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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 | | Bob Henry, Jr. (DIRTcar 358 Modifieds) | 4th | - | - | 15th |
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| 10/7/2021 | Oswego Speedway - Oswego, NY DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar 358 Modifieds | Results | | Bob Henry, Jr. (DIRTcar Big Block Modifieds) | - | - | - | - | | Bob Henry, 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 | | Bob Henry, Jr. (DIRTcar Big Block Modifieds) | 10th | - | - | - | | Bob Henry, Jr. (DIRTcar 358 Modifieds) | 14th | - | - | - |
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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 | | Bob Henry, Jr. (DIRTcar Big Block Modifieds) | 10th | - | 7th | - | | Bob Henry, Jr. (DIRTcar 358 Modifieds) | 14th | - | 5th | - |
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