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| 4/7/2023 | US 36 Raceway - Osborn, MO World of Outlaws Show 410 Sprints - Winged: World of Outlaws with POWRi 410 Outlaw Sprint Series USRA B-Mods | Results | | Tim Estenson (410 Sprints - Winged) | 6th | - | - | 20th |
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| 4/8/2023 | Shelby County Speedway - Harlan, IA Shelby County Speedway - WEST 360 Sprints - Winged: Malvern Bank 360 Sprints Dirt Super Late Models: SLMR Late Model Series B Modifieds | Results | | Tim Estenson (360 Sprints - Winged) | 3rd | - | - | 11th |
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| 4/11/2023 | Lakeside Speedway - Kansas City, KS Heartland of America Showdown presented by Trackhouse 410 Sprints - Winged: Kubota High Limit Racing USRA B-Mods | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | - | 21st |
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| 4/14/2023 | Federated Auto Parts I-55 Raceway - Pevely, MO I-55 Outlaw Showdown 410 Sprints - Winged: World of Outlaws with POWRi 410 Outlaw Sprint Series Midgets: POWRi National Midgets with POWRi, Xtreme Outlaw Midgets | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | - | 23rd |
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| 4/15/2023 | Beaver Dam Raceway - Beaver Dam, WI Jim Wipperfurth Memorial with IRA 410 Sprints 410 Sprints - Winged: IRA Interstate Racing Association Pro Legends: Midwest Legends Dirt Series Street Stocks | Results | | Tim Estenson (410 Sprints - Winged) | 3rd | - | - | 2nd |
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| 4/23/2023 | Thayer County Speedway - Deshler, NE 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series Stock Cars: Dirt Crown | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | - | - | 3rd |
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| 4/25/2023 | 34 Raceway - West Burlington, IA High Limits Racing Series 410 Sprints - Winged: Kubota High Limit Racing 305 Sprints - Winged | Results | | Tim Estenson (410 Sprints - Winged) | 10th | - | - | - |
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| 5/5/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Tim Estenson (410 Sprints - Winged) | 3rd | - | - | 5th |
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| 5/6/2023 | Highland Speedway - Highland, IL Mowa Sprint Cars 410 Sprints - Winged: MOWA-Midwest Open Wheel Association DIRTcar UMP Modifieds, Winged Outlaw, B Modifieds, Street Stocks | Results | | Tim Estenson (410 Sprints - Winged) | 4th | - | - | 6th |
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| 5/13/2023 | Off Road Speedway - Norfolk, NE 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series Hobby Stocks, Stock Cars | Results | | Tim Estenson (360 Sprints - Winged) | 1st | - | - | 1st |
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| 5/20/2023 | Knoxville Raceway - Knoxville, IA Jersey Freeze/Dennison Racing Tees 360 Sprints - Winged, 410 Sprints - Winged, 305 Sprints - Winged | Results | | Tim Estenson (410 Sprints - Winged) | 6th | - | 7th | - |
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| 5/21/2023 | Huset's Speedway - Brandon, SD Spartan ER Night 360 Sprints - Winged, 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 1st | - | - | 14th (DNF) |
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| 5/26/2023 | Lakeside Speedway - Kansas City, KS 360 Sprints - Winged: ASCS National Midgets, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Tim Estenson (360 Sprints - Winged) | 9th | - | 7th | - |
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| 5/27/2023 | I-90 Speedway - Hartford, SD Northern Outlaw Sprints + RPM Race Series 410 Sprints - Winged, 305 Sprints - Winged, Street Stocks, USRA B-Mods, USRA Hobby Stocks | Results | | Tim Estenson (410 Sprints - Winged) | 2nd | - | - | 1st |
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| 5/28/2023 | Huset's Speedway - Brandon, SD Ace Ready Mix Night 410 Sprints - Winged: Northern Outlaw Sprint Association 360 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 3rd | - | - | 24th (DNF) |
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| 5/29/2023 | Huset's Speedway - Brandon, SD Myrl & Roy's Paving Night Ben Nothdurft Memorial- presented by Bargain Barn Tire Center 410 Sprints - Winged: Northern Outlaw Sprint Association Dirt Late Models: Tri-State Late Models 360 Sprints - Winged, Dirt Super Late Models, IMCA RaceSaver Sprint Car, WISSOTA Late Model | Results | | Tim Estenson (410 Sprints - Winged) | 8th (DNF) | - | 5th | - |
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| 6/2/2023 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: World of Outlaws WISSOTA Late Model | Results | | Tim Estenson (410 Sprints - Winged) | 9th (DNF) | - | 1st | 16th (DNF) |
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| 6/3/2023 | Ogilvie Raceway - Ogilvie, MN World of Outlaws Sprint Car Night 410 Sprints - Winged: World of Outlaws Winged A-Class, WISSOTA Midwest Mods | Results | | Tim Estenson (410 Sprints - Winged) | 6th | - | - | 21st (DNF) |
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| 6/6/2023 | Eagle Raceway - Eagle, NE 410 Sprints - Winged: Kubota High Limit Racing Midgets, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 7th | - | 10th | - |
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| 6/11/2023 | Huset's Speedway - Brandon, SD Frankman Motor Company Night presented by Harvey's Roofing 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 2nd | - | - | 8th |
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| 6/12/2023 | Park Jefferson International Speedway - Jefferson, SD 360 Sprint Cars Compacts, Hobby's, SP Mod, Stock Car, A Mod 360 Sprints - Winged: Malvern Bank 360 Sprints with Midwest Sprint Touring Series A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tim Estenson (360 Sprints - Winged) | 5th | - | - | 8th |
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| 6/16/2023 | Jackson Motorplex - Jackson, MN Border Battle - Merle Johnson Memorial $10,000 to win $1,000 to start 410 Sprints - Winged, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 6th | - | - | 13th |
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| 6/18/2023 | Huset's Speedway - Brandon, SD Goodin Company presents the Border Battle - $10,000 to win presented by Cressman Sanitation 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 4th | - | - | 22nd (DNF) |
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| 6/21/2023 | Huset's Speedway - Brandon, SD BillionAuto.com Huset's High Bank Nationals presented by MENARDS - WoO NOS Energy Drink Sprint Cars 410 Sprints - Winged: World of Outlaws | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | - | 23rd (DNF) |
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| 6/22/2023 | Huset's Speedway - Brandon, SD BillionAuto.com Huset's High Bank Nationals presented by MENARDS - WoO NOS Energy Drink Sprint Cars 410 Sprints - Winged: World of Outlaws | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | 20th | - |
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| 6/23/2023 | Huset's Speedway - Brandon, SD BillionAuto.com Huset's High Bank Nationals presented by MENARDS - WoO NOS Energy Drink Sprint Cars 410 Sprints - Winged: World of Outlaws | Results | | Tim Estenson (410 Sprints - Winged) | 1st | - | 11th | - |
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| 6/24/2023 | Huset's Speedway - Brandon, SD BillionAuto.com Huset's High Bank Nationals presented by MENARDS $250,000 to WIN 410 Sprints - Winged: World of Outlaws | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | 12th | - |
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| 6/30/2023 | Boone County Raceway - Albion, NE 360 Sprints - Winged: ASCS National Midgets, Dirt Late Models, Vintage Modifieds | Results | | Tim Estenson (360 Sprints - Winged) | 3rd | - | - | 21st |
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| 7/8/2023 | Wilmot Raceway - Wilmot, WI 410 Sprints - Winged: World of Outlaws Lightning Sprints: IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Tim Estenson (410 Sprints - Winged) | 7th | - | 6th | - |
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| 7/13/2023 | I-94 Speedway - Fergus Falls, MN IRA VS. NOSA Challenge 410 Sprints - Winged: IRA Interstate Racing Association Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | - | 20th (DNF) |
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| 7/14/2023 | River Cities Speedway - Grand Forks, ND Buffalo Wild Wings King of the Wing Night 1 410 Sprints - Winged: IRA Interstate Racing Association Lightning Sprints: POWRi Minn-Kota Lightning Sprints 305 Sprints - Winged, Non-Winged Sprints, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 2nd | - | - | 14th |
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| 7/15/2023 | River Cities Speedway - Grand Forks, ND Buffalo Wild Wings King of the Wings Night 2 410 Sprints - Winged: IRA Interstate Racing Association Lightning Sprints: POWRi Minn-Kota Lightning Sprints 360 Sprints - Non-Winged, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 1st | 4th | - | 13th |
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| 7/16/2023 | Huset's Speedway - Brandon, SD Huset's Hall of Fame Night 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 5th | - | - | 13th |
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| 7/18/2023 | Rapid Speedway - Rock Rapids, IA Lyon County Fair Race, LMSS, 305 Sprints, & MSTS 360s 360 Sprints - Winged: Midwest Sprint Touring Series DIRTcar Late Models, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | - | - | 5th |
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| 7/22/2023 | 81 Speedway - Park City, KS 360 Sprints - Winged: ASCS National with ASCS Sooner Region Midgets, Winged Outlaw, B Modifieds, Street Stocks | Results | | Tim Estenson (360 Sprints - Winged) | 5th | - | - | 9th |
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| 7/27/2023 | Dacotah Speedway - Mandan, ND | Results | | Tim Estenson (Semi-Pro Legends) | - | - | - | - |
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| 7/29/2023 | Wilmot Raceway - Wilmot, WI IRA Founders Night 410 Sprints - Winged: IRA Interstate Racing Association Lightning Sprints: IRA Lightning Sprints Non Wing Crate Sprints: Wisconsin wingLESS Sprints | Results | | Tim Estenson (410 Sprints - Winged) | 1st | 1st | - | 4th |
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| 7/30/2023 | Huset's Speedway - Brandon, SD Nordstrom's Automotive Night 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 3rd | - | - | 10th |
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| 8/15/2023 | Huset's Speedway - Brandon, SD Northwest Tire High Limit Sprint Car Series presented by Bank Midwest! 410 Sprints - Winged: Kubota High Limit Racing Street Stocks | Results | | Tim Estenson (410 Sprints - Winged) | 7th | - | 12th | - |
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| 8/17/2023 | Jackson Motorplex - Jackson, MN 45th annual AGCO Jackson Nationals powered by Fendt - World of Outlaws NOS Energy Drink Sprint Cars 410 Sprints - Winged: World of Outlaws IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 9th | - | 9th | - |
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| 8/18/2023 | Jackson Motorplex - Jackson, MN 45th annual AGCO Jackson Nationals powered by Fendt - World of Outlaws NOS Energy Sprint Cars 410 Sprints - Winged: World of Outlaws IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 8th | - | 7th | - |
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| 8/19/2023 | Jackson Motorplex - Jackson, MN 45th annual AGCO Jackson Nationals powered by Fendt - World of Outlaws NOS Energy Sprint Cars 410 Sprints - Winged: World of Outlaws Non Wing Crate Sprints | Results | | Tim Estenson (410 Sprints - Winged) | 9th | - | 8th | - |
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| 8/25/2023 | River Cities Speedway - Grand Forks, ND 410 Sprints - Winged: World of Outlaws WISSOTA Late Model | Results | | Tim Estenson (410 Sprints - Winged) | 7th | - | 1st | 18th (DNF) |
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| 8/26/2023 | Red River Valley Speedway - West Fargo, ND 410 Sprints - Winged: World of Outlaws IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 3rd | - | - | 16th |
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| 8/27/2023 | Huset's Speedway - Brandon, SD Royal River Casino Night 410 Sprints - Winged, Street Stocks, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 1st | - | - | 5th |
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| 9/2/2023 | Huset's Speedway - Brandon, SD Bull Haulers Brawl- Presented by Folkens Brothers Trucking 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 410 Sprints - Winged | Results | | Tim Estenson (410 Sprints - Winged) | 8th (DNF) | - | - | 21st (DNF) |
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| 9/3/2023 | Huset's Speedway - Brandon, SD Bull Haulers Brawl- Presented by Folkens Brothers Trucking 360 Sprints - Winged: Midwest Sprint Touring Series with Midwest Power Series 410 Sprints - Winged, Street Stocks | Results | | Tim Estenson (410 Sprints - Winged) | 1st | - | - | 8th |
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| 9/8/2023 | Shelby County Speedway - Harlan, IA 410 Sprints - Winged, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 3rd | - | - | 5th |
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| 9/9/2023 | Shelby County Speedway - Harlan, IA 410 Sprints - Winged, IMCA RaceSaver Sprint Car | Results | | Tim Estenson (410 Sprints - Winged) | 1st | - | - | 1st |
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| 9/14/2023 | Lucas Oil Speedway - Wheatland, MO 13th Annual ASCS/WAR Jesse Hockett/Daniel McMillin Memorial 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints | Results | | Tim Estenson (360 Sprints - Winged) | 4th | - | - | 18th |
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| 9/16/2023 | Lucas Oil Speedway - Wheatland, MO 13th Annual ASCS/WAR Jesse Hockett/Daniel McMillin Memorial 360 Sprints - Winged: ASCS National with ASCS Warrior Region Non-Winged Sprints: POWRi WAR Sprints Winged Outlaw | Results | | Tim Estenson (360 Sprints - Winged) | - | - | - | - |
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| 9/17/2023 | Lucas Oil Speedway - Wheatland, MO Hockett/McMillin Memorial Finale 360 Sprints - Winged: ASCS National Non-Winged Sprints: POWRi WAR Sprints Winged Outlaw | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | - | - | 4th |
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| 9/22/2023 | Lee County Speedway - Donnellson, IA Sprint Invaders Lee County 360 Sprints - Winged: Sprint Invaders Limited Modified: HART Limited Modified Series Dirt Mini Trucks | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | 1st | - | 20th |
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| 9/29/2023 | Beatrice Speedway - Beatrice, NE 360 Sprints - Winged: Malvern Bank 360 Sprints with Nebraska 360 sprints IMCA RaceSaver Sprint Car: URSS-United Rebel Sprint Series Hobby Stocks, Sport Compact | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | - | - | 2nd |
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| 10/6/2023 | Texarkana 67 Speedway - Texarkana, AR COMP Cams Short Track Nationals 360 Sprints - Winged: ASCS National with ASCS Mid-South Region Midgets | Postponed |
| 10/14/2023 | Lakeside Speedway - Kansas City, KS 410 Sprints - Winged: World of Outlaws USRA Stock Cars | Results | | Tim Estenson (410 Sprints - Winged) | 8th | - | 8th | - |
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| 10/26/2023 | Texarkana 67 Speedway - Texarkana, AR 16th ANNUAL RALPH HENSON MEMORIAL 360 Sprints - Winged: ASCS Mid-South Region | Rain Out |
| 10/31/2023 | Cherokee Speedway - Gaffney, SC Prelude to the Finals Dirt Super Late Models: XR Workin' Man Series 410 Sprints - Winged, Stock Cars, Dirt Big Block Modifieds | Results | | Tim Estenson (410 Sprints - Winged) | 2nd | - | - | 14th |
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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 604 Crate Late Models | Results | | Tim Estenson (410 Sprints - Winged) | - | - | - | - |
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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 604 Crate Late Models | Results | | Tim Estenson (410 Sprints - Winged) | 12th | - | - | - |
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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 604 Crate Late Models | Results | | Tim Estenson (410 Sprints - Winged) | 13th | - | - | - |
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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 604 Crate Late Models | Results | | Tim Estenson (410 Sprints - Winged) | 11th | - | - | - |
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| 11/10/2023 | Central Arizona Raceway - Casa Grande, AZ 360 Sprints - Winged: ASCS Southwest Region Pure Stock, IMCA Hobby Stock | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | - | - | 19th |
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| 11/11/2023 | Central Arizona Raceway - Casa Grande, AZ 360 Sprints - Winged: ASCS Southwest Region Pure Stock, IMCA Hobby Stock | Results | | Tim Estenson (360 Sprints - Winged) | 1st | - | - | 6th |
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| 11/22/2023 | Merced Speedway - Merced, CA USAC National Midgets 360 Sprints - Winged, Midgets | Results | | Tim Estenson (360 Sprints - Winged) | 2nd | - | - | 18th |
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