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| 2/2/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #1 410 Sprints - Winged, DIRTcar UMP Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 8th | - | 10th | - |
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| 2/3/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 10th | - | 9th | - |
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| 2/4/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 12th (DNF) | - | DNS | - |
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| 2/5/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #4 (DIRTcar UMP Modifieds Gator Championship Night 1) 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | - | - | - | 14th (DNF) |
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| 2/7/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #6 (DIRTcar UMP Modifieds Gator Championship Night 3) 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 5th | - | - | 23rd |
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| 2/8/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #7 (DIRTcar UMP Modifieds Gator Championship Night 4) DIRTcar UMP Modifieds, DIRTcar Pro Late Models | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | - | - | 10th (DNF) | - |
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| 3/20/2021 | Bristol Motor Speedway - Bristol, TN Bristol Dirt Nationals Dirt Super Late Models: XR Workin' Man Series DIRTcar UMP Modifieds, Stock Cars, A Modifieds, Hornets, IMCA Sport Compact, 604 Crate Late Models | Results | | Chris Bolyard (A Modifieds) | - | - | DNS | - |
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| 5/29/2021 | Brownstown Bullring - Brownstown, IL $1500 to win $200 to start DIRTcar UMP Modifieds: Summit American Modified Series Dirt Super Late Models | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 7th | - | 3rd | - |
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| 6/5/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, DIRTcar Pro Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 3rd | - | - | 6th |
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| 6/12/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Rain Out |
| 7/3/2021 | Brownstown Bullring - Brownstown, IL $3000 to win $200 to start DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals with Summit American Modified Series | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 8th | - | 9th | - |
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| 7/17/2021 | Highland Speedway - Highland, IL Donnewald Distributing Night DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 1st | - | - | 4th |
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| 7/23/2021 | Tri City Speedway - Granite City, IL "Russ Wallace Memorial" Summer Nationals Race #2 UMP LM $10,000,UMP Mod $1,500 & BMods $1,000 DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 6th | - | 6th | - |
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| 7/24/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 7th | - | 6th | - |
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| 7/28/2021 | Highland Speedway - Highland, IL Madison County Fair Race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 4th | - | - | 7th |
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| 7/31/2021 | Charleston Speedway - Charleston, IL J. Smith & T. Robertson Productions $1,500 to win Sprints Plus Weekly Racing DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, 410 Sprints - Non-Winged, Hornets, DIRTcar Pro Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 1st | - | - | 5th |
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| 8/7/2021 | Charleston Speedway - Charleston, IL DRIVERS AUTOGRAPH NIGHT DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 6th | - | 1st | 11th |
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| 8/13/2021 | Highland Speedway - Highland, IL Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 6th | - | - | 11th |
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| 8/21/2021 | Federated Auto Parts I-55 Raceway - Pevely, MO Weekly Racing DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 5th | - | - | 6th |
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| 9/5/2021 | Brownstown Bullring - Brownstown, IL $5000 to win $250 to start DIRTcar UMP Modifieds: Summit American Modified Series | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 8th | - | 9th | - |
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| 9/11/2021 | Charleston Speedway - Charleston, IL WEEKLY RACING DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Hornets, DIRTcar Pro Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | 4th | - | - | 7th |
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| 9/23/2021 | 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 | | Chris Bolyard (DIRTcar UMP Modifieds) | 6th | - | 4th | - |
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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 | | Chris Bolyard (DIRTcar UMP Modifieds) | 5th | - | - | - |
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| 9/25/2021 | Tri City Speedway - Granite City, IL 17th Annual Summit Mod Mania $5000/$500 $1K Non-Q race, LM $3000 & BMods $1000 (start 1 hr early) DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds | Results | | Chris Bolyard (DIRTcar UMP Modifieds) | - | - | 11th | - |
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