| | Heat | Dash | B Feature | A Feature |
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| 7/4/2019 | Cottage Grove Speedway - Cottage Grove, OR FREEDOM CUP - FIREWORKS Sportsman Sprints, A Modifieds, B Modifieds | Results | | T.J. Winningham (Sportsman Sprints) | - | - | - | 5th |
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| 7/5/2019 | Cottage Grove Speedway - Cottage Grove, OR FREEDOM CUP PRESENTED BY HOPPES CONSTRUCTION Sportsman Sprints, A Modifieds, B Modifieds | Results | | T.J. Winningham (Sportsman Sprints) | - | - | - | 10th |
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| 7/6/2019 | Cottage Grove Speedway - Cottage Grove, OR FREEDOM CUP PRESENTED BY HOPPES CONSTRUCTION Sportsman Sprints, A Modifieds, B Modifieds | Results | | T.J. Winningham (Sportsman Sprints) | - | - | - | 6th |
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| 8/31/2019 | Cottage Grove Speedway - Cottage Grove, OR ISCS CHAMPIONSHIP WEEKEND NIGHT #1 WITH A KART EXHIBITION Limited Sprints - Winged: ISCS-Interstate Sprint Car Series (Limited) Sportsman Sprints, Dirt Super Late Models, Hornets | Results | | T.J. Winningham (Sportsman Sprints) | - | - | 2nd | 19th |
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| 9/1/2019 | Cottage Grove Speedway - Cottage Grove, OR ISCS CHAMPIONSHIP FINALE * HORNET FROGGY 44 TRIBUTE TO MEL Limited Sprints - Winged: ISCS-Interstate Sprint Car Series (Limited) Sportsman Sprints, Dirt Super Late Models, Hornets | Results | | T.J. Winningham (Sportsman Sprints) | - | - | - | 6th |
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