| 01 | Alexander TobiasClass 2022 | 2022 | 16:48.00 | 16:48.89 | NEPSTAs · Nov 13, 2021 |
| 02 | Forrester ClarkClass 2025 | 2025 | 16:53.40 | 17:18.80 | ISLs · Nov 3, 2023 |
| 03 | Zebediah StewartClass 2023 | 2023 | 18:31.00 | 18:04.99 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 04 | Anderson SealsClass 2024 | 2024 | 18:50.00 | 18:23.54 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 05 | Samson OblakClass 2027 | 2027 | 19:40.00 | 18:49.97 | St. Sebastian's vs. Belmont Hill vs. Rivers vs. Roxbury Latin · Sep 28, 2024 |
| 06 | Lorenzo JohnsonClass 2026 | 2026 | 19:25.00 | 18:54.80 | Brooks at Govs · Oct 25, 2024 |
| 07 | Armaun DehpanahClass 2026 | 2026 | 19:30.00 | 18:59.67 | Brooks at Govs · Oct 25, 2024 |
| 08 | Evan WirthClass 2023 | 2023 | 19:31.00 | 19:00.64 | BH, Brooks, Rivers at Govs · Oct 9, 2021 |
| 09 | Evan SalhanickClass 2023 | 2023 | 19:41.00 | 19:13.35 | Rivers at Brooks · Oct 22, 2022 |
| 10 | Nate WirthClass 2021 | 2021 | 19:54.00 | 19:26.04 | Groton, St. Paul's at Brooks · Sep 14, 2019 |
| 11 | Brandon Spector-TownsendClass 2023 | 2023 | 19:55.00 | 19:27.02 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 12 | Thomas LacosteClass 2025 | 2025 | 19:57.00 | 19:28.97 | Thayer at Brooks · Oct 14, 2023 |
| 13 | Marcus MaguraClass 2027 | 2027 | 18:45.00 | 19:40.08 | Brooks at BB&N · Sep 23, 2023 |
| 14 | Luke DesmaisonClass 2022 | 2022 | 18:28.00 | 19:53.98 | NEPSTAs · Nov 9, 2019 |
| 15 | Daniel ReyesClass 2023 | 2023 | 20:27.00 | 19:58.27 | Rivers at Brooks · Oct 22, 2022 |
| 16 | NashGraduation year unknown | — | 20:28.00 | 19:59.25 | Brooks vs St. George's, Thayer, St. Sebastian's · Oct 19, 2019 |
| 17 | Hugh ParkClass 2022 | 2022 | 20:31.00 | 20:02.18 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 18 | Nashr El AuliyaClass 2020 | 2020 | 20:00.00 | 20:07.67 | Brooks vs. Belmont Hill vs. Tabor vs. Milton boys cross-country at Milton · Oct 26, 2019 |
| 19 | Gabe CooperClass 2027 | 2027 | 20:00.00 | 20:07.67 | BB&N, Brooks, Lawrence at Milton · Sep 24, 2022 |
| 20 | Jamie LymanClass 2022 | 2022 | 20:45.00 | 20:15.85 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 21 | Gardner BrownClass 2021 | 2021 | 20:30.00 | 20:16.92 | ISLs · Nov 1, 2019 |
| 22 | Philip ChoiClass 2024 | 2024 | 20:19.00 | 20:21.10 | NEPSTAs · Nov 12, 2022 |
| 23 | Drake TarlowClass 2025 | 2025 | 20:55.00 | 20:25.62 | Thayer at Brooks · Oct 14, 2023 |
| 24 | Tanay KommareddiClass 2021 | 2021 | 20:52.00 | 20:38.69 | ISLs · Nov 1, 2019 |
| 25 | Peyton DahmenClass 2025 | 2025 | 21:24.00 | 20:53.94 | Nobles, St. George's, St. Mark's at Brooks · Oct 23, 2021 |
| 26 | Sam BensonClass 2029 | 2029 | 20:23.40 | 20:54.07 | ISLs · Oct 31, 2025 |
| 27 | Eben DoolingClass 2024 | 2024 | 20:29.30 | 21:00.11 | ISLs · Nov 3, 2023 |
| 28 | Minho EuneClass 2021 | 2021 | 20:54.00 | 21:02.01 | Brooks vs. Belmont Hill vs. Tabor vs. Milton boys cross-country at Milton · Oct 26, 2019 |
| 29 | Thomas PyleClass 2025 | 2025 | 20:41.70 | 21:12.82 | ISLs · Nov 3, 2023 |
| 30 | Cheng ZhuangClass 2025 | 2025 | 21:48.00 | 21:14.09 | BH, Brooks, Latin at Govs · Oct 28, 2023 |
| 31 | Adam JacClass 2022 | 2022 | 19:35.00 | 21:15.82 | NEPSTAs · Nov 9, 2019 |
| 32 | James CarrollClass 2028 | 2028 | 21:56.00 | 21:21.88 | Brooks at Govs · Oct 25, 2024 |
| 33 | Kamran BradleyClass 2024 | 2024 | 21:17.59 | 21:49.61 | ISLs · Nov 4, 2022 |
| 34 | James SkowronekClass 2028 | 2028 | 22:25.00 | 21:50.13 | Brooks at Govs · Oct 25, 2024 |
| 35 | Gabriel YuClass 2022 | 2022 | 22:25.00 | 21:53.51 | Brooks vs St. George's, Thayer, St. Sebastian's · Oct 19, 2019 |
| 36 | Samson NwobiClass 2028 | 2028 | 22:26.00 | 21:54.49 | Thayer at Brooks · Oct 14, 2023 |
| 37 | Tabor WilsonClass 2022 | 2022 | 20:26.00 | 22:11.20 | NEPSTAs · Nov 9, 2019 |
| 38 | Gabriel Barreto-D'SilvaClass 2020 | 2020 | 21:18.00 | 22:20.57 | BB&N Cross Country vs. St. Mark's, Nobles, Brooks · Oct 5, 2019 |
| 39 | Dhruva TailamClass 2027 | 2027 | 21:23.00 | 22:25.82 | Brooks at BB&N · Sep 23, 2023 |
| 40 | Kaden AlmarazClass 2026 | 2026 | 23:11.00 | 22:38.43 | Brooks vs. Rivers, Groton, Tabor · Oct 4, 2025 |
| 41 | Edo SpadacciniClass 2022 | 2022 | 22:16.10 | 22:49.59 | ISLs · Nov 5, 2021 |
| 42 | J. ShouraneriGraduation year unknown | — | 23:33.00 | 22:56.37 | Govs vs Brooks vs Groton · Sep 20, 2025 |
| 43 | Jack TorrisiClass 2029 | 2029 | 22:23.07 | 22:56.74 | ISLs · Oct 31, 2025 |
| 44 | David JiangClass 2024 | 2024 | 22:31.47 | 23:05.35 | ISLs · Nov 4, 2022 |
| 45 | Harrison O'ConnorClass 2025 | 2025 | 23:51.00 | 23:13.90 | Brooks at Govs · Oct 25, 2024 |
| 46 | Quinn MullaneyClass 2023 | 2023 | 23:50.00 | 23:16.52 | BH, Tabor, Sebs at Brooks · Oct 1, 2022 |
| 47 | Jack LiClass 2025 | 2025 | 22:47.27 | 23:21.54 | ISLs · Nov 1, 2024 |
| 48 | Joe ZhaoClass 2022 | 2022 | 22:23.00 | 23:28.76 | BB&N Cross Country vs. St. Mark's, Nobles, Brooks · Oct 5, 2019 |
| 49 | Alexander DelacruzClass 2025 | 2025 | 23:34.00 | 23:35.25 | NEPSTAs · Nov 13, 2021 |
| 50 | Daniel ParkClass 2023 | 2023 | 24:08.00 | 23:39.74 | Brooks at Middlesex · Sep 21, 2019 |
| 51 | James SlomovitzGraduation year unknown | — | 23:33.00 | 23:42.03 | Brooks, Governor's , Lawrence vs. Milton · Sep 27, 2025 |
| 52 | Luke FerroneClass 2028 | 2028 | 24:41.00 | 24:02.61 | Brooks at Govs · Oct 25, 2024 |
| 53 | Adam JinClass 2023 | 2023 | 23:57.00 | 24:06.18 | Brooks vs. Tabor vs. Belmont Hill vs. Milton JV Boys Cross-Country at Milton · Oct 26, 2019 |
| 54 | William DobsonClass 2028 | 2028 | 24:49.00 | 24:14.14 | NEPSTAs · Nov 9, 2024 |
| 55 | J. SikounnelGraduation year unknown | — | 24:51.00 | 24:16.09 | Brooks vs. Rivers, Groton, Tabor · Oct 4, 2025 |
| 56 | Leo CharlambClass 2027 | 2027 | 23:52.60 | 24:28.51 | ISLs · Nov 3, 2023 |
| 57 | Brin FerroneClass 2028 | 2028 | 25:00.00 | 24:44.05 | St. Mark's vs Brooks vs BH vs BB&N · Oct 11, 2025 |
| 58 | Tom PanGraduation year unknown | — | 25:00.00 | 24:44.05 | St. Mark's vs Brooks vs BH vs BB&N · Oct 11, 2025 |
| 59 | Kevin XieClass 2027 | 2027 | 24:13.80 | 24:50.24 | ISLs · Nov 3, 2023 |
| 60 | Jayden GibsonClass 2028 | 2028 | 24:19.70 | 24:56.29 | ISLs · Nov 1, 2024 |
| 61 | Sam KimClass 2020 | 2020 | 25:15.00 | 24:58.89 | ISLs · Nov 1, 2019 |
| 62 | Henry ZhuClass 2029 | 2029 | 24:50.00 | 24:59.52 | Brooks, Governor's , Lawrence vs. Milton · Sep 27, 2025 |
| 63 | Joel Effah-BoadiClass 2026 | 2026 | 24:28.50 | 25:05.31 | ISLs · Nov 3, 2023 |
| 64 | Andy LiClass 2028 | 2028 | 23:58.00 | 25:08.41 | BB&N vs Brooks · Oct 18, 2025 |
| 65 | Oliver KimClass 2022 | 2022 | 23:13.00 | 25:12.53 | NEPSTAs · Nov 9, 2019 |
| 66 | Tyler AlmarazClass 2027 | 2027 | 24:23.00 | 25:34.63 | BB&N vs Brooks · Oct 18, 2025 |
| 67 | Nick CraryClass 2020 | 2020 | 25:52.00 | 26:01.92 | Brooks vs. Belmont Hill vs. Tabor vs. Milton boys cross-country at Milton · Oct 26, 2019 |
| 68 | Ricky BansalClass 2022 | 2022 | 26:52.00 | 27:02.30 | Brooks vs. Tabor vs. Belmont Hill vs. Milton JV Boys Cross-Country at Milton · Oct 26, 2019 |
| 69 | A UdvarhelyiClass 2028 | 2028 | 26:57.00 | 27:45.48 | NEPSTAs · Nov 11, 2023 |
| 70 | J. AllmenGraduation year unknown | — | 28:32.00 | 27:51.92 | Brooks vs. Rivers, Groton, Tabor · Oct 4, 2025 |
| 71 | Shankar ChennattuClass 2022 | 2022 | 29:52.00 | 29:05.54 | Brooks, Rivers, RL at Governor's JV Boys · Sep 28, 2019 |
| 72 | Tri NguyenClass 2022 | 2022 | 29:31.00 | 29:12.17 | ISLs · Nov 1, 2019 |
| 73 | A UduClass 2028 | 2028 | 28:13.00 | 29:35.89 | Brooks at BB&N · Sep 23, 2023 |
