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| 1/6/2023 | Vado Speedway Park - Vado, NM Open Practice Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 1/7/2023 | Vado Speedway Park - Vado, NM 17th Annual Rio Grande Waste Services Wild West Shootout: Round #1 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 1/8/2023 | Vado Speedway Park - Vado, NM 17th Annual Rio Grande Waste Services Wild West Shootout: Round #2 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 4th |
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| 1/10/2023 | Vado Speedway Park - Vado, NM Open Practice Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 1/11/2023 | Vado Speedway Park - Vado, NM 17th Annual Rio Grande Waste Services Wild West Shootout: Round #3 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 1/13/2023 | Vado Speedway Park - Vado, NM 17th Annual Rio Grande Waste Services Wild West Shootout: Round #4 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 5th |
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| 1/14/2023 | Vado Speedway Park - Vado, NM 17th Annual Rio Grande Waste Services Wild West Shootout: Round #5 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 23rd |
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| 1/15/2023 | Vado Speedway Park - Vado, NM 17th Annual Rio Grande Waste Services Wild West Shootout: Round #6 Dirt Super Late Models, A Modifieds, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 11th |
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| 1/18/2023 | Volusia Speedway Park - De Leon Springs, FL 4th Annual DIRTcar Sunshine Nationals - Practice Dirt Super Late Models: World of Outlaws - Late Models Dirt Crate Late Models, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 1/19/2023 | Volusia Speedway Park - De Leon Springs, FL 4th Annual DIRTcar Sunshine Nationals - Night #1 Dirt Super Late Models: World of Outlaws - Late Models Dirt Crate Late Models, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 7th | - | 4th | 10th |
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| 1/20/2023 | Volusia Speedway Park - De Leon Springs, FL 4th Annual DIRTcar Sunshine Nationals - Night #2 Dirt Super Late Models: World of Outlaws - Late Models Dirt Crate Late Models, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 7th |
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| 1/21/2023 | Volusia Speedway Park - De Leon Springs, FL 4th Annual DIRTcar Sunshine Nationals - Night #3 Dirt Super Late Models: World of Outlaws - Late Models Dirt Crate Late Models, 604 Crate Late Models | Rain Out |
| 1/26/2023 | Golden Isles Speedway - Waynesville, GA Super Bowl of Racing $10,000 to WIN Dirt Super Late Models: Lucas Oil Late Model Dirt Series 602 Crate Late Models, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | 1st | 9th |
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| 1/27/2023 | Golden Isles Speedway - Waynesville, GA Super Bowl of Racing $12,000 to WIN Dirt Super Late Models: Lucas Oil Late Model Dirt Series Enduro, 602 Crate Late Models, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 6th | - | 2nd | 18th |
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| 1/28/2023 | Golden Isles Speedway - Waynesville, GA Super Bowl of Racing $25,000 to WIN Dirt Super Late Models: Lucas Oil Late Model Dirt Series Enduro, 602 Crate Late Models, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 4th |
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| 1/29/2023 | Ocala Speedway - Ocala, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 7th |
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| 1/30/2023 | Ocala Speedway - Ocala, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 7th | - | 5th | 14th |
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| 2/2/2023 | All-Tech Raceway - Lake City, FL Winter Nationals - PRACTICE Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 2/3/2023 | All-Tech Raceway - Lake City, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Rain Out |
| 2/4/2023 | All-Tech Raceway - Lake City, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Pure Stock | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 2/5/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals - PRACTICE Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 2/6/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 6th | - | 4th | - |
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| 2/7/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 2/8/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 2/9/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 6th | - | 12th | 28th |
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| 2/10/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | 2nd | 13th |
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| 2/13/2023 | Volusia Speedway Park - De Leon Springs, FL Federated Auto Parts DIRTcar Nationals - Night #7 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar Late Models | Results | | Brandon Sheppard (DIRTcar Late Models) | 3rd | - | - | 10th |
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| 2/14/2023 | Volusia Speedway Park - De Leon Springs, FL Federated Auto Parts DIRTcar Nationals - Night #8 410 Sprints - Non-Winged: USAC National Sprint Cars DIRTcar Late Models | Results | | Brandon Sheppard (DIRTcar Late Models) | 2nd | - | - | 4th |
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| 2/15/2023 | Volusia Speedway Park - De Leon Springs, FL Federated Auto Parts DIRTcar Nationals - Night #9 DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar Late Models | Results | | Brandon Sheppard (DIRTcar Late Models) | - | - | - | 6th |
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| 2/16/2023 | Volusia Speedway Park - De Leon Springs, FL Federated Auto Parts DIRTcar Nationals - Night #10 Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 4th | 18th |
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| 2/18/2023 | Volusia Speedway Park - De Leon Springs, FL Federated Auto Parts DIRTcar Nationals - Night #12 Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 6th |
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| 3/3/2023 | Smoky Mountain Speedway - Maryville, TN World of Outlaws Tennessee Tip-Off Classic Dirt Super Late Models: World of Outlaws - Late Models Hobby Stocks, Sport Compact | Rain Out |
| 3/4/2023 | Smoky Mountain Speedway - Maryville, TN World of Outlaws Tennessee Tip-Off Classic Dirt Super Late Models: World of Outlaws - Late Models Sportsmans, Hornets | Rain Out |
| 3/17/2023 | Boyd's Speedway - Ringgold, GA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Rain Out |
| 3/18/2023 | Boyd's Speedway - Ringgold, GA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Rain Out |
| 3/24/2023 | Davenport Speedway - Davenport, IA Thaw Brawl Dirt Super Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Postponed |
| 3/25/2023 | Davenport Speedway - Davenport, IA Thaw Brawl Dirt Super Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Postponed |
| 3/30/2023 | Lucas Oil Speedway - Wheatland, MO PRACTICE Spring Nationals Dirt Super Late Models: Lucas Oil MLRA | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 3/31/2023 | Farmer City Raceway - Farmer City, IL World of Outlaws Illini 100 Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Pro Late Models | Rain Out |
| 3/31/2023 | Lucas Oil Speedway - Wheatland, MO 10th Annual MLRA Spring Nationals Day #1 Dirt Super Late Models: Lucas Oil MLRA Vintage Full Body Stock Cars, USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 4/1/2023 | Farmer City Raceway - Farmer City, IL World of Outlaws Illini 100 Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds | Rain Out |
| 4/1/2023 | Lucas Oil Speedway - Wheatland, MO 10th Annual MLRA Spring Nationals Day #2 Dirt Super Late Models: Lucas Oil MLRA Vintage Full Body Stock Cars, USRA B-Mods, USRA Stock Cars | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 4th | - |
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| 4/13/2023 | Davenport Speedway - Davenport, IA Lucas Oil MLRA | $5,000 to Win Dirt Super Late Models: Lucas Oil MLRA IMCA Late Models, IMCA Northern SportMod | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 14th (DNF) |
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| 4/14/2023 | 34 Raceway - West Burlington, IA Prelude to the Slocum | $5,000 to Win Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 4/15/2023 | 34 Raceway - West Burlington, IA Slocum 50 | $10,555 to Win Dirt Super Late Models: Lucas Oil MLRA 305 Sprints - Winged, Stock Cars | Rain Out |
| 4/18/2023 | Eldora Speedway - Rossburg, OH Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar UMP Modifieds, Super Stocks | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 4/19/2023 | Brownstown Speedway - Brownstown, IN Dirt Super Late Models: Castrol FloRacing Night in America | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 10th |
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| 4/20/2023 | 411 Motor Speedway - Seymour, TN World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Economy Late Models, Asphalt Mini Stock, Crown Vic | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 14th |
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| 4/21/2023 | Talladega Short Track - Eastaboga, AL World of Outlaws Late Models 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models: World of Outlaws - Late Models CRUSA Modified Sportsman | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | - | - |
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| 4/22/2023 | Talladega Short Track - Eastaboga, AL World of Outlaws Late Models 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models, Sport Compact | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 14th |
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| 4/28/2023 | Brownstown Bullring - Brownstown, IL $5,000-To-Win MARS Super Late Models; $2,000-To-Win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series Dirt Super Late Models, DIRTcar UMP Modifieds, Factory Stocks, B Modifieds, DIRTcar 4 Cylinders | Results | | Brandon Sheppard (DIRTcar Late Models) | 2nd | - | - | 2nd |
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| 4/29/2023 | Fairbury Speedway - Fairbury, IL $5,000-To-Win MARS Super Late Models; $2,000-To-Win MARS Modifieds DIRTcar Late Models: MARS - Midwest Auto Racing Series Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Street Stocks | Results | | Brandon Sheppard (DIRTcar Late Models) | 2nd | - | - | 2nd |
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| 4/30/2023 | Red Hill Raceway - Sumner, IL $5,000-To-Win MARS Super Late Models DIRTcar Late Models: MARS - Midwest Auto Racing Series Dirt Super Late Models, DIRTcar UMP Modifieds, Stock Cars | Results | | Brandon Sheppard (DIRTcar Late Models) | 1st | - | - | 1st |
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| 5/4/2023 | Mississippi Thunder Speedway - Fountain City, WI World of Outlaws Dairyland Showdown Dirt Super Late Models: World of Outlaws - Late Models USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | - |
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| 5/6/2023 | Mississippi Thunder Speedway - Fountain City, WI World of Outlaws Dairyland Showdown Dirt Super Late Models: World of Outlaws - Late Models USRA Modifieds | Rain Out |
| 5/10/2023 | Spoon River Speedway - Canton, IL Illinois Speedweek Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 8th |
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| 5/11/2023 | Lincoln Speedway - Lincoln, IL Illinois Speedweek Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 5/12/2023 | Farmer City Raceway - Farmer City, IL Farmer City 74 Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 1st |
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| 5/13/2023 | Fairbury Speedway - Fairbury, IL FALS Spring Shootout Presented by Titan Industries Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 3rd |
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| 5/16/2023 | Marshalltown Speedway - Marshalltown, IA Castrol FloRacing Night in America plus $1,000.00 to Win IMCA Modifieds and $750.00 IMCA Stock Cars Dirt Super Late Models: Castrol FloRacing Night in America IMCA Modified, IMCA Stock Car | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 11th |
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| 5/17/2023 | Davenport Speedway - Davenport, IA Dirt Super Late Models: Castrol FloRacing Night in America IMCA Modified | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 9th |
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| 5/19/2023 | Marion Center Speedway - Marion Center, PA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 5/20/2023 | Port Royal Speedway - Port Royal, PA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Rain Out |
| 5/23/2023 | Stateline Speedway - Busti, NY World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 12th |
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| 5/25/2023 | Sharon Speedway - Hartford, OH World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models RUSH Wingless Sprints | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 5/26/2023 | Sharon Speedway - Hartford, OH World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models RUSH Sportsman Modified | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 5/27/2023 | Sharon Speedway - Hartford, OH World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 14th |
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| 5/31/2023 | Florence Speedway - Walton, KY Dirt Super Late Models: Castrol FloRacing Night in America A Modifieds, 604 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 11th |
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| 6/1/2023 | Farmer City Raceway - Farmer City, IL Illini 100 Dirt Super Late Models: World of Outlaws - Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 9th |
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| 6/2/2023 | Tri City Speedway - Granite City, IL World of Outlaws Late Models 410 Sprints - Winged: MOWA-Midwest Open Wheel Association Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 10th |
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| 6/3/2023 | Paducah International Raceway - Paducah, KY World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Late Models, DIRTcar UMP Modifieds, CRUSA Street Stocks | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 5th |
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| 6/8/2023 | Eldora Speedway - Rossburg, OH DLM Dream XXIX Dirt Super Late Models, DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | - |
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| 6/9/2023 | Eldora Speedway - Rossburg, OH DLM Dream XXIX Dirt Super Late Models, DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | - |
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| 6/10/2023 | Eldora Speedway - Rossburg, OH DLM Dream XXIX Dirt Super Late Models, DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | 1st | 16th |
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| 6/12/2023 | Kokomo Speedway - Kokomo, IN XR Super Series $100,000-to-WIN Dirt Super Late Models: XR Super Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 2nd |
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| 6/17/2023 | Fairbury Speedway - Fairbury, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Street Stocks, Snow - SOO 600 | Results | | Brandon Sheppard (DIRTcar Late Models) | 1st | - | - | 5th |
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| 6/23/2023 | 81 Speedway - Park City, KS World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Stock Cars, USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | - |
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| 6/24/2023 | 81 Speedway - Park City, KS World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models B Modifieds, Hornets | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 25th |
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| 6/25/2023 | Off Road Speedway - Norfolk, NE World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Hobby Stocks | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 6/27/2023 | Mason City Motor Speedway - Mason City, IA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models USRA B-Mods, USRA Hobby Stocks | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 3rd |
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| 6/28/2023 | Red River Valley Speedway - West Fargo, ND World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models IMCA Northern SportMod | Postponed |
| 6/29/2023 | Red River Valley Speedway - West Fargo, ND World of Outlaws Late Models with IMCA Sport Mods Dirt Super Late Models: World of Outlaws - Late Models IMCA Northern SportMod | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | 10th |
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| 6/30/2023 | River Cities Speedway - Grand Forks, ND World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 7/1/2023 | I-94 Speedway - Fergus Falls, MN World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Street Stock: Street Stock Tour WISSOTA Midwest Mods | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 2nd |
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| 7/6/2023 | Deer Creek Speedway - Spring Valley, MN NAPA Auto Parts Gopher 50 Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series A Modifieds, USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 7/7/2023 | Deer Creek Speedway - Spring Valley, MN NAPA Auto Parts Gopher 50 Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series A Modifieds, USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 12th |
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| 7/8/2023 | Deer Creek Speedway - Spring Valley, MN NAPA Auto Parts Gopher 50 Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series A Modifieds, USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 3rd |
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| 7/10/2023 | Dubuque Fairgrounds Speedway - Dubuque, IA Key City Clash featuring XR Super Series Late Models Dirt Super Late Models: XR Super Series DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 7/14/2023 | Ponderosa Speedway - Junction City, KY World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Pro Late Model | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 7/15/2023 | Brownstown Speedway - Brownstown, IN World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds | Rain Out |
| 7/20/2023 | Huset's Speedway - Brandon, SD Go 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series Street Stocks | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 6th |
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| 7/21/2023 | Huset's Speedway - Brandon, SD 13th Annual Silver Dollar Nationals - Prelim Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Limited Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | - |
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| 7/22/2023 | Huset's Speedway - Brandon, SD 13th Annual Silver Dollar Nationals Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Limited Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 1st |
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| 7/23/2023 | Off Road Speedway - Norfolk, NE XR Super Series Practice Dirt Super Late Models: XR Super Series | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 7/24/2023 | Off Road Speedway - Norfolk, NE XR Super Series $5,000-to-WIN x2 Dirt Super Late Models: XR Super Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | - |
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| 7/25/2023 | Off Road Speedway - Norfolk, NE XR Super Series $100,000-to-WIN Dirt Super Late Models: XR Super Series | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | 1st | 4th |
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| 7/28/2023 | Fairbury Speedway - Fairbury, IL World of Outlaws Prairie Dirt Classic Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | - |
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| 7/29/2023 | Fairbury Speedway - Fairbury, IL World of Outlaws Prairie Dirt Classic Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 4th |
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| 8/1/2023 | Boone Speedway - Boone, IA World of Outlaws Hawkeye 100 Dirt Super Late Models: World of Outlaws - Late Models IMCA Stock Car | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | - | 15th |
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| 8/3/2023 | Cedar Lake Speedway - New Richmond, WI World of Outlaws USA Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 8/4/2023 | Cedar Lake Speedway - New Richmond, WI World of Outlaws USA Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 7th |
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| 8/5/2023 | Cedar Lake Speedway - New Richmond, WI World of Outlaws USA Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 5th |
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| 8/7/2023 | Gondik Law Speedway - Superior, WI XR Super Series $20,000-to-WIN Dirt Super Late Models: XR Super Series A Modifieds, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 1st | 9th |
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| 8/17/2023 | Batesville Motor Speedway - Locust Grove, AR Practice Night Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 8/18/2023 | Batesville Motor Speedway - Locust Grove, AR 31st Annual COMP Cams Topless 100 Presented by Nutrien Ag Solutions Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) DIRTcar UMP Modifieds, IMCA Modified | Results | | Brandon Sheppard (Dirt Super Late Models) | 5th | - | 2nd | 15th |
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| 8/19/2023 | Batesville Motor Speedway - Locust Grove, AR 31st Annual COMP Cams Topless 100 Presented by Nutrien Ag Solutions Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) DIRTcar UMP Modifieds, IMCA Modified | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 21st |
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| 8/24/2023 | Davenport Speedway - Davenport, IA Quad Cities 150 Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets Dirt Super Late Models: World of Outlaws - Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 8/25/2023 | Davenport Speedway - Davenport, IA World of Outlaws Quad Cities 150 Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets Dirt Super Late Models: World of Outlaws - Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 8/25/2023 | Port Royal Speedway - Port Royal, PA The Rumble by the River Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 8/26/2023 | Davenport Speedway - Davenport, IA World of Outlaws Quad Cities 150 Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets Dirt Super Late Models: World of Outlaws - Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 1st |
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| 8/26/2023 | Port Royal Speedway - Port Royal, PA The Rumble by the River Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 9/1/2023 | Mississippi Thunder Speedway - Fountain City, WI End of Summer Bash Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, WISSOTA Late Model | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 1st |
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| 9/2/2023 | Deer Creek Speedway - Spring Valley, MN Labor Day Duel Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, USRA B-Mods, USRA Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 9/2/2023 | Portsmouth Raceway Park - Portsmouth, OH River Days Rumble Presented by Pepsi Dirt Super Late Models: Lucas Oil Late Model Dirt Series Economy Late Models, Limited Sport Mod | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 9/7/2023 | Eldora Speedway - Rossburg, OH 53rd annual World 100 Dirt Super Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | - | - |
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| 9/8/2023 | Eldora Speedway - Rossburg, OH 53rd annual World 100 Dirt Super Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | - |
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| 9/9/2023 | Eldora Speedway - Rossburg, OH 53rd annual World 100 Dirt Super Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 10th |
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| 9/12/2023 | Fairbury Speedway - Fairbury, IL Fourth Annual One For The Road Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 7th |
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| 9/14/2023 | Knoxville Raceway - Knoxville, IA Lucas Oil Late Model Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 9th |
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| 9/15/2023 | Knoxville Raceway - Knoxville, IA Lucas Oil Late Model Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 8th |
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| 9/16/2023 | Knoxville Raceway - Knoxville, IA Lucas Oil Late Model Nationals Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Limited Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 10th |
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| 9/27/2023 | Tyler County Speedway - Middlebourne, WV Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 9/29/2023 | Atomic Speedway - Chillicothe, OH Atomic World of Outlaw Late Models, FireWorks!! Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, Masters Legends | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 14th |
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| 9/30/2023 | Atomic Speedway - Chillicothe, OH Atomic Fireball 50, World of Outlaw Late Models, FireWorks!! Dirt Super Late Models: World of Outlaws - Late Models 305 Sprints - Winged, B Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 5th |
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| 10/6/2023 | Brownstown Speedway - Brownstown, IN Hoosier Dirt Classic Dirt Super Late Models: World of Outlaws - Late Models with Iron-Man Late Model Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 2nd | - | - | 17th |
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| 10/7/2023 | Fairbury Speedway - Fairbury, IL World of Outlaws FALS Frenzy Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Late Models: MARS - Midwest Auto Racing Series DIRTcar UMP Modifieds, Dirt Late Models, Pro Late Model | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 4th |
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| 10/12/2023 | Tri-County Race Track - Brasstown, NC FK Rod Ends Tarheel 53 Dirt Super Late Models: Castrol FloRacing Night in America Hornets, 602 Crate Late Models | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 10/14/2023 | Senoia Raceway - Senoia, GA World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Rain Out |
| 10/15/2023 | Rome Speedway - Rome, GA World of Outlaws Super Late Models Rome Showdown Season Finale Dirt Super Late Models: World of Outlaws - Late Models B Modifieds, Hornets, 602 Crate Late Models, 604 Crate Late Models | Canceled |
| 10/20/2023 | Eldora Speedway - Rossburg, OH 43rd Annual Dirt Track World Championship - Prelim Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds: Iron-Man Modified Series Dirt Late Models: Steel Block Late Model Series DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 10/21/2023 | Eldora Speedway - Rossburg, OH 43rd Annual Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models: Steel Block Late Model Series DIRTcar UMP Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 3rd | - | - | 1st |
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| 11/1/2023 | The Dirt Track at Charlotte - Concord, NC World of Outlaws World Finals 410 Sprints - Winged: World of Outlaws with World Finals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | - |
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| 11/2/2023 | The Dirt Track at Charlotte - Concord, NC World of Outlaws World Finals 410 Sprints - Winged: World of Outlaws with World Finals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 7th | - | 7th | 21st |
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| 11/3/2023 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws with World Finals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 4th | - | 15th | 19th |
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| 11/4/2023 | The Dirt Track at Charlotte - Concord, NC World of Outlaws World Finals 410 Sprints - Winged: World of Outlaws with World Finals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series | Results | | Brandon Sheppard (Dirt Super Late Models) | 6th | - | 3rd | 13th |
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| 11/10/2023 | Senoia Raceway - Senoia, GA 3rd Annual Peach State Classic Dirt Super Late Models: Castrol FloRacing Night in America | Rain Out |
| 11/11/2023 | Senoia Raceway - Senoia, GA 3rd Annual Peach State Classic Dirt Super Late Models: Castrol FloRacing Night in America | Rain Out |
| 12/15/2023 | The Dome at America's Center - St. Louis, MO Dirt Super Late Models, DIRTcar UMP Modifieds, A Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 12/16/2023 | The Dome at America's Center - St. Louis, MO Dirt Super Late Models, DIRTcar Late Models, DIRTcar UMP Modifieds, A Modifieds | Results | | Brandon Sheppard (Dirt Super Late Models) | - | - | - | 1st |
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