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| 1/13/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Sunshine Nationals - Practice Night Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Late Models, Dirt Crate Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | - |
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| 1/14/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Sunshine Nationals - Night #1 Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Late Models, Dirt Crate Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 10th |
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| 1/15/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Sunshine Nationals - Night #2 Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Late Models, Dirt Crate Late Models | Rain Out |
| 1/16/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Sunshine Nationals - Night #3 Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Late Models, Dirt Crate Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 17th |
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| 1/21/2021 | All-Tech Raceway - Lake City, FL Winter Nationals Practice Night Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | - |
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| 1/22/2021 | All-Tech Raceway - Lake City, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Rain Out |
| 1/23/2021 | All-Tech Raceway - Lake City, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Tyler Bruening (Dirt Super Late Models) | 6th | - | 14th | - |
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| 1/24/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Practice Night Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | - |
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| 1/25/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 10th | - | 17th | 29th |
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| 1/26/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 9th |
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| 1/27/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 7th | - | 9th | - |
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| 1/28/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 4th | - | 1st | 17th |
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| 1/29/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 1/30/2021 | East Bay Raceway Park - Tampa, FL 45th Annual Wrisco Industries Winternationals presented by Lucas Oil Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 4th | - | 4th | 20th |
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| 2/1/2021 | Ocala Speedway - Ocala, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 6th | - | 5th | 11th |
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| 2/2/2021 | Ocala Speedway - Ocala, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 10th | - | 7th | 24th |
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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 | | Tyler Bruening (DIRTcar Pro Late Models) | 2nd | - | - | 10th |
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| 2/9/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #8 DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar Pro Late Models | Results | | Tyler Bruening (DIRTcar Pro Late Models) | 3rd | - | - | 26th (DNF) |
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| 2/10/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #9 Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tyler Bruening (Dirt Super Late Models) | 1st | - | - | 6th |
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| 2/11/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #10 Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tyler Bruening (Dirt Super Late Models) | 1st | - | - | 9th |
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| 2/12/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #11 Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tyler Bruening (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 3/6/2021 | Smoky Mountain Speedway - Maryville, TN 8th Annual Tennessee Tipoff Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, Hornets | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 18th |
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| 3/26/2021 | Cherokee Speedway - Gaffney, SC ROCK GAULT MEMORIAL Dirt Super Late Models: World of Outlaws - Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 6th |
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| 4/2/2021 | Farmer City Raceway - Farmer City, IL Triple Qualifying Features $600 to win $100 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Street Stocks, Dirt Late Models, Pro Late Model | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 13th |
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| 4/3/2021 | Farmer City Raceway - Farmer City, IL $2500 to win $150 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Dirt Late Models, Pro Late Model | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 19th |
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| 4/15/2021 | Davenport Speedway - Davenport, IA Annual Event Dirt Super Late Models: Lucas Oil MLRA | Results | | Tyler Bruening (Dirt Super Late Models) | 3rd | - | - | 6th |
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| 4/16/2021 | 34 Raceway - West Burlington, IA Prelude to the Slocum Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars, 2WD Trucks | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 8th |
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| 4/17/2021 | 34 Raceway - West Burlington, IA Slocum 50 presented by The Outpost Bar & Grill Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Results | | Tyler Bruening (Dirt Super Late Models) | 5th | - | 1st | 10th |
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| 5/7/2021 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown with World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, USRA Modifieds | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 21st |
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| 5/8/2021 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown with World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, USRA Modifieds | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 8th |
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| 5/21/2021 | Port Royal Speedway - Port Royal, PA HUEY WILCOXON MEMORIAL Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 5th |
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| 5/22/2021 | Port Royal Speedway - Port Royal, PA Dirt Super Late Models: World of Outlaws - Late Models 410 Sprints - Winged, Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 7th |
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| 6/24/2021 | Lernerville Speedway - Sarver, PA "Bill Emig Memorial" - Night 1 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 4th |
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| 6/25/2021 | Lernerville Speedway - Sarver, PA "Bill Emig Memorial" - Night 2 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 17th |
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| 6/26/2021 | Lernerville Speedway - Sarver, PA "Bill Emig Memorial" - Night 3 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 10th |
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| 7/6/2021 | Independence Motor Speedway - Independence, IA Buchanan County Fair Late Model Showdown Stock Cars, A Modifieds, Dirt Late Models, Vintage Full Body Stock Cars, Dwarf, IMCA Late Models | Results | | Tyler Bruening (Dirt Late Models) | 3rd | - | - | 6th |
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| 7/9/2021 | Jackson Motorplex - Jackson, MN World of Outlaws Morton Buildings Late Model Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 3rd | - | - | 17th |
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| 7/10/2021 | Jackson Motorplex - Jackson, MN World of Outlaws Morton Buildings Late Model Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 4th | - | - | 12th |
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| 7/13/2021 | Gondik Law Speedway - Superior, WI World of Outlaws Late Model Special Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Modifieds, WISSOTA Hornet | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 7/18/2021 | Red Cedar Speedway - Menomonie, WI World of Outlaws Late Models & $1,000 to Win Open Modifieds w/ Limited Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, Dirt Limited Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 8th |
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| 7/20/2021 | I-80 Speedway - Greenwood, NE I-80 Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 4th | - | - | 20th |
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| 7/21/2021 | I-80 Speedway - Greenwood, NE I-80 Speedway Silver Dollar Nationals - EAST/WEST Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 4th | - | - | 9th |
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| 7/22/2021 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Stock Cars | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 20th |
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| 7/23/2021 | I-80 Speedway - Greenwood, NE Imperial Tile Silver Dollar Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds, IMCA Modified | Results | | Tyler Bruening (Dirt Super Late Models) | 4th | - | - | - |
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| 7/24/2021 | I-80 Speedway - Greenwood, NE Imperial Tile Silver Dollar Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds, IMCA Modified | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 22nd |
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| 7/31/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 14th |
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| 8/3/2021 | Outagamie Speedway - Seymour, WI FVP Platinum Batteries Showdown featuring the Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models IMCA Modified, IMCA Stock Car | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 7th |
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| 8/5/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 1 Dirt Super Late Models: World of Outlaws - Late Models USRA Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 7th |
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| 8/6/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 2 Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 7th | - | - | - |
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| 8/7/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 3 Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 9th |
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| 8/26/2021 | Davenport Speedway - Davenport, IA Quad Cities 150 presented by Hoker Trucking Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds, IMCA Modified | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 14th |
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| 8/27/2021 | Davenport Speedway - Davenport, IA Quad Cities 150 presented by Hoker Trucking Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds, IMCA Modified | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 18th |
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| 8/28/2021 | Davenport Speedway - Davenport, IA Quad Cities 150 presented by Hoker Trucking Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds, IMCA Modified | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 11th |
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| 9/2/2021 | Cherokee Speedway - Gaffney, SC ROCK GAULT MEMORIAL Dirt Super Late Models: World of Outlaws - Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 9th |
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| 9/3/2021 | Lavonia Speedway - Lavonia, GA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 2nd |
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| 9/16/2021 | Knoxville Raceway - Knoxville, IA 17th Lucas Oil Late Model Knoxville Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 8th |
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| 9/17/2021 | Knoxville Raceway - Knoxville, IA 17th Lucas Oil Late Model Knoxville Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | 3rd | - | - | 3rd |
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| 9/18/2021 | Knoxville Raceway - Knoxville, IA 17th Lucas Oil Late Model Knoxville Nationals Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 18th |
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| 9/23/2021 | Dubuque Fairgrounds Speedway - Dubuque, IA Dubuque Speedway - EAST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds | Results | | Tyler Bruening (Dirt Super Late Models) | 2nd | - | - | 1st |
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| 9/24/2021 | West Liberty Raceway - West Liberty, IA West Liberty Raceway - EAST Dirt Super Late Models: SLMR Late Model Series | Rain Out |
| 9/25/2021 | Davenport Speedway - Davenport, IA Davenport Speedway - EAST Dirt Super Late Models: SLMR Late Model Series | Results | | Tyler Bruening (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 10/1/2021 | Cherokee Speedway - Gaffney, SC MIKE DUVALL MEMORIAL Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Tyler Bruening (Dirt Super Late Models) | - | - | - | 13th |
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| 11/4/2021 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Postponed |
| 11/5/2021 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tyler Bruening (Dirt Super Late Models) | 8th | - | 1st | 11th |
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| 11/6/2021 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Tyler Bruening (Dirt Super Late Models) | 5th | - | 1st | 19th |
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