The annual challenge between Witham Wheelers, Sleaford Wheelers and VC Lincoln took place on the Sleaford – Osbournby – Donnington course in warm, dry and quite still conditions.
Witham Wheelers held onto the mens shield with, despite a strong challenge from Sleaford. Shaun Culpin backed up Karl Baillie and Adam Egner well, with Reece Egner not on his usual form.
Sleaford ladies took the ladies Chris O’Connor shield from Witham
Jack O’Connor 25 mile TT Interclub 17th June 2021
| Name | Club | Result | Cat | Vets Time | |
| 1 | Toby Bartlett | VC Lincoln | 00:53:36 | m | |
| 2 | Karl Baillie | Witham | 00:54:23 | m | |
| 3 | Jim Boyle | SWCC | 00:55:36 | m | 00:52:13 |
| 3 | Adam Egner | Witham | 00:55:36 | m | |
| 5 | Dominic Righini Brand | SWCC | 00:55:58 | m | |
| 6 | Samuel Howes | SWCC | 00:56:42 | jm | |
| 7 | Shaun Culpin | Witham | 00:57:13 | m | 00:55:42 |
| 8 | Earl Taylor | Velo One | 00:58:15 | 00:57:43 | |
| 9 | Reece Egner | Witham | 00:59:05 | m | |
| 10 | Matt Brian | VC Lincoln | 01:00:44 | m | 00:59:25 |
| 11 | Thomas Howes | SWCC | 01:00:48 | m | |
| 12 | Gav Culshaw | SWCC | 01:01:17 | m | 00:58:54 |
| 13 | Dave Smith | SWCC | 01:01:50 | m | 00:53:27 |
| 14 | Devon Morgan | SWCC | 01:02:21 | jm | |
| 15 | Simon Cocker | Witham | 01:02:22 | m | 00:57:11 |
| 16 | Loz Staples | Velo One | 01:02:33 | 01:01:02 | |
| 17 | Gary Hoskin | VC Lincoln | 01:02:55 | m | 01:00:59 |
| 18 | Oliver Sawyer | VC Lincoln | 01:06:07 | jm | |
| 19 | Jo Howes | SWCC | 01:06:24 | f | 00:58:57 |
| 20 | Georgette Rand | VC Lincoln | 01:06:31 | jf | |
| 21 | Jim Jeffries | SWCC | 01:07:14 | m | 01:01:43 |
| 22 | Andy Howett | Gala (Scot) | 01:07:15 | ||
| 23 | Stu McKellar | SWCC | 01:08:57 | m | 01:03:04 |
| 24 | Dave Ashley | SWCC | 01:09:31 | m | 01:00:08 |
| 25 | Nicole Wells | VC Lincoln | 01:10:12 | f | |
| 26 | Louise George | Witham | 01:11:00 | f | 01:01:00 |
| 27 | Julie Clark | Witham | 01:11:14 | f | 01:03:06 |
| 27 | Evgeniya Righini-Brand | SWCC | 01:11:14 | f | |
| 29 | Barry Gell | Witham | 01:12:00 | m | 01:05:45 |
| 30 | Verity Miles | SWCC | 01:12:12 | f | 01:05:48 |
| 31 | Carol Milne | Witham | 01:12:49 | f | 01:02:49 |
| 32 | Stu McClaren | SWCC | 01:15:35 | m | 01:11:03 |
| 33 | John Scott | SWCC | 01:19:58 | m | 01:08:17 |
Prize Winners
| Jack O’Connor Shield | Chris O’Connor Shield | |||||
| Witham | 3:46:17 | SWCC | 3:29:50 | |||
| Karl Baillie | 00:54:23 | Jo Howes | 01:06:24 | |||
| Adam Egner | 00:55:36 | Evgeniya Righini-Brand | 01:11:14 | |||
| Shaun Culpin | 00:57:13 | Verity Miles | 01:12:12 | |||
| Reece Egner | 00:59:05 | |||||
| SWCC | 3:49:04 | Witham | 3:35:03 | |||
| Jim Boyle | 00:55:36 | Louise George | 01:11:00 | |||
| Dominic Righini Brand | 00:55:58 | Julie Clark | 01:11:14 | |||
| Samuel Howes | 00:56:42 | Carol Milne | 01:12:49 | |||
| Thomas Howes | 01:00:48 | |||||
| Fastest | ||||||
| VC Lincoln | 4:03:22 | Male | Toby Bartlett | 00:53:36 | VC Lincoln | |
| Toby Bartlett | 00:53:36 | Female | Jo Howes | 01:06:24 | SWCC | |
| Matt Brian | 01:00:44 | Vet | Jim Boyle | 00:52:13 | SWCC | |
| Gary Hoskin | 01:02:55 | Junior M | Samuel Howes | 00:56:42 | SWCC | |
| Oliver Sawyer | 01:06:07 | Junior F | Georgette Rand | 01:06:31 | VC Lincoln |
