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| 4/28/2023 | Fulton Speedway - Fulton, NY Strada Mia Italian Restaurant presents Highbank Holdup Weekend Night 1 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 4th | - | - | 10th |
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| 5/12/2023 | Brewerton Speedway - Brewerton, NY Ferris Mowers presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 3rd | - | - | 9th |
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| 5/19/2023 | Brewerton Speedway - Brewerton, NY Burdick Ford presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 4th | - | - | 8th |
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| 6/2/2023 | Brewerton Speedway - Brewerton, NY Syracuse Haulers presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 5th | - | - | 8th |
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| 6/9/2023 | Brewerton Speedway - Brewerton, NY Thompson & Johnson Equipment Co. Family Autograph Night DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 8th | - | - | 8th |
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| 6/30/2023 | Brewerton Speedway - Brewerton, NY The Reagan Companies and Chris Nichols Snap-On present ESS Sprint Speedweek 360 Sprints - Winged: Empire Super Sprints DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 5th | - | - | 10th |
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| 7/7/2023 | Brewerton Speedway - Brewerton, NY Haun Welding Supply presents DIRTcar Sport Compact, Vintage Modifieds, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 6th | - | - | 10th |
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| 7/14/2023 | Blanket Hill Speedway - Kittanning, PA Night 1 of the 4th Annual Bill Stivason Memorial Mod Lites: United CC Modified Series | Results | | Roger Olschewske Jr (Mod Lites) | - | - | - | 16th |
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| 7/21/2023 | Brewerton Speedway - Brewerton, NY Microgame Play & Trade presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 6th | - | - | 9th |
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| 7/28/2023 | Brewerton Speedway - Brewerton, NY Ontario Auto presents Kids Power Wheel races DIRTcar Sport Compact, Limited Sport Mod, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 4th | - | - | 18th |
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| 8/4/2023 | Brewerton Speedway - Brewerton, NY Ehrlich Pest Control presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 4th | - | - | 8th |
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| 8/11/2023 | Brewerton Speedway - Brewerton, NY NAPA Auto Parts presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 4th | - | - | 6th |
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| 8/25/2023 | Brewerton Speedway - Brewerton, NY John Wilber Snap-On Tools presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 6th | - | - | 13th |
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| 9/1/2023 | Brewerton Speedway - Brewerton, NY STOP-DWI New York presents ESS Sprints plus Championship Night 360 Sprints - Winged: Empire Super Sprints DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Roger Olschewske Jr (DIRTcar Mod Lites) | 6th | - | - | 8th |
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| 9/8/2023 | Middleford Speedway - Seaford, DE The September Scrappler! Night 1 $1500 to Win! Mod Lites: United CC Modified Series | Results | | Roger Olschewske Jr (Mod Lites) | 6th | - | - | 16th |
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| 9/9/2023 | Middleford Speedway - Seaford, DE The September Scrappler! Night 2 $1500 to win Mod Lites: United CC Modified Series | Rain Out |
| 9/30/2023 | Rockfish Speedway - Raeford, NC Weekly Racing Mod Lites: United CC Modified Series Restricted 'A' Class, Winged A-Class, 270 Winged Micros | Results | | Roger Olschewske Jr (Mod Lites) | - | - | - | 15th |
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