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| 2/8/2019 | Screven Motor Speedway - Sylvania, GA Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 2/9/2019 | Screven Motor Speedway - Sylvania, GA Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | - | 9th |
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| 2/11/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Madden (DIRTcar Late Models) | 1st | - | - | 15th |
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| 2/13/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals Dirt Super Late Models: World of Outlaws - Late Models DIRTcar Big Block Modifieds: Super DIRTCar Series Dirt Big Block Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 10th |
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| 2/14/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Big Block Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 6th |
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| 2/15/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Big Block Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 17th |
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| 2/16/2019 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals Dirt Super Late Models: World of Outlaws - Late Models Dirt Big Block Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 3/22/2019 | Duck River Raceway Park - Shelbyville, TN World of Outlaws 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models Hobby Stocks, Sportsmans, B Modifieds, Street Stocks, Pony Stock, Dirt Crate Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 15th |
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| 3/23/2019 | Smoky Mountain Speedway - Maryville, TN Tennessee Tipoff Classic Dirt Super Late Models: World of Outlaws - Late Models Hornets, Dirt Crate Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 4/5/2019 | Farmer City Raceway - Farmer City, IL Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 4/6/2019 | Farmer City Raceway - Farmer City, IL Dirt Super Late Models: World of Outlaws - Late Models A Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | - | 7th |
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| 4/26/2019 | Smoky Mountain Speedway - Maryville, TN Rockin' with the Stars Winged Sprints, Dirt Super Late Models, Sportsmans, Dirt Late Models | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | - |
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| 5/3/2019 | Cherokee Speedway - Gaffney, SC Dirt Super Late Models: World of Outlaws - Late Models A Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 5th |
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| 5/18/2019 | Wayne County Speedway - Orrville, OH Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | - | 8th |
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| 5/31/2019 | Cochran Motor Speedway - Cochran, GA Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 10th |
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| 6/1/2019 | Lancaster Motor Speedway - Lancaster, SC Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 21st (DNF) |
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| 6/6/2019 | Eldora Speedway - Rossburg, OH Dirt Late Model Dream Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | - |
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| 6/7/2019 | Eldora Speedway - Rossburg, OH Dirt Late Model Dream Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 7th |
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| 6/8/2019 | Eldora Speedway - Rossburg, OH Dirt Late Model Dream Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 9th | - | - | - |
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| 6/14/2019 | Cherokee Speedway - Gaffney, SC 21st Annual Grassy Smith Memorial Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 6th | - | 2nd | 17th |
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| 7/18/2019 | I-80 Speedway - Greenwood, NE Silver Dollar Nationals Malvern Bank Go50 Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series A Modifieds, Pro Late Model | Results | | Chris Madden (Pro Late Model) | 6th | - | 1st | 12th |
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| 7/19/2019 | I-80 Speedway - Greenwood, NE Silver Dollar Nationals Presented by Imperial Tile Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds: USMTS - United States Modified Touring Series | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | - |
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| 7/20/2019 | I-80 Speedway - Greenwood, NE Silver Dollar Nationals presented by Imperial Tile Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds: USMTS - United States Modified Touring Series | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | 2nd |
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| 8/1/2019 | Cedar Lake Speedway - New Richmond, WI Dirt Super Late Models: World of Outlaws - Late Models USRA Late Models | Results | | Chris Madden (Dirt Super Late Models) | 10th | - | 6th | - |
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| 8/2/2019 | Cedar Lake Speedway - New Richmond, WI Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | 5th | - | - |
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| 8/3/2019 | Cedar Lake Speedway - New Richmond, WI Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | 1st |
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| 8/8/2019 | Florence Speedway - Walton, KY Lucas Oil Late Model Dirt Series North/South Shootout Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 1st |
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| 8/9/2019 | Florence Speedway - Walton, KY Lucas Oil Late Model Dirt Series North/South 100 Heat Races Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | - | - |
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| 8/10/2019 | Florence Speedway - Walton, KY Lucas Oil Late Model Dirt Series North/South 100 B's and A Mains Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | 1st |
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| 8/17/2019 | Batesville Motor Speedway - Locust Grove, AR 27th Annual Topless 100 Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) A Modifieds, Dirt Late Models | Results | | Chris Madden (Dirt Late Models) | - | - | - | 1st |
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| 8/24/2019 | Mansfield Motor Speedway - Mansfield, OH 2nd Annual Dirt Million Final Night 100,000 to Win Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | - |
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| 9/5/2019 | Eldora Speedway - Rossburg, OH World 100 Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | - | 11th |
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| 9/6/2019 | Eldora Speedway - Rossburg, OH World 100 Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | - | 2nd |
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| 9/7/2019 | Eldora Speedway - Rossburg, OH World 100 Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | 1st | 5th |
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| 9/12/2019 | Knoxville Raceway - Knoxville, IA Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | 4th | - | 6th | - |
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| 9/13/2019 | Knoxville Raceway - Knoxville, IA Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 9/20/2019 | Kokomo Speedway - Kokomo, IN Lucas Oil Late Models & Modifieds Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 17th |
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| 9/21/2019 | Brownstown Speedway - Brownstown, IN Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 8th |
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| 10/3/2019 | Lavonia Speedway - Lavonia, GA Dirt Super Late Models: World of Outlaws - Late Models Dirt Crate Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 1st |
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| 10/4/2019 | Cherokee Speedway - Gaffney, SC Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 10/12/2019 | Dixie Speedway - Woodstock, GA Dixie Shootout Dirt Super Late Models: Lucas Oil Late Model Dirt Series | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 4th |
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| 11/8/2019 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models Dirt Big Block Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 1st |
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| 11/9/2019 | The Dirt Track at Charlotte - Concord, NC 410 Sprints - Winged: World of Outlaws Dirt Super Late Models: World of Outlaws - Late Models Dirt Big Block Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 5th |
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