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| 6/13/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Super Federated Saturday DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 4th | - | - | 15th |
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| 6/20/2020 | Highland Speedway - Highland, IL Season Opener DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Rain Out |
| 6/27/2020 | Highland Speedway - Highland, IL DIRTcar Late Models, DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 3rd | 6th | - | 7th |
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| 7/11/2020 | Highland Speedway - Highland, IL DIRTcar Summer Nationals/Summit Modified Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 1st | 1st | - | 3rd |
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| 7/25/2020 | Highland Speedway - Highland, IL DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Canceled |
| 8/15/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO UMP DIRTcar Summer Nationals DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 7th | - | 5th | - |
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| 8/21/2020 | Tri City Speedway - Granite City, IL "Russ Wallace Memorial" LM $2000 Mods & BMod $1000 SS & 4-cyl $300 DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 2nd | - | - | 4th |
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| 8/22/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 3rd | - | - | 5th |
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| 9/11/2020 | Tri City Speedway - Granite City, IL "Brad Yotter Memorial" - LM/Modified/BModified/Street Stocks/4-Cylinders/Winged Micros DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Winged Outlaw, B Modifieds, Street Stocks | Results | | Matt Bailey (DIRTcar Late Models) | 6th | - | - | 4th |
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| 9/18/2020 | Tri City Speedway - Granite City, IL "Fan Appreciation/Big Kids Night" 1/2 Price $8 LM/Mod/BMod/St Stocks/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) | 1st | - | - | 5th |
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| 9/19/2020 | Federated Auto Parts I-55 Raceway - Pevely, MO Pepsi Nationals DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 3rd | - | - | 4th |
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| 9/24/2020 | Tri City Speedway - Granite City, IL 16th Annual Summit UMP Modified Mania Night #1 $3000 to win plus LM $2000 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 5th | - | - | 12th |
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| 9/25/2020 | Tri City Speedway - Granite City, IL 16th Annual Summit UMP Modified Mania Night #2 $4000 to win plus LM $2500 to win DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Matt Bailey (DIRTcar Late Models) | 2nd | - | - | 11th |
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| 10/16/2020 | Tri City Speedway - Granite City, IL Lucas Oil MLRA Late Models Night #1 $5000 to win plus UMP Modifieds $2000 to win Dirt Super Late Models: Lucas Oil MLRA DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Matt Bailey (Dirt Super Late Models) | 5th | - | 1st | 19th |
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| 10/17/2020 | Tri City Speedway - Granite City, IL Lucas Oil MLRA Late Models Night #2 $7000 to win with UMP Modifieds $2000 and B-Mods $1000 to win Dirt Super Late Models: Lucas Oil MLRA DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Matt Bailey (Dirt Super Late Models) | 7th | - | 6th | - |
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