:57.00 | 24:13.38 | Rivers, Thayer at Lawrence · Sep 19, 2026 |
| 48 | Bin (bryant) HuangClass 2024 | 2024 | 24:16.00 | 24:19.14 | NEPSTAs · Nov 13, 2021 |
| 49 | Emmett KelloggClass 2029 | 2029 | 24:34.00 | 24:52.76 | Groton/Lawrence /Middlesex/Roxbury Latin Boys XC · Oct 10, 2025 |
| 50 | Andrew HuangClass 2022 | 2022 | 24:22.00 | 25:00.54 | ISLs · Nov 5, 2021 |
| 51 | John CarolanClass 2023 | 2023 | 24:03.00 | 26:08.80 | NEPSTAs · Nov 9, 2019 |
| 52 | Leo XuClass 2024 | 2024 | 26:37.00 | 27:19.10 | ISLs · Nov 5, 2021 |
| 53 | Forrest FeistClass 2023 | 2023 | 26:04.00 | 28:20.35 | NEPSTAs · Nov 9, 2019 |
| 54 | Kinh KieuClass 2024 | 2024 | 29:21.00 | 28:29.68 | Govs, Sebs, St. George's at Lawrence · Oct 29, 2022 |
| 55 | Alex LuehineClass 2028 | 2028 | 29:06.00 | 28:37.26 | Brooks, Groton, Lawrence at St. George's · Oct 7, 2023 |
