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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 | | Ashton Winger (Dirt Super Late Models) | 6th | - | 5th | - |
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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 | | Ashton Winger (Dirt Super Late Models) | 6th | - | 7th | - |
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| 1/25/2023 | East Bay Raceway Park - Tampa, FL Winternationals Practice: CRUSA Late Models & CRUSA Street Stocks CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Ashton Winger (CRUSA Dirt Late Models) | - | - | - | - |
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| 1/26/2023 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals - Night #1 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Ashton Winger (CRUSA Dirt Late Models) | 3rd | - | - | 4th |
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| 1/27/2023 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals - Night #2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Ashton Winger (CRUSA Dirt Late Models) | 2nd | - | - | 1st |
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| 1/28/2023 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals - Night #3 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Ashton Winger (CRUSA Dirt Late Models) | 1st | - | - | 1st |
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| 1/29/2023 | Ocala Speedway - Ocala, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Ashton Winger (Dirt Super Late Models) | 3rd | - | - | 3rd |
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| 1/30/2023 | Ocala Speedway - Ocala, FL Winter Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 2nd |
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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 | | Ashton Winger (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 | | Ashton Winger (Dirt Super Late Models) | 5th | - | DNS | - |
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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 | | Ashton Winger (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 | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 21st |
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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 | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 1st |
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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 | | Ashton Winger (Dirt Super Late Models) | 4th | - | 1st | 24th |
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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 | | Ashton Winger (Dirt Super Late Models) | 4th | - | 2nd | 11th |
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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 | | Ashton Winger (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 2/11/2023 | East Bay Raceway Park - Tampa, FL 47th Annual Wieland Winternationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar Late Models | Rain Out |
| 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 | | Ashton Winger (DIRTcar Late Models) | 4th | - | - | 12th |
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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 | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 20th |
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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 | | Ashton Winger (DIRTcar Late Models) | - | - | - | 2nd |
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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 | | Ashton Winger (Dirt Super Late Models) | 9th | - | DNS | - |
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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 | | Ashton Winger (Dirt Super Late Models) | 5th | - | 3rd | 14th |
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| 3/3/2023 | Swainsboro Raceway - Swainsboro, GA Schaeffer's Oil Spring Nationals Dirt Super Late Models: Schaeffer's Oil Southern Nationals | Results | | Ashton Winger (Dirt Super Late Models) | 3rd | - | - | 10th |
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| 3/4/2023 | Senoia Raceway - Senoia, GA Schaeffer's Oil Spring Nationals Dirt Super Late Models: Schaeffer's Oil Southern Nationals Hobby Stocks, Sportsmans, Street Stocks, Dirt Late Models, Pony Stock, Dirt Crate Late Models, Asphalt Bombers | Results | | Ashton Winger (Dirt Super Late Models) | 2nd | - | - | 10th (DNF) |
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| 3/10/2023 | Southern Raceway - Milton, FL Dirt Super Late Models: Southern All Stars Stock Cars, B Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models | Results | | Ashton Winger (Dirt Super Late Models) | - | - | - | 24th |
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| 3/11/2023 | Southern Raceway - Milton, FL Dirt Super Late Models: Southern All Stars B Modifieds, Vintage Full Body Stock Cars, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 24th |
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| 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 |
| 3/31/2023 | Buckshot Speedway - Clanton, AL Schaeffer's Oil Spring Nationals Dirt Super Late Models: Schaeffer's Oil Southern Nationals CRUSA Dirt Late Models | Results | | Ashton Winger (Dirt Super Late Models) | - | - | - | 15th |
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| 4/1/2023 | East Alabama Motor Speedway - Phenix City, AL Schaeffer's Oil Spring Nationals Dirt Super Late Models: Schaeffer's Oil Southern Nationals Factory Stocks, Hobby Stocks, Enduro, Dirt Crate Late Models, 602 Crate Late Models, 604 Crate Late Models |
| 4/7/2023 | All-Tech Raceway - Lake City, FL $20,000-To-Win HTF Super Dirt Series Dirt Super Late Models: Hunt The Front Super Dirt Series Street Stocks, CRUSA Dirt Late Models, Pure Stock | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 7th |
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| 4/15/2023 | Rome Speedway - Rome, GA Rome Speedway "Thunder in the Mountains" - $10,000 to Win CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Stock Cars, B Modifieds, Hornets, 602 Crate Late Models | Results | | Ashton Winger (CRUSA Dirt Late Models) | 2nd | - | - | 5th |
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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 | | Ashton Winger (Dirt Super Late Models) | 6th | - | 2nd | 13th |
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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 | | Ashton Winger (Dirt Super Late Models) | 7th | - | - | - |
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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 | | Ashton Winger (Dirt Super Late Models) | 5th | - | DNS | - |
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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 | | Ashton Winger (Dirt Super Late Models) | 6th | - | - | - |
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| 5/6/2023 | Batesville Motor Speedway - Locust Grove, AR Bad Boy 98 Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Midwest Modifieds, Dirt Late Models, Sport Compact, IMCA Modified, IMCA Stock Car | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 22nd |
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| 5/10/2023 | Spoon River Speedway - Canton, IL Illinois Speedweek Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar UMP Modifieds | Results | | Ashton Winger (Dirt Super Late Models) | 6th | - | 3rd | 10th |
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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 | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 11th |
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| 5/12/2023 | Magnolia Motor Speedway - Columbus, MS Governor's Cup Night One - $5,000-To-Win HTF Super Dirt Series Dirt Super Late Models: MSCCS with Hunt The Front Super Dirt Series Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Rain Out |
| 5/13/2023 | Magnolia Motor Speedway - Columbus, MS Governor's Cup Night Twp - $10,000-To-Win HTF Super Dirt Series Dirt Super Late Models: MSCCS with Hunt The Front Super Dirt Series Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | 7th (DNF) | - | DNS | - |
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| 5/27/2023 | All-Tech Raceway - Lake City, FL Harvey Jones Memorial CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Street Stocks, Vintage Modifieds, Pure Stock | Results | | Ashton Winger (CRUSA Dirt Late Models) | 3rd | - | - | 6th |
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| 6/3/2023 | Cochran Motor Speedway - Cochran, GA $10,000-To-Win HTF Super Dirt Series Dirt Super Late Models: Hunt The Front Super Dirt Series Sportsmans, Super Sports, Street Stocks, Dirt Late Models, Enduro, CRUSA Dirt Late Models, DIRTcar Sportsman Modifieds, Crown Vic, 602 Crate Late Models, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 19th |
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| 6/8/2023 | Eldora Speedway - Rossburg, OH DLM Dream XXIX Dirt Super Late Models, DIRTcar Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 5th |
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| 6/9/2023 | Eldora Speedway - Rossburg, OH DLM Dream XXIX Dirt Super Late Models, DIRTcar Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 2nd | - | - | 13th |
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| 6/10/2023 | Eldora Speedway - Rossburg, OH DLM Dream XXIX Dirt Super Late Models, DIRTcar Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 2nd | - | - | 15th |
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| 6/14/2023 | Peoria Speedway - Peoria, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 18th |
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| 6/15/2023 | Kankakee County Speedway - Kankakee, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Factory Stock, Snow - SOO 600, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Ashton Winger (DIRTcar Late Models) | 4th | - | - | 11th |
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| 6/16/2023 | Tri City Speedway - Granite City, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Limited Modified, Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 5th | - | 1st | 6th |
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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 | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 7th |
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| 6/18/2023 | Sycamore Speedway - Sycamore, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals Street Stocks, Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 7th |
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| 6/20/2023 | Moberly Motorsports Park - Moberly, MO DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 22nd |
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| 6/21/2023 | Davenport Speedway - Davenport, IA DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals IMCA Late Models, Snow - SOO 600, IMCA Northern SportMod | Results | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 1st |
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| 6/22/2023 | Spoon River Speedway - Canton, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Limited Modified | Canceled |
| 6/23/2023 | Brownstown Bullring - Brownstown, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Dirt Late Models, Snow - SOO 600, DIRTcar 4 Cylinders | Results | | Ashton Winger (DIRTcar Late Models) | 4th | - | DNS | 9th |
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| 6/24/2023 | Federated Auto Parts I-55 Raceway - Pevely, MO DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds, Dirt Late Models, Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 2nd |
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| 6/25/2023 | Lincoln Speedway - Lincoln, IL DIRTcar Summer Nationals Midgets: POWRi National Midgets with POWRi DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Dirt Late Models, Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 3rd |
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| 6/27/2023 | Springfield Raceway - Springfield, MO DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals Limited Sport Mod, Snow - SOO 600, POWRi Midwest Mods, POWRi B-Mod | Results | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 3rd |
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| 6/28/2023 | Adams County Speedway (IL) - Quincy, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Limited Modified: HART Limited Modified Series Snow - SOO 600 | Results | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 1st |
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| 6/29/2023 | Benton Speedway - Benton, MO DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks, Dirt Late Models | Results | | Ashton Winger (DIRTcar Late Models) | 3rd | - | - | 1st |
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| 6/30/2023 | Paducah International Raceway - Paducah, KY DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Factory Stocks, Mod Lites | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 2nd |
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| 7/1/2023 | Clarksville Speedway - Clarksville, TN DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Rain Out |
| 7/2/2023 | Lake Cumberland Speedway - Somerset, KY DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Postponed |
| 7/3/2023 | Lake Cumberland Speedway - Somerset, KY DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 1st |
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| 7/4/2023 | Tri City Speedway - Granite City, IL Summer Nationals #2 UMP LM $5k/Summit Mods $1500/B-Mods $1k(HART Series)/4cyl $300 plus Fireworks! DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Sport Compact, Limited Modified | Results | | Ashton Winger (DIRTcar Late Models) | 4th | - | - | 4th |
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| 7/5/2023 | Red Hill Raceway - Sumner, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Stock Cars, B Modifieds | Rain Out |
| 7/6/2023 | Macon Speedway - Macon, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 7th |
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| 7/7/2023 | Farmer City Raceway - Farmer City, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Street Stocks, DIRTcar Pro Late Models | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 5th |
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| 7/8/2023 | Highland Speedway - Highland, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 1st |
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| 7/9/2023 | Tri-State Speedway - Haubstadt, IN DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Ashton Winger (DIRTcar Late Models) | 2nd | - | - | 6th |
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| 7/13/2023 | Butler Speedway - Quincy, MI DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 13th |
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| 7/15/2023 | Oakshade Raceway - Wauseon, OH DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Factory Stocks | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 1st |
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| 7/16/2023 | Wayne County Speedway - Orrville, OH DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Super Stocks, Dirt Mini Stocks | Results | | Ashton Winger (DIRTcar Late Models) | 1st | - | - | 2nd |
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| 7/20/2023 | Senoia Raceway - Senoia, GA Dirt Super Late Models: Schaeffer's Southern Nationals Series with Schaeffer's Oil Southern Nationals Hobby Stocks, Sportsmans, Vintage Modifieds, 602 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | - | - | - | 1st |
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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 | | Ashton Winger (Dirt Super Late Models) | 5th | - | 4th | - |
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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 | | Ashton Winger (Dirt Super Late Models) | 4th | - | 2nd | 24th |
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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 | | Ashton Winger (Dirt Super Late Models) | - | - | 2nd | 22nd |
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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 | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 4th |
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| 8/8/2023 | Red Cedar Speedway - Menomonie, WI XR Working Man Series LM Special $10,000 to win Open LM, Wissota Mods & Wissota Street Stocks Dirt Super Late Models: XR Workin' Man Series Dirt Late Models, USRA Modifieds, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 5th |
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| 8/26/2023 | Senoia Raceway - Senoia, GA Head Family Memorial - $5,400-To-Win HTF Super Dirt Series Dirt Super Late Models: Hunt The Front Super Dirt Series Sportsmans, Vintage Modifieds, CRUSA Dirt Late Models, 602 Crate Late Models, Asphalt Bombers | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 18th |
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| 9/1/2023 | Lavonia Speedway - Lavonia, GA Hunt the Front Super Late Models Dirt Super Late Models: Hunt The Front Super Dirt Series Stock Cars, Hornets, Super Stocks, Dirt Limited Late Models, Dirt Mini Stocks | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 1st |
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| 9/2/2023 | Rome Speedway - Rome, GA The Rome Boss - HTF Super Dirt Series $15,000-to-win Dirt Super Late Models: Hunt The Front Super Dirt Series Stock Cars, B Modifieds, Hornets, Dirt Limited Late Models, 602 Crate Late Models, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 6th |
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| 9/3/2023 | Magnolia Motor Speedway - Columbus, MS Labor Day Shootout Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 7th | - | DNS | - |
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| 9/9/2023 | East Bay Raceway Park - Tampa, FL | Results | | Ashton Winger (604 Crate Late Models) | - | - | - | 1st |
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| 9/21/2023 | Magnolia Motor Speedway - Columbus, MS Whelen Engineering Cotton Pickin' Open Practice Dirt Super Late Models, Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | - | - | - | - |
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| 9/22/2023 | Magnolia Motor Speedway - Columbus, MS Whelen Manufacturing Cotton Pickin' Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Factory Stocks, Dirt Late Models, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 3rd | | Ashton Winger (Dirt Late Models) | 1st | - | - | 3rd |
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| 9/23/2023 | Magnolia Motor Speedway - Columbus, MS Whelen Manufacturing Cotton Pickin' Dirt Super Late Models: COMP Cams Super Dirt Series (CCSDS) Factory Stocks, Dirt Late Models, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 1st |
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| 9/29/2023 | Talladega Short Track - Eastaboga, AL Talladega Short Track | Red Farmer Tribute & Jerry Goodwin Challenge NASCAR Weekend Night #1 Dirt Super Late Models: Hunt The Front Super Dirt Series CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Sport Compact, Dirt Limited Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 1st |
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| 9/30/2023 | Talladega Short Track - Eastaboga, AL Talladega Short Track | Red Farmer Tribute & Hunt the Front Super LM NASCAR Weekend Night #2 Dirt Super Late Models: Hunt The Front Super Dirt Series CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 10/6/2023 | Swainsboro Raceway - Swainsboro, GA Southern Showcase Night One - $5,000-to-win HTF Super Dirt Series Dirt Super Late Models: Hunt The Front Super Dirt Series Stock Cars, Street Stocks, Roadsters, Dirt Crate Late Models, Crown Vic, 602 Crate Late Models, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 1st |
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| 10/7/2023 | Swainsboro Raceway - Swainsboro, GA Hunt the Front 23K to Win!!! Dirt Super Late Models: Hunt The Front Super Dirt Series Stock Cars, Street Stocks, Roadsters, Dirt Crate Late Models, Crown Vic, 602 Crate Late Models, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 10/13/2023 | Whynot Motorsports Park - Meridian, MS 29th Annual Fall Classic Dirt Super Late Models, Factory Stocks, A Modifieds, Enduro, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 6th |
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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 |
| 10/14/2023 | Whynot Motorsports Park - Meridian, MS 29th Annual Fall Classic Dirt Super Late Models, Factory Stocks, A Modifieds, Enduro, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Ashton Winger (Dirt Super Late Models) | 1st | - | - | 1st |
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| 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 |
| 10/19/2023 | All-Tech Raceway - Lake City, FL 28th Running Powell Family Memorial CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Ashton Winger (CRUSA Dirt Late Models) | - | - | - | - |
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| 10/20/2023 | All-Tech Raceway - Lake City, FL Powell Family Memorial - Qualifying and Heat Races CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Pure Stock | Results | | Ashton Winger (CRUSA Dirt Late Models) | 11th | - | - | - |
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| 10/21/2023 | All-Tech Raceway - Lake City, FL Powell Family Memorial - B-Mains and $28,000 to win Feature CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Street Stocks | Results | | Ashton Winger (CRUSA Dirt Late Models) | - | - | DNS | - |
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| 10/28/2023 | East Alabama Motor Speedway - Phenix City, AL 49th Annual National 100 Dirt Super Late Models: Hunt The Front Super Dirt Series Hobby Stocks, Sportsmans, Street Stocks, Enduro, Generic 1, Dirt Crate Late Models, CRUSA Modified Sportsman, 602 Crate Late Models, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | 2nd | - | - | - |
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| 10/29/2023 | East Alabama Motor Speedway - Phenix City, AL 49th Annual National 100 Dirt Super Late Models: Hunt The Front Super Dirt Series Hobby Stocks, Sportsmans, Street Stocks, Enduro, Generic 1, Dirt Crate Late Models, CRUSA Modified Sportsman, 602 Crate Late Models, 604 Crate Late Models | Results | | Ashton Winger (Dirt Super Late Models) | - | - | - | 16th |
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| 11/9/2023 | Senoia Raceway - Senoia, GA Peach State Classic Night 1 Dirt Super Late Models, Hobby Stocks, Sportsmans, Street Stocks, Vintage Modifieds, Pony Stock, Dirt Crate Late Models, 602 Crate Late Models, Asphalt Bombers | Results | | Ashton Winger (Dirt Super Late Models) | - | - | - | 4th | | Ashton Winger (Dirt Crate Late Models) | - | - | - | 5th |
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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 |