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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 | | Tony Jackson Jr (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 | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 21st (DNF) |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 9th (DNF) | - | 3rd | 23rd (DNF) |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 11th |
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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 | | Tony Jackson Jr (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 | | Tony Jackson Jr (Dirt Super Late Models) | 4th | - | 4th | 6th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 6th | - | 4th | 12th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 7th | - | 1st | 25th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 4th | - | 5th | - |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 3rd | - | - | 16th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 12th | - | 10th | - |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 6th | - | 2nd | 20th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 6th | - | 4th | - |
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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 | | Tony Jackson Jr (DIRTcar Pro Late Models) | DNS | - | DNS | - |
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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 | | Tony Jackson Jr (DIRTcar Pro Late Models) | 4th | - | 1st | 25th (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 | | Tony Jackson Jr (Dirt Super Late Models) | 5th | - | 2nd | 12th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 5th | - | 2nd | 17th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 19th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | - | - | - | 29th |
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| 3/20/2021 | Brownstown Speedway - Brownstown, IN Indiana Icebreaker (Finished on 9/23/21) Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | - |
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| 4/2/2021 | Poplar Bluff Motorsports Park - Poplar Bluff, MO COMP Cams Super Dirt Series Dirt Late Models | Results | | Tony Jackson Jr (Dirt Late Models) | 2nd | - | - | 2nd |
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| 4/3/2021 | Legit Speedway Park - West Plains, MO COMP Cams Super Dirt Series Hobby Stocks, A Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod, Super Stocks | Results | | Tony Jackson Jr (Dirt Late Models) | 2nd | - | - | 20th |
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| 4/8/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Spring Nationals Dirt Super Late Models: Lucas Oil MLRA USRA Modifieds, USRA Stock Cars | Results | | Tony Jackson Jr (Dirt Super Late Models) | - | - | - | - |
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| 4/13/2021 | I-80 Speedway - Greenwood, NE Tuesday Tickler with Lucas Oil MLRA Dirt Super Late Models: Lucas Oil MLRA A Modifieds, Dirt Late Models | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 1st |
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| 4/14/2021 | Stuart Speedway - Stuart, IA Lucas Oil MLRA Late Models Dirt Super Late Models: Lucas Oil MLRA IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tony Jackson Jr (Dirt Super Late Models) | 5th | - | 15th | 11th |
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| 4/15/2021 | Davenport Speedway - Davenport, IA Annual Event Dirt Super Late Models: Lucas Oil MLRA | Results | | Tony Jackson Jr (Dirt Super Late Models) | 9th | - | 11th | 8th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 4th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 5/14/2021 | Davenport Speedway - Davenport, IA Annual Event Dirt Super Late Models: Lucas Oil MLRA | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 5/25/2021 | Tri City Speedway - Granite City, IL Castrol FloRacing Late Model Night in America $10,000 with UMP Mods $1,500 Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 7th | | Tony Jackson Jr (DIRTcar Late Models) | 1st | - | - | 7th |
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| 5/27/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Cowboy Classic Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series USRA Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 13th |
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| 5/28/2021 | Lucas Oil Speedway - Wheatland, MO The Tribute to Don and Billie Gibson Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series USRA Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 22nd |
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| 5/29/2021 | Lucas Oil Speedway - Wheatland, MO 29th Annual Lucas Oil Show-Me 100 Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series USRA Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | - | - | 2nd | 17th |
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| 6/3/2021 | Maquoketa Speedway - Maquoketa, IA Annual Event Dirt Super Late Models: Lucas Oil MLRA Sportsmans, IMCA Modified, IMCA Northern SportMod, IMCA Sport Compact | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 1st |
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| 6/4/2021 | Mississippi Thunder Speedway - Fountain City, WI 13th Annual Rivercity Rumble Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods, USRA Modifieds, USRA Late Models | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 1st |
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| 6/5/2021 | Deer Creek Speedway - Spring Valley, MN 1st Annual Event Dirt Super Late Models: Lucas Oil MLRA USRA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Tony Jackson Jr (Dirt Super Late Models) | 6th | - | - | 10th |
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| 6/18/2021 | Salina Highbanks Speedway - Salina, OK 8th ANNUAL FREEDOM CLASSIC - MLRA Dirt Super Late Models: Lucas Oil MLRA A Modifieds, Street Stocks | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 1st |
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| 6/19/2021 | Salina Highbanks Speedway - Salina, OK 8th ANNUAL FREEDOM CLASSIC - MLRA Dirt Super Late Models: Lucas Oil MLRA Hobby Stocks, B Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 6/25/2021 | 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 | | Tony Jackson Jr (Dirt Super Late Models) | - | - | - | - |
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| 7/1/2021 | Davenport Speedway - Davenport, IA DIRTcar Summer Nationals Hell Tour DIRTcar Late Models: DIRTcar Summer Nationals A Modifieds, Street Stocks, Dirt Late Models | Results | | Tony Jackson Jr (DIRTcar Late Models) | 1st | - | - | 4th |
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| 7/2/2021 | 300 Raceway - Farley, IA 2nd Annual Event Dirt Super Late Models: Lucas Oil MLRA Stock Cars, A Modifieds, B Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | 3rd | - | - | 6th |
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| 7/3/2021 | 34 Raceway - West Burlington, IA Lucas Oil MLRA Dirt Super Late Models: Lucas Oil MLRA Stock Cars, A Modifieds, 2WD Trucks, Sport Compact | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 5th |
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| 7/17/2021 | Lucas Oil Speedway - Wheatland, MO 15th Annual Diamond Nationals Dirt Super Late Models: Lucas Oil MLRA with Lucas Oil Late Model Dirt Series USRA Modifieds, USRA Stock Cars | Results | | Tony Jackson Jr (Dirt Super Late Models) | 7th | - | DNS | 13th |
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| 7/22/2021 | Springfield Raceway - Springfield, MO GREENLAWN FUNERAL HOMES PRESENTS DIRTcar SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals Midwest Modifieds, Dirt Late Models, Limited Sport Mod, USRA B-Mods | Results | | Tony Jackson Jr (DIRTcar Late Models) | 1st | - | - | 20th |
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| 8/6/2021 | Humboldt Speedway - Humboldt, KS USMTS $10,000 to win + Humboldt Speedway Weekly Racing Series A Modifieds: USMTS - United States Modified Touring Series Factory Stocks, Midwest Modifieds, USRA B-Mods, USRA Tuners | Results | | Tony Jackson Jr (A Modifieds) | 8th | - | 19th | - |
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| 8/7/2021 | Lucas Oil Speedway - Wheatland, MO 12th Annual USMTS Slick Mist Show-Me Shootout Presented by Foley Equipment A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Tony Jackson Jr (A Modifieds) | 6th | - | 18th | - |
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| 8/14/2021 | Lake Ozark Speedway - Eldon, MO 1st Annual Lucas Oil MLRA Battle at the Beach Dirt Super Late Models: Lucas Oil MLRA Midwest Modifieds, Super Stocks, USRA B-Mods | Results | | Tony Jackson Jr (Dirt Super Late Models) | 1st | - | - | 5th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 3rd | - | - | 18th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | 3rd | - | - | 20th |
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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 | | Tony Jackson Jr (Dirt Super Late Models) | - | - | 1st | 24th |
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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 | | Tony Jackson Jr (DIRTcar Late Models) | 6th | - | 1st | 1st |
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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 | | Tony Jackson Jr (DIRTcar Late Models) | 6th | - | 1st | 4th | | Tony Jackson Jr (DIRTcar UMP Modifieds) | 2nd | - | - | - |
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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 | | Tony Jackson Jr (DIRTcar Late Models) | 1st | - | - | 3rd | | Tony Jackson Jr (DIRTcar UMP Modifieds) | - | - | - | - |
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| 10/1/2021 | Sycamore Speedway - Sycamore, IL The Harvest Hustle Night #1 Dirt Super Late Models: Lucas Oil MLRA | Results | | Tony Jackson Jr (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 10/2/2021 | Sycamore Speedway - Sycamore, IL The Harvest Hustle Night #2 Dirt Super Late Models: Lucas Oil MLRA | Rain Out |
| 10/6/2021 | Lucas Oil Speedway - Wheatland, MO Practice Night USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Tony Jackson Jr (USRA B-Mods) | - | - | - | - | | Tony Jackson Jr (USRA Modifieds) | - | - | - | - |
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| 10/7/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Summit USRA Nationals Presented by MyRacePass USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Tony Jackson Jr (USRA B-Mods) | 4th | - | - | 14th | | Tony Jackson Jr (USRA Modifieds) | 6th | - | 1st | 7th |
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| 10/8/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Summit USRA Nationals Presented by MyRacePass USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Tony Jackson Jr (USRA B-Mods) | 11th | - | DNS | - | | Tony Jackson Jr (USRA Modifieds) | 4th | - | - | 9th |
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| 10/9/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Summit USRA Nationals Presented by MyRacePass USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Tony Jackson Jr (USRA B-Mods) | - | - | DNS | - | | Tony Jackson Jr (USRA Modifieds) | - | - | 11th | - |
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| 10/16/2021 | Tri City Speedway - Granite City, IL 2nd Annual Event Dirt Super Late Models: Lucas Oil MLRA DIRTcar UMP Modifieds, B Modifieds | Results | | Tony Jackson Jr (Dirt Super Late Models) | 3rd | - | - | 5th |
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| 10/21/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Practice Night) Dirt Super Late Models, Factory Stocks, A Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Tony Jackson Jr (Dirt Super Late Models) | - | - | - | - |
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| 10/22/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Night 1) Dirt Super Late Models, Factory Stocks, A Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Tony Jackson Jr (Dirt Super Late Models) | 2nd | - | - | - |
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| 10/23/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Night 2) Dirt Super Late Models, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Tony Jackson Jr (Dirt Super Late Models) | - | - | - | 6th |
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| 11/20/2021 | Springfield Raceway - Springfield, MO CASEY'S PRESENTS TURKEY BOWL XV / HEATS & FEATURE Late Model , A Mod / B MAIN & A MAIN from Friday A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, USRA B-Mods | Results | | Tony Jackson Jr (Dirt Late Models) | 1st | - | - | 18th |
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