| | Heat | Dash | B Feature | A Feature |
|---|
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| 5/31/2014 | I-96 Speedway - Lake Odessa, MI 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Jacob Bailey (DIRTcar UMP Modifieds) | 6th | - | 6th | - |
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| 6/6/2014 | I-96 Speedway - Lake Odessa, MI DIRTcar UMP Modifieds: Michigan Dirt Cup Modified Tour 360 Sprints - Winged, Sportsmans, B Modifieds, Street Stocks, Hornets | Results | | Jacob Bailey (DIRTcar UMP Modifieds) | 4th | - | - | 11th |
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| 6/27/2014 | I-96 Speedway - Lake Odessa, MI 360 Sprints - Winged, DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets | Results | | Jacob Bailey (B Modifieds) | 3rd | - | - | 5th |
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| 7/11/2014 | I-96 Speedway - Lake Odessa, MI Race Night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Hornets | Results | | Jacob Bailey (DIRTcar UMP Modifieds) | 2nd | - | - | 8th |
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| 8/22/2014 | Hartford Speedway - Hartford, MI DIRTcar UMP Modifieds: Michigan Dirt Cup Modified Tour | Results | | Jacob Bailey (DIRTcar UMP Modifieds) | 10th | - | 6th | 18th |
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| 9/6/2014 | Oakshade Raceway - Wauseon, OH DIRTcar UMP Modifieds: Michigan Dirt Cup Modified Tour | Results | | Jacob Bailey (DIRTcar UMP Modifieds) | 5th | - | 3rd | - |
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