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| 5/13/2023 | Devil's Bowl Speedway - West Haven, VT "Mother's Day Weekend Special" 360 Sprints - Winged: Sprint Cars of New England Lightning Sprints, Limited Modified, Limited Sport Mod, Dirt Mini Stocks, NE Sportsman Modifieds | Results | | Jake Williams (360 Sprints - Winged) | 3rd | - | - | 15th (DNF) |
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| 5/27/2023 | Bear Ridge Speedway - Bradford, VT Presented by Green Mountain Gear-Heads 360 Sprints - Winged: Sprint Cars of New England | Results | | Jake Williams (360 Sprints - Winged) | 4th | - | - | 5th |
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| 5/28/2023 | Devil's Bowl Speedway - West Haven, VT NORTHEAST CRATE NATIONALS 360 Sprints - Winged: Sprint Cars of New England Limited Modified, Dirt Mini Stocks, NE Sportsman Modifieds | Results | | Jake Williams (360 Sprints - Winged) | 4th | - | - | 6th |
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| 6/24/2023 | Bear Ridge Speedway - Bradford, VT Presented by Green Mountain Gear-Heads 360 Sprints - Winged: Sprint Cars of New England | Postponed |
| 6/25/2023 | Bear Ridge Speedway - Bradford, VT Presented by Green Mountain Gear-Heads 360 Sprints - Winged: Sprint Cars of New England | Results | | Jake Williams (360 Sprints - Winged) | 5th | - | - | 10th |
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| 7/8/2023 | Devil's Bowl Speedway - West Haven, VT MID SEASON CHAMPIONSHIPS - DOUBLE FEATURES - AUTOGRAPH NIGHT - SCONE SPRINT CARS 360 Sprints - Winged: Sprint Cars of New England Lightning Sprints, Limited Modified, Limited Sport Mod, Crown Vic, Dirt Mini Stocks, NE Sportsman Modifieds | Results | | Jake Williams (360 Sprints - Winged) | 2nd | - | - | 5th |
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| 7/14/2023 | The Flat Track at New Hampshire Motor Speedway - Loudon, NH Friday Night Dirt Duels presented by New England Racing Fuel and Kondrat Kustoms 360 Sprints - Winged: Sprint Cars of New England | Results | | Jake Williams (360 Sprints - Winged) | 4th | - | - | 9th |
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| 7/22/2023 | Bear Ridge Speedway - Bradford, VT Hoosier Tire East Night 360 Sprints - Winged: Sprint Cars of New England | Results | | Jake Williams (360 Sprints - Winged) | 4th | - | - | 7th |
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| 8/26/2023 | Bear Ridge Speedway - Bradford, VT Presented by Green Mountain Gear-Heads 360 Sprints - Winged: Sprint Cars of New England | Results | | Jake Williams (360 Sprints - Winged) | 3rd | - | - | 2nd |
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| 9/3/2023 | Devil's Bowl Speedway - West Haven, VT THE 2023 VERMONT 200 360 Sprints - Winged: Sprint Cars of New England Lightning Sprints, Limited Sport Mod, NE Sportsman Modifieds | Results | | Jake Williams (360 Sprints - Winged) | 1st | - | - | 6th |
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| 9/29/2023 | Unity Raceway - Unity, ME Presented by Kondrat Kustoms (non-points event) 360 Sprints - Winged: Sprint Cars of New England | Canceled |