| 01 | Sam RabiehClass 2021 | 2021 | 18:03.00 | 17:21.66 | St. Sebastian's vs. BB&N · Oct 11, 2019 |
| 02 | Alex WuClass 2021 | 2021 | 18:03.00 | 18:16.78 | Groton vs. BB&N, Governor's, Thayer Varsity Boys · Oct 26, 2019 |
| 03 | Mathew HongClass 2021 | 2021 | 19:08.00 | 18:24.18 | St. Sebastian's vs. BB&N · Oct 11, 2019 |
| 04 | Ryan LoughranClass 2020 | 2020 | 19:13.00 | 18:28.99 | St. Sebastian's vs. BB&N · Oct 11, 2019 |
| 05 | Julian LiClass 2020 | 2020 | 19:37.00 | 18:52.08 | St. Sebastian's vs. BB&N · Oct 11, 2019 |
| 06 | Konstantin Likin YelinClass 2022 | 2022 | 18:45.00 | 18:59.32 | Groton vs. BB&N, Governor's, Thayer Varsity Boys · Oct 26, 2019 |
| 07 | Jake ElkinsClass 2020 | 2020 | 19:54.00 | 19:08.43 | St. Sebastian's vs. BB&N · Oct 11, 2019 |
| 08 | Nicholas TaoClass 2021 | 2021 | 19:43.00 | 19:58.06 | Groton vs. BB&N, Governor's, Thayer Varsity Boys · Oct 26, 2019 |
| 09 | Christian BatemenClass 2023 | 2023 | 20:12.00 | 21:12.95 | Milton at BB&N · Sep 21, 2019 |
| 10 | Andrew MonsalveClass 2020 | 2020 | 21:18.00 | 22:22.27 | Milton at BB&N · Sep 21, 2019 |
| 11 | Louis LevyClass 2022 | 2022 | 21:20.00 | 22:24.37 | Milton at BB&N · Sep 21, 2019 |
| 12 | Augustus HawkClass 2023 | 2023 | 21:29.00 | 22:33.82 | Milton at BB&N · Sep 21, 2019 |
| 13 | Lucas LiuClass 2023 | 2023 | 21:42.00 | 22:47.48 | Milton at BB&N · Sep 21, 2019 |
| 14 | Carlos PanayiotopoulosClass 2022 | 2022 | 22:04.00 | 23:10.58 | Milton at BB&N · Sep 21, 2019 |
| 15 | Theo GoldmanClass 2022 | 2022 | 22:12.00 | 23:18.99 | Milton at BB&N · Sep 21, 2019 |
| 16 | Ford LeggClass 2023 | 2023 | 22:25.00 | 23:32.64 | Milton at BB&N · Sep 21, 2019 |
| 17 | Zane DavisClass 2022 | 2022 | 22:30.00 | 23:37.89 | Milton at BB&N · Sep 21, 2019 |
| 18 | Charles ChenClass 2023 | 2023 | 24:04.00 | 25:16.62 | Milton at BB&N · Sep 21, 2019 |
| 19 | Daniel WangClass 2022 | 2022 | 24:18.00 | 25:31.32 | Milton at BB&N · Sep 21, 2019 |
| 20 | Owen DowdenClass 2023 | 2023 | 25:16.00 | 26:32.24 | Milton at BB&N · Sep 21, 2019 |
| 21 | Tim GuanClass 2023 | 2023 | 25:18.00 | 26:34.34 | Milton at BB&N · Sep 21, 2019 |
| 22 | Dhruv PadmanabhanClass 2022 | 2022 | 25:31.00 | 26:47.99 | Milton at BB&N · Sep 21, 2019 |
| 23 | Alex AvramClass 2023 | 2023 | 26:49.00 | 28:09.92 | Milton at BB&N · Sep 21, 2019 |
| 24 | Asher Parker-SartoriClass 2023 | 2023 | 27:13.00 | 28:35.12 | Milton at BB&N · Sep 21, 2019 |
| 25 | Oscar CapranoClass 2022 | 2022 | 21:26.00 | 22:30.67 | BH, Govs, Latin at BB&N · Sep 14, 2019 |
| 26 | Sam ModurClass 2023 | 2023 | 22:41.00 | 22:58.32 | Groton vs. BB&N, Governor's, Thayer JV Boys · Oct 26, 2019 |
| 27 | Timothy WanClass 2023 | 2023 | 25:39.00 | 26:56.40 | BH, Govs, Latin at BB&N · Sep 14, 2019 |
| 28 | David MinClass 2022 | 2022 | 25:48.00 | 27:05.85 | BB&N Cross Country vs. St. Mark's, Nobles, Brooks · Oct 5, 2019 |
| 29 | Ekaum SoniClass 2022 | 2022 | 29:02.00 | 30:29.61 | BB&N Cross Country vs. St. Mark's, Nobles, Brooks · Oct 5, 2019 |
| 30 | Austin CohenClass 2020 | 2020 | 29:25.30 | 29:59.58 | Rivers_BBN_BH_MX Boys JV · Oct 18, 2019 |
