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| 4/30/2021 | Tri City Speedway - Granite City, IL Fast Friday Racing UMP LM, UMP Mods, BMods, UMP St Stk, UMP 4-Cyl & Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 5th | - | - | 9th |
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| 5/1/2021 | Federated Auto Parts I-55 Raceway - Pevely, MO Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 2nd | - | - | 5th |
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| 5/7/2021 | Tri City Speedway - Granite City, IL Fast Friday Racing UMP LM, UMP Mods Twin 20's(2 Complete Features), BMods, 4-Cyl & Kids Power Wheels DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 2nd | - | - | 4th |
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| 5/8/2021 | Highland Speedway - Highland, IL Nicci Egbert/Chris Bargetzi Memorial Race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 2nd | - | - | 17th (DNF) |
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| 8/27/2021 | Tri City Speedway - Granite City, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact | Results | | Matt Bailey (DIRTcar Late Models) | 7th | - | - | 5th |
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| 8/28/2021 | Federated Auto Parts I-55 Raceway - Pevely, MO Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 4th | - | - | 2nd |
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| 9/10/2021 | Tri City Speedway - Granite City, IL Fast Friday Racing UMP LM, UMP Mods, BMods, UMP St Stk, & UMP 4-Cyl DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 5th | - | - | 5th |
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| 9/11/2021 | Highland Speedway - Highland, IL Bi State Late Models DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 1st | - | - | 19th |
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| 9/24/2021 | Tri City Speedway - Granite City, IL 17th Annual Summit Modified Mania with Twin Mod Features $2000 to win each and UMP LM $3000 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 3rd | - | - | 20th |
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