Green Monster Trail Challenge
| Rank | Year | Name | Category | Result |
|---|---|---|---|---|
| 1 | 2016 | David Ryland | M 20-29 | 4:35:24 |
| 2 | 2015 | Adam Russell | M 30-39 | 4:51:41 |
| 3 | 2016 | Nathan Bonham | M 20-29 | 4:55:38 |
| 4 | 2015 | Travis Simpson | M 30-39 | 4:58:25 |
| 5 | 2013 | Adam Russell | M 30-39 | 5:01:20 |
| 6 | 2019 | Andrew Rogers | M 20-29 | 5:04:20 |
| 7 | 2020 | Eric Kosek | M 40-49 | 5:06:35 |
| 8 | 2015 | Nathan Bonham | M < 20 | 5:07:30 |
| 9 | 2020 | Zackary Sanders | M 20-29 | 5:15:26 |
| 10 | 2018 | James Weaver | M 20-29 | 5:16:03 |
| 11 | 2015 | Jonathan Houck | M 20-29 | 5:25:53 |
| 12 | 2013 | Ian Grettenberger | M 20-29 | 5:25:54 |
| 13 | 2019 | Tristan Baxendale | M 20-29 | 5:27:48 |
| 14 | 2025 | Scott Lesh | M 40-49 | 5:29:46 |
| 15 | 2013 | John Johnson | M 40-49 | 5:29:49 |
| 16 | 2023 | Zackary Sanders | M 30-39 | 5:30:10 |
| 17 | 2024 | Levi Malone | M 20-29 | 5:31:25 |
| 18 | 2015 | Gary Twoey | M 40-49 | 5:35:29 |
| 19 | 2019 | Aaron Iles | M 20-29 | 5:37:21 |
| 20 | 2016 | Eric Kosek | M 30-39 | 5:37:22 |
| 21 | 2015 | blaise brochard | M 40-49 | 5:38:29 |
| 22 | 2015 | Jim Wenger | M 40-49 | 5:39:59 |
| 23 | 2020 | Robert Panas | M 30-39 | 5:40:35 |
| 24 | 2019 | Sean Robbins | M 50-59 | 5:41:16 |
| 25 | 2013 | Stuart Short | M 20-29 | 5:42:30 |
| 26 | 2021 | Ian Nolon | M < 20 | 5:42:53 |
| 27 | 2013 | David Cipoletti | M 30-39 | 5:45:08 |
| 28 | 2022 | Aaron Iles | M 30-39 | 5:45:56 |
| 29 | 2023 | Aaron Iles | M 30-39 | 5:47:56 |
| 30 | 2016 | Sayard Tanis | F 30-39 | 5:48:44 |
| 31 | 2020 | David Patalano | M 30-39 | 5:49:36 |
| 32 | 2013 | Jim Wenger | M 40-49 | 5:49:41 |
| 33 | 2024 | Jason Tanner | M 40-49 | 5:52:04 |
| 34 | 2023 | Zach Landis | M 30-39 | 5:52:17 |
| 35 | 2014 | Philip Whitten | M 40-49 | 5:53:40 |
| 36 | 2015 | Jeffrey Shanks | M 30-39 | 5:54:36 |
| 37 | 2015 | Joshua Grubb | M 30-39 | 5:54:37 |
| 38 | 2022 | Shannon Capps | F 30-39 | 5:56:36 |
| 39 | 2016 | Wendy Stalnaker | F 30-39 | 5:57:46 |
| 40 | 2022 | Leroy Kopp | M 30-39 | 5:58:12 |
| 41 | 2020 | Adam Kolb | M 30-39 | 5:58:33 |
| 42 | 2024 | Nick Winebrenner | M 30-39 | 5:58:48 |
| 43 | 2023 | Austin Rutt | M 30-39 | 5:59:10 |
| 44 | 2017 | blaise brochard | M 50-59 | 6:00:20 |
| 45 | 2013 | Jason Friedman | M 30-39 | 6:00:22 |
| 46 | 2022 | Justyna Wilson | F 40-49 | 6:00:57 |
| 47 | 2013 | Jeffrey Shanks | M 20-29 | 6:02:18 |
| 48 | 2013 | Jason Rigatti | M 20-29 | 6:05:19 |
| 49 | 2023 | Grant Cole | M 30-39 | 6:06:29 |
| 50 | 2018 | Aaron Iles | M 20-29 | 6:06:33 |
| 51 | 2019 | Nathan Piekielek | M 40-49 | 6:06:39 |
| 52 | 2023 | Cliff Sullivan | M 40-49 | 6:06:48 |
| 53 | 2015 | Thomas Joslin | M 30-39 | 6:07:12 |
| 54 | 2014 | Daniel Munn | M 30-39 | 6:07:28 |
| 55 | 2018 | Jason Dworsky | M 30-39 | 6:08:02 |
| 56 | 2017 | William Huber | M 30-39 | 6:08:14 |
| 57 | 2021 | Tommy Christen | M 20-29 | 6:09:37 |
| 58 | 2022 | Mike Delorso | M 30-39 | 6:10:15 |
| 59 | 2016 | Dan Munn | M 30-39 | 6:10:43 |
| 60 | 2015 | Tj Hindes | M 20-29 | 6:11:55 |
| 61 | 2013 | Jan-Erick Olson | M 40-49 | 6:12:12 |
| 62 | 2025 | Faith Hall | F 30-39 | 6:12:31 |
| 63 | 2021 | Giuseppe Cavallo | M 40-49 | 6:13:18 |
| 64 | 2016 | Joe Mickey | M 30-39 | 6:14:05 |
| 65 | 2013 | Enoch Cincotta | M < 20 | 6:14:12 |
| 66 | 2020 | Grant Cole | M 30-39 | 6:14:20 |
| 67 | 2016 | Steve Miles | M 50-59 | 6:15:31 |
| 68 | 2016 | Tristan Baxendale | M 20-29 | 6:16:05 |
| 69 | 2020 | Giuseppe Cavallo | M 40-49 | 6:16:29 |
| 70 | 2020 | Adam Martin | M 30-39 | 6:17:06 |
| 71 | 2022 | Adam Kolb | M 40-49 | 6:17:08 |
| 72 | 2015 | Dan Munn | M 30-39 | 6:17:09 |
| 73 | 2016 | Stephen Gross | M 30-39 | 6:17:11 |
| 74 | 2022 | Corey Strauch | M 40-49 | 6:17:27 |
| 75 | 2020 | Tony Carino | M 30-39 | 6:17:47 |
| 76 | 2020 | Rebecca Kosek | F 30-39 | 6:17:53 |
| 77 | 2024 | Cliff Sullivan | M 40-49 | 6:18:30 |
| 78 | 2021 | Michael Tyrrell | M 20-29 | 6:18:55 |
| 79 | 2013 | Josh Macak | M 30-39 | 6:19:19 |
| 80 | 2019 | Gary Ehrmann | M 30-39 | 6:20:42 |
| 81 | 2013 | William Hollely | M 30-39 | 6:21:09 |
| 82 | 2019 | Hans Von Briesen | M 30-39 | 6:21:21 |
| 83 | 2021 | Albert Gensel | M 20-29 | 6:22:37 |
| 84 | 2015 | Chad Griffin | M 40-49 | 6:23:33 |
| 85 | 2014 | Joanna Sinclair | F 30-39 | 6:23:43 |
| 86 | 2020 | Rhoda Smoker | F 30-39 | 6:23:49 |
| 87 | 2025 | Cliff Sullivan | M 40-49 | 6:24:58 |
| 88 | 2019 | Charlie Granger | M 30-39 | 6:25:21 |
| 89 | 2016 | Brian Lammey | M 30-39 | 6:25:23 |
| 90 | 2020 | Randy Lyback | M 50-59 | 6:25:38 |
| 91 | 2015 | Louis Kugel | M 30-39 | 6:25:54 |
| 92 | 2021 | Adam Kolb | M 40-49 | 6:26:03 |
| 93 | 2015 | Mike Wilkinson | M 40-49 | 6:26:44 |
| 94 | 2022 | Aj Hoffer | M 30-39 | 6:27:22 |
| 95 | 2013 | Marvin Russell | M 40-49 | 6:27:33 |
| 96 | 2017 | Michael McDonnell | M 30-39 | 6:27:42 |
| 97 | 2017 | Daniel Lewis | M 30-39 | 6:27:52 |
| 98 | 2025 | Eric Durante | M 40-49 | 6:28:34 |
| 99 | 2016 | Shawn Brown | M 40-49 | 6:29:01 |
| 100 | 2014 | Brian Hydro | M 40-49 | 6:29:10 |