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| 10/6/2021 | Oswego Speedway - Oswego, NY DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Rain Out |
| 10/6/2021 | Weedsport Speedway - Weedsport, NY Super DIRT Week Kick Off Party DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Tim Sears Jr (DIRTcar 358 Modifieds) | 1st | - | - | 2nd |
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| 10/7/2021 | Oswego Speedway - Oswego, NY DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar 358 Modifieds | Results | | Tim Sears Jr (DIRTcar Big Block Modifieds) | - | - | - | - | | Tim Sears Jr (DIRTcar 358 Modifieds) | - | - | - | - |
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| 10/8/2021 | Oswego Speedway - Oswego, NY DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Tim Sears Jr (DIRTcar Big Block Modifieds) | 3rd | - | - | - | | Tim Sears Jr (DIRTcar 358 Modifieds) | 1st | - | - | - |
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| 10/9/2021 | Oswego Speedway - Oswego, NY DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Tim Sears Jr (DIRTcar Big Block Modifieds) | 3rd | - | - | 15th | | Tim Sears Jr (DIRTcar 358 Modifieds) | 1st | - | - | 23rd |
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| 11/4/2021 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Postponed |
| 11/5/2021 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tim Sears Jr (DIRTcar Big Block Modifieds) | 7th | - | 3rd | 14th |
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| 11/6/2021 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tim Sears Jr (DIRTcar Big Block Modifieds) | 6th | - | 2nd | 33rd |
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