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| 1/6/2023 | Talladega Short Track - Eastaboga, AL 2023 ICE BOWL Dirt Super Late Models: Iron-Man Late Model Series CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Modified Sportsman: Tri-State Open Wheel Modified Series (CRUSA) CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Late Model Sportsman, Dirt Limited Late Models, Dirt Mini Stocks | Results | | Will Roland (Dirt Super Late Models) | 5th | - | - | - |
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| 1/7/2023 | Talladega Short Track - Eastaboga, AL 2023 ICE BOWL Dirt Super Late Models: Iron-Man Late Model Series CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Modified Sportsman: Tri-State Open Wheel Modified Series (CRUSA) CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Late Model Sportsman, Dirt Limited Late Models, Dirt Mini Stocks | Results | | Will Roland (Dirt Super Late Models) | - | - | 2nd | 3rd |
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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 | | Will Roland (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 | | Will Roland (Dirt Super Late Models) | 4th | - | - | 24th |
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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 | | Will Roland (Dirt Super Late Models) | 5th | - | 6th | - |
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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 |
| 2/4/2023 | Screven Motor Speedway - Sylvania, GA Winter Freeze XIII Day 2 Dirt Super Late Models: Southern All Stars Sport Compact: SCDRA - Sport Compact Dirt Racing Association Stock Cars, Street Stocks, Dirt Mini Late Models, CRUSA Modified Sportsman, Crown Vic, 602 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | 2nd | - | - | 19th |
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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 | | Will Roland (Dirt Super Late Models) | - | - | - | 13th |
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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 | | Will Roland (Dirt Super Late Models) | - | - | - | DNS |
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| 3/10/2023 | North Georgia Speedway - Chatsworth, GA Biddle Ridley Memorial Dirt Super Late Models: Schaeffer's Oil Southern Nationals | Rain Out |
| 3/11/2023 | 411 Motor Speedway - Seymour, TN The Tennessean Dirt Super Late Models: Schaeffer's Oil Southern Nationals Sportsmans, Vintage Modifieds, Economy Late Models, Asphalt Mini Stock, Dirt Crate Late Models, Crown Vic, 602 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | 4th | - | - | 18th |
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| 3/24/2023 | North Georgia Speedway - Chatsworth, GA The Little Dream Dirt Late Models: Red Clay Series A Modifieds, Enduro, 602 Crate Late Models | Postponed |
| 3/25/2023 | Tri-County Race Track - Brasstown, NC Sport Compact: SCDRA - Sport Compact Dirt Racing Association Dirt Super Late Models, DIRTcar Sport Compact | Results | | Will Roland (Dirt Super Late Models) | - | - | - | 2nd |
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| 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 | | Will Roland (Dirt Super Late Models) | - | - | - | 14th |
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| 4/11/2023 | Volunteer Speedway - Bulls Gap, TN Spring Thaw Warm-Up Dirt Super Late Models: XR Workin' Man Series | Results | | Will Roland (Dirt Super Late Models) | 9th | - | 7th | - |
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| 4/15/2023 | North Georgia Speedway - Chatsworth, GA | Results | | Will Roland (Dirt Super Late Models) | - | - | - | 8th |
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| 5/5/2023 | Tri-County Race Track - Brasstown, NC Schaeffer's Oil Spring Nationals Dirt Super Late Models: Schaeffer's Oil Southern Nationals | Results | | Will Roland (Dirt Super Late Models) | - | - | - | 5th |
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| 5/6/2023 | Rome Speedway - Rome, GA Schaeffer's Oil Spring Nationals Dirt Super Late Models: Schaeffer's Oil Southern Nationals Stock Cars, B Modifieds, Hornets, Dirt Limited Late Models, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | 4th | - | - | 6th |
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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 | | Will Roland (Dirt Super Late Models) | - | - | - | - |
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| 5/19/2023 | Swainsboro Raceway - Swainsboro, GA $10,000-To-Win HTF Super Dirt Series Dirt Super Late Models: Hunt The Front Super Dirt Series Stock Cars, Street Stocks, Roadsters, CRUSA Dirt Late Models, Crown Vic, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | - | - | - | - |
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| 5/20/2023 | Senoia Raceway - Senoia, GA Roscoe Smith Classic - $10,044-To-Win HTF Super Dirt Series Dirt Super Late Models: Hunt The Front Super Dirt Series Sportsmans, Street Stocks, Pony Stock, CRUSA Dirt Late Models, 602 Crate Late Models, Asphalt Bombers | Rain Out |
| 5/25/2023 | Cherokee Speedway - Gaffney, SC Throwback 50 - XR Workin' Man Super Late Models Dirt Super Late Models: XR Workin' Man Series Factory Stocks, Hornets | Results | | Will Roland (Dirt Super Late Models) | 3rd | - | - | 17th |
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| 6/16/2023 | Ponderosa Speedway - Junction City, KY Dirt Super Late Models: Iron-Man Late Model Series A Modifieds: Iron-Man Modified Series Pro Late Model: American All-Star Series | Postponed |
| 6/16/2023 | Smoky Mountain Speedway - Maryville, TN Mountain Moonshine Classic Dirt Super Late Models: Lucas Oil Late Model Dirt Series Street Stocks, Sport Compact | Results | | Will Roland (Dirt Super Late Models) | - | - | - | 18th |
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| 6/17/2023 | Lake Cumberland Speedway - Somerset, KY Dirt Super Late Models: Iron-Man Late Model Series A Modifieds: Iron-Man Modified Series Pro Late Model: American All-Star Series DIRTcar UMP Modifieds, Dirt Late Models | Results | | Will Roland (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 6/17/2023 | Smoky Mountain Speedway - Maryville, TN Mountain Moonshine Classic Dirt Super Late Models: Lucas Oil Late Model Dirt Series Sportsmans, Hornets | Results | | Will Roland (Dirt Super Late Models) | - | - | - | - |
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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 | | Will Roland (DIRTcar Late Models) | 3rd | - | - | 16th |
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| 6/23/2023 | Whynot Motorsports Park - Meridian, MS House Divided Twin 40s - Night One - $5,000-to-win HTF Super Dirt Series vs MSCCS Dirt Super Late Models: MSCCS with Hunt The Front Super Dirt Series Factory Stocks, A Modifieds, Enduro, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Will Roland (Dirt Super Late Models) | 9th (DNF) | - | 4th | - |
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| 6/24/2023 | Whynot Motorsports Park - Meridian, MS House Divided Twin 40s - Night Two - $5,000-to-win HTF Super Dirt Series vs MSCCS Dirt Super Late Models: MSCCS with Hunt The Front Super Dirt Series Factory Stocks, A Modifieds, Enduro, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Will Roland (Dirt Super Late Models) | 3rd | - | - | 21st |
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| 7/1/2023 | Senoia Raceway - Senoia, GA Ultimate Super Late Model Series Dirt Super Late Models: ULTIMATE Southeast SLMS with Hunt The Front Super Dirt Series Sportsmans, Street Stocks, Pony Stock, CRUSA Dirt Late Models, 602 Crate Late Models, 604 Crate Late Models, Asphalt Bombers | Results | | Will Roland (Dirt Super Late Models) | 6th | - | 3rd | 24th |
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| 7/12/2023 | I-75 Raceway - Sweetwater, TN Private Practice Asphalt Super Stock | Results | | Will Roland (Asphalt Super Stock) | - | - | - | - |
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| 7/14/2023 | Beckley Motor Speedway - Mount Hope, WV Dirt Super Late Models: Schaeffer's Southern Nationals Series with Schaeffer's Oil Southern Nationals B Modifieds, Enduro, Pro Late Model, Mini Wedge, Kid Karts Dirt, Outlaw Hobby Stocks | Results | | Will Roland (Dirt Super Late Models) | 7th | - | 6th | 9th |
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| 7/15/2023 | Wythe Raceway - Rural Retreat, VA Dirt Super Late Models: Schaeffer's Southern Nationals Series with Schaeffer's Oil Southern Nationals Street Stocks, Hornets, Limited Modified, Sport Compact, Dirt Mini Stocks | Postponed |
| 7/16/2023 | Wythe Raceway - Rural Retreat, VA Schaeffer's Oil Summer Nationals Rescheduled Dirt Super Late Models: Schaeffer's Oil Southern Nationals Street Stocks, Hornets, Limited Modified, Sport Compact, Dirt Mini Stocks | Results | | Will Roland (Dirt Super Late Models) | 5th | - | - | 12th |
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| 7/18/2023 | I-75 Raceway - Sweetwater, TN Dirt Super Late Models: Schaeffer's Southern Nationals Series with Schaeffer's Oil Southern Nationals Super Sports, Junior Sprints, Economy Late Models, Asphalt 4-Cylinders, Asphalt Rookie Stocks | Postponed |
| 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 | | Will Roland (Dirt Super Late Models) | - | - | 5th | 16th |
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| 7/21/2023 | East Alabama Motor Speedway - Phenix City, AL Dirt Super Late Models: Schaeffer's Southern Nationals Series with Schaeffer's Oil Southern Nationals Factory Stocks, Hobby Stocks, Enduro, Dirt Crate Late Models, 602 Crate Late Models, 604 Crate Late Models | Postponed |
| 7/27/2023 | Tri-County Race Track - Brasstown, NC Dirt Super Late Models: Schaeffer's Southern Nationals Series with Schaeffer's Oil Southern Nationals A Modifieds, Street Stocks, Sport Compact, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | - | - | 3rd | 10th |
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| 7/28/2023 | North Georgia Speedway - Chatsworth, GA Dirt Super Late Models: Schaeffer's Oil Southern Nationals Hornets, Economy Late Models, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 8/11/2023 | North Alabama Speedway - Tuscumbia, AL Dirt Super Late Models: Iron-Man Late Model Series Factory Stocks, Stock Cars, Vintage Full Body Stock Cars, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Will Roland (Dirt Super Late Models) | - | - | 2nd | 10th |
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| 8/12/2023 | Talladega Short Track - Eastaboga, AL Talladega Short Track | Iron-Man Super Late Model Series $10,000 to win Governor's Cup Dirt Super Late Models: Iron-Man Late Model Series CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman, Dirt Limited Late Models | Results | | Will Roland (Dirt Super Late Models) | 6th | - | 1st | 8th |
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| 8/19/2023 | Rome Speedway - Rome, GA $5,000 to win Ultimate Super Late Model Dirt Super Late Models: ULTIMATE Southeast SLMS DIRTcar Sport Compact, Stock Cars, B Modifieds, Hornets, Dirt Limited Late Models, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (Dirt Super Late Models) | - | - | - | 10th |
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| 8/26/2023 | Sugar Creek Raceway - Blue Ridge, GA 2nd Annual Russell Thomas Memorial Super Late Model Race $10570.00 to win Dirt Super Late Models, Hobby Stocks, A Modifieds, Street Stocks, Dirt Late Models, Pony Stock, Dirt Crate Late Models, Dirt Mini Stocks | Results | | Will Roland (Dirt Super Late Models) | - | - | - | 4th |
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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 | | Will Roland (Dirt Super Late Models) | 7th | - | - | 16th |
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| 9/7/2023 | Eldora Speedway - Rossburg, OH 53rd annual World 100 Dirt Super Late Models | Results | | Will Roland (Dirt Super Late Models) | 8th | - | 4th | - |
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| 9/8/2023 | Eldora Speedway - Rossburg, OH 53rd annual World 100 Dirt Super Late Models | Results | | Will Roland (Dirt Super Late Models) | 4th | - | - | - |
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| 9/9/2023 | Eldora Speedway - Rossburg, OH 53rd annual World 100 Dirt Super Late Models | Results | | Will Roland (Dirt Super Late Models) | 14th | - | - | - |
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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 | | Will Roland (Dirt Super Late Models) | 3rd | - | - | 22nd |
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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 | | Will Roland (Dirt Super Late Models) | 3rd | - | - | 25th |
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| 10/14/2023 | Talladega Short Track - Eastaboga, AL Alabama Dirt Track Jamboree/Ice Bowl Qualifier | Details TBA CRUSA Modified Sportsman: Tri-State Open Wheel Modified Series (CRUSA) Dirt Super Late Models, CRUSA Dirt Late Models, Sport Compact, Pure Stock, CRUSA Late Model Sportsman, Dirt Limited Late Models, Dirt Mini Stocks | Results | | Will Roland (CRUSA Dirt Late Models) | 6th | - | - | DNS |
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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 | | Will Roland (CRUSA Dirt Late Models) | 1st | - | - | - |
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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 | | Will Roland (CRUSA Dirt Late Models) | - | - | - | 5th |
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| 10/27/2023 | I-75 Raceway - Sweetwater, TN Halloween Bash Factory Stocks, Hobby Stocks, Stock Cars, Super Sports, A Modifieds, Economy Late Models, Asphalt 4-Cylinders, Asphalt Rookie Stocks, Pro Late Model, DIRTcar Pro Late Models, Dirt Limited Late Models, 604 Crate Late Models, Ladies - Factory Stock | Results | | Will Roland (Dirt Limited Late Models) | 1st | - | - | 2nd | | Will Roland (604 Crate Late Models) | - | - | - | - |
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| 10/28/2023 | North Georgia Speedway - Chatsworth, GA North Georgia Speedway 10/28/23 Street Stocks, Silver Crown, Hornets, Economy Late Models, Pony Stock, Dirt Limited Late Models, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (Dirt Limited Late Models) | - | - | - | DNS | | Will Roland (604 Crate Late Models) | 1st | - | - | 1st |
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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 | | Will Roland (Dirt Crate Late Models) | - | - | - | 2nd |
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| 11/11/2023 | Natural Bridge Speedway - Natural Bridge, VA Pro Late Model Paramount Pro Late Model, Mini Wedge | Results | | Will Roland (Pro Late Model) | - | 2nd | - | 2nd |
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| 11/24/2023 | Swainsboro Raceway - Swainsboro, GA Turkey 100 Stock Cars, Street Stocks, Roadsters, Crown Vic, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (604 Crate Late Models) | - | - | - | 2nd |
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| 11/25/2023 | Swainsboro Raceway - Swainsboro, GA Turkey 100 Stock Cars, Street Stocks, Roadsters, Crown Vic, 602 Crate Late Models, 604 Crate Late Models | Results | | Will Roland (604 Crate Late Models) | 2nd | - | - | 2nd |
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| 12/30/2023 | 411 Motor Speedway - Seymour, TN The Hangover Day 2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Rain Out |