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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 | | Cade Dillard (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 | | Cade Dillard (Dirt Super Late Models) | 2nd | - | - | 2nd |
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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 | | Cade Dillard (Dirt Super Late Models) | 7th | - | 9th | 21st (DNF) |
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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) Dirt Super Late Models, DIRTcar UMP Modifieds, CRUSA Dirt Late Models, DIRTcar Pro Late Models | Results | | Cade Dillard (DIRTcar Pro Late Models) | 6th | - | 1st | 15th |
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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 Dirt Super Late Models, CRUSA Dirt Late Models, DIRTcar Pro Late Models | Results | | Cade Dillard (DIRTcar Pro Late Models) | 4th | - | 3rd | - |
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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 CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 7th | - | 3rd | 18th |
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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 CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 1st | - | - | 25th (DNF) |
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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 CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 4th | - | - | 12th |
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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, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 31st |
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| 3/12/2021 | Boothill Speedway - Greenwood, LA Rescheduled 2nd Annual Ronny Adams Memorial - Night #1 Factory Stocks, Dirt Late Models, Limited Modified | Results | | Cade Dillard (Dirt Late Models) | 3rd | - | - | 8th |
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| 3/13/2021 | Boothill Speedway - Greenwood, LA Rescheduled 2nd Annual Ronny Adams Memorial - Night #2 Factory Stocks, Dirt Late Models, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Late Models) | 1st | - | - | 1st |
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| 3/26/2021 | Cherokee Speedway - Gaffney, SC ROCK GAULT MEMORIAL Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 12th |
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| 4/2/2021 | Farmer City Raceway - Farmer City, IL Triple Qualifying Features $600 to win $100 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Street Stocks, Dirt Late Models, Pro Late Model | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 6th |
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| 4/3/2021 | Farmer City Raceway - Farmer City, IL $2500 to win $150 to start Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: Summit American Modified Series Dirt Late Models, Pro Late Model, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 2nd |
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| 4/9/2021 | Bristol Motor Speedway - Bristol, TN WORLD OF OUTLAWS BRISTOL BASH Dirt Super Late Models: World of Outlaws - Late Models A Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | 2nd | - | - | 22nd (DNF) |
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| 4/11/2021 | Bristol Motor Speedway - Bristol, TN WORLD OF OUTLAWS BRISTOL BASH Dirt Super Late Models: World of Outlaws - Late Models A Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 27th |
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| 4/23/2021 | Richmond Raceway (KY) - Richmond, KY World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 13th |
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| 4/30/2021 | Boone Speedway - Boone, IA Hawkeye 100 World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 1st |
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| 5/1/2021 | Boone Speedway - Boone, IA Hawkeye 100 World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 13th |
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| 5/7/2021 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown with World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, USRA Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 4th |
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| 5/8/2021 | Mississippi Thunder Speedway - Fountain City, WI Dairyland Showdown with World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, USRA Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 6th |
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| 5/21/2021 | Port Royal Speedway - Port Royal, PA HUEY WILCOXON MEMORIAL Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 13th |
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| 5/22/2021 | Port Royal Speedway - Port Royal, PA Dirt Super Late Models: World of Outlaws - Late Models 410 Sprints - Winged, Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 14th |
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| 6/4/2021 | Circle City Raceway - Indianapolis, IN World of Outlaws Morton Buildings Late Models, Legends, United CC ModLites Dirt Super Late Models: World of Outlaws - Late Models Mod Lites: United CC Modified Series Pro Legends | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 15th (DNF) |
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| 6/5/2021 | Plymouth Speedway - Plymouth, IN World of Outlaw Late Models ~ Mods & 4 Cyl Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds, Asphalt Mini Stocks | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 11th |
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| 6/17/2021 | Stateline Speedway - Busti, NY World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 17th |
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| 6/23/2021 | LaSalle Speedway - Lasalle, IL DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Cade Dillard (DIRTcar Late Models) | 2nd | - | - | 12th |
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| 6/24/2021 | Lernerville Speedway - Sarver, PA "Bill Emig Memorial" - Night 1 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 7th |
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| 6/25/2021 | Lernerville Speedway - Sarver, PA "Bill Emig Memorial" - Night 2 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 21st |
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| 6/26/2021 | Lernerville Speedway - Sarver, PA "Bill Emig Memorial" - Night 3 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 12th |
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| 6/30/2021 | Beaver Dam Raceway - Beaver Dam, WI DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals | Results | | Cade Dillard (DIRTcar Late Models) | 2nd | - | - | 16th |
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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 | | Cade Dillard (DIRTcar Late Models) | 1st | - | - | 7th |
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| 7/9/2021 | Jackson Motorplex - Jackson, MN World of Outlaws Morton Buildings Late Model Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 2nd | - | - | 12th |
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| 7/10/2021 | Jackson Motorplex - Jackson, MN World of Outlaws Morton Buildings Late Model Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 1st | - | - | 5th |
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| 7/16/2021 | River Cities Speedway - Grand Forks, ND World of Outlaw Late Models & NOSA Sprint Cars 410 Sprints - Winged: Northern Outlaw Sprint Association Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Street Stock | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 4th |
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| 7/17/2021 | I-94 Speedway - Fergus Falls, MN World of Outlaw Late Models and Steffes Street Stock Special Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 6th |
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| 7/18/2021 | Red Cedar Speedway - Menomonie, WI World of Outlaws Late Models & $1,000 to Win Open Modifieds w/ Limited Late Models Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, Dirt Limited Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 2nd |
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| 7/30/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | - |
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| 7/31/2021 | Fairbury Speedway - Fairbury, IL PRAIRIE DIRT CLASSIC Dirt Super Late Models: World of Outlaws - Late Models DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 21st |
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| 8/3/2021 | Outagamie Speedway - Seymour, WI FVP Platinum Batteries Showdown featuring the Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models IMCA Modified, IMCA Stock Car | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 1st |
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| 8/5/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 1 Dirt Super Late Models: World of Outlaws - Late Models CRUSA Dirt Late Models, USRA Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 13th |
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| 8/6/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 2 Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 2nd | 1st | - | - |
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| 8/7/2021 | Cedar Lake Speedway - New Richmond, WI 34th Annual USA Nationals Night 3 Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 11th |
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| 8/16/2021 | Texas Motor Speedway - Fort Worth, TX Dirt Super Late Models: XR Workin' Man Series USRA Modifieds | Results | | Cade Dillard (USRA Modifieds) | - | - | - | 3rd |
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| 8/20/2021 | Batesville Motor Speedway - Locust Grove, AR 29th 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) Dirt Late Models, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 3rd | - | - | 11th |
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| 8/21/2021 | Batesville Motor Speedway - Locust Grove, AR 29th 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) Dirt Late Models, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 14th | | Cade Dillard (Dirt Late Models) | - | - | - | 14th |
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| 8/26/2021 | Davenport Speedway - Davenport, IA Quad Cities 150 presented by Hoker Trucking Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds, IMCA Modified | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 6th |
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| 8/27/2021 | Davenport Speedway - Davenport, IA Quad Cities 150 presented by Hoker Trucking Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds, IMCA Modified | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 6th |
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| 8/28/2021 | Davenport Speedway - Davenport, IA Quad Cities 150 presented by Hoker Trucking Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, B Modifieds, IMCA Modified | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 18th |
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| 9/4/2021 | Deer Creek Speedway - Spring Valley, MN 16th Annual USMTS Labor Day Duel A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Late Models, USRA Stock Cars | Results | | Cade Dillard (A Modifieds) | 2nd | - | - | 23rd |
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| 9/5/2021 | Fayette County Speedway - West Union, IA USMTS A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars | Results | | Cade Dillard (A Modifieds) | 3rd | - | - | 23rd |
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| 9/10/2021 | Ark-La-Tex Speedway - Vivian, LA USMTS 9th Annual Cajun Clash A Modifieds: USMTS - United States Modified Touring Series Factory Stocks, B Modifieds, Limited Modified, Sport Compact | Results | | Cade Dillard (A Modifieds) | 4th | - | 2nd | 7th |
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| 9/11/2021 | Revolution Park - Monroe, LA Inaugural USMTS Event A Modifieds: USMTS - United States Modified Touring Series | Results | | Cade Dillard (A Modifieds) | 1st | - | - | 22nd |
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| 9/17/2021 | Texas Motor Speedway - Fort Worth, TX Dirt Super Late Models: XR Workin' Man Series USRA Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | 1st | - | - | 1st |
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| 9/18/2021 | Texas Motor Speedway - Fort Worth, TX Dirt Super Late Models: XR Workin' Man Series USRA Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | 2nd | - | - | 14th |
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| 9/25/2021 | Super Bee Speedway - Chatham, LA Super Bee 100 Dirt Crate Late Models, 604 Crate Late Models | Results | | Cade Dillard (Dirt Crate Late Models) | - | - | - | 2nd |
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| 10/15/2021 | Super Bee Speedway - Chatham, LA 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Limited Modified, Dirt Crate Late Models, Dirt Big Block Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 1st |
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| 10/16/2021 | Super Bee Speedway - Chatham, LA 360 Sprints - Winged: USCS United Sprint Car Series Dirt Super Late Models, Limited Modified, Dirt Crate Late Models, Dirt Big Block Modifieds | Results | | Cade Dillard (Dirt Super Late Models) | - | - | - | 1st |
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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 | | Cade Dillard (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 | | Cade Dillard (Dirt Super Late Models) | 1st | - | - | - |
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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 | | Cade Dillard (Dirt Super Late Models) | - | - | - | 4th |
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| 11/12/2021 | Senoia Raceway - Senoia, GA Peach State Classic Dirt Super Late Models, Hobby Stocks, Sportsmans, CRUSA Dirt Late Models | Results | | Cade Dillard (Dirt Super Late Models) | 3rd | - | - | 13th |
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| 11/13/2021 | Senoia Raceway - Senoia, GA Peach State Classic Dirt Super Late Models, CRUSA Dirt Late Models, Dirt Crate Late Models, Asphalt Bombers | Results | | Cade Dillard (Dirt Super Late Models) | 4th | - | 1st | 9th |
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