Headlands
| Rank | Year | Name | Category | Result |
|---|---|---|---|---|
| 1 | 2016 | Lucas Baxter | M 20-29 | 13:36:49 |
| 2 | 2017 | Lucas Baxter | M 20-29 | 14:07:30 |
| 3 | 2015 | Lucas Baxter | M 20-29 | 14:57:18 |
| 4 | 2014 | Armando Rodriguez | M 30-39 | 15:02:00 |
| 5 | 2018 | Armando Rodriguez | M 40-49 | 16:28:10 |
| 6 | 2017 | Julie Fingar | F 40-49 | 17:01:05 |
| 7 | 2016 | Mike Wright | M 50-59 | 17:45:56 |
| 8 | 2017 | Chung-Che Huang | M 40-49 | 19:03:42 |
| 9 | 2017 | Kate Bobovski | F 40-49 | 19:10:47 |
| 10 | 2015 | Dangill Hautea | M 30-39 | 19:11:07 |
| 11 | 2019 | Iris Priebe | F 50-59 | 19:12:11 |
| 12 | 2015 | Mark Weinberg | M 50-59 | 19:31:35 |
| 13 | 2018 | Alex Kamages | M 40-49 | 19:36:32 |
| 14 | 2014 | David Gallegos | M 20-29 | 19:48:27 |
| 15 | 2016 | Larry Hengl | M 40-49 | 19:50:30 |
| 16 | 2015 | Noah Schwartz | M 30-39 | 19:51:15 |
| 17 | 2016 | Charles Blakeney | M 50-59 | 19:58:06 |
| 18 | 2019 | Rolando Mendoza | M 20-29 | 19:59:41 |
| 19 | 2015 | David Wronski | M 20-29 | 20:04:00 |
| 20 | 2017 | Philip Deutschle | M 60-69 | 20:13:09 |
| 21 | 2016 | Alexander Stroup | M 40-49 | 20:28:15 |
| 22 | 2015 | Daniel Griffin | M 20-29 | 21:00:04 |
| 23 | 2016 | Barry Kitazumi | M 50-59 | 21:01:17 |
| 24 | 2017 | Ross Panggat | M 40-49 | 21:17:32 |
| 25 | 2014 | Troy Windsor | M 40-49 | 21:54:15 |
| 26 | 2015 | Norbert Leinfellner | M 40-49 | 21:54:44 |
| 27 | 2014 | Walter Robinson | M 50-59 | 22:07:27 |
| 28 | 2017 | Denise Williams | F 50-59 | 22:14:00 |
| 29 | 2015 | Marc Steifman | M 40-49 | 22:20:06 |
| 30 | 2019 | Kent Yinger | M 50-59 | 22:22:13 |
| 31 | 2017 | Martin Sengo | M 30-39 | 22:23:11 |
| 32 | 2019 | Lourdes Gutierrez-Kellam | F 50-59 | 22:31:40 |
| 33 | 2017 | Vance Roget | M 60-69 | 22:32:25 |
| 34 | 2017 | Cheri Winter | F 40-49 | 22:32:34 |
| 35 | 2019 | Jianshan Tang | M 50-59 | 22:32:51 |
| 36 | 2019 | Amanda Owensby | F 20-29 | 23:05:30 |
| 37 | 2015 | Tony Tuttle | M 60-69 | 23:06:00 |
| 38 | 2017 | Jocelyn Briggs | F 40-49 | 23:16:49 |
| 39 | 2016 | Lawrence Low | M 40-49 | 23:18:16 |
| 40 | 2017 | Paul Swanson | M 30-39 | 23:23:19 |
| 41 | 2017 | Loren Crannell | M 50-59 | 23:42:03 |
| 42 | 2017 | Megan Barkve | F 40-49 | 23:43:07 |
| 43 | 2017 | Jim Magill | M 70 + | 23:44:12 |
| 44 | 2017 | Alexander Stroup | M 40-49 | 23:44:57 |
| 45 | 2017 | Jody Braninburg | M 40-49 | 23:54:58 |
| 46 | 2017 | Darren Dyck | M 50-59 | 23:56:06 |
| 47 | 2016 | Julie Callejas | F 40-49 | 23:57:02 |
| 48 | 2018 | Leigh-Ann Wendling | F 50-59 | 24:11:52 |
| 49 | 2019 | Dan Aspromonte | M 60-69 | 24:15:57 |
| 50 | 2019 | Jennifer Lai | F 30-39 | 24:56:47 |
| 51 | 2015 | Richard Ball | M 40-49 | 25:10:03 |
| 52 | 2016 | John St Onge | M 70 + | 25:13:15 |
| 53 | 2016 | Ganesh Iyer | M 40-49 | 25:13:31 |
| 54 | 2015 | Kat Powell | F 60-69 | 25:29:18 |
| 55 | 2017 | Darlene Shimamoto | F 40-49 | 26:03:51 |
| 56 | 2019 | Burke McSwain | M 20-29 | 26:05:34 |
| 57 | 2015 | Tony Moore | M 50-59 | 26:42:44 |
| 58 | 2017 | Tammy Perez | F 40-49 | 27:08:34 |
| 59 | 2019 | Casey Nesbit | F 50-59 | 27:21:04 |
| 60 | 2016 | Kat Powell | F 60-69 | 28:46:00 |
| 61 | 2019 | Sean Lehman | M 40-49 | 28:58:27 |
| 62 | 2017 | Gabriela Poapst | F 40-49 | 29:03:57 |
| 63 | 2016 | Tessa Silva-Mathews | F 50-59 | 29:07:05 |