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| 1/3/2020 | Vado Speedway Park - Vado, NM Battle at the Border Dirt Super Late Models: World of Outlaws - Late Models USRA B-Mods, USRA Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 1st |
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| 1/4/2020 | Vado Speedway Park - Vado, NM Battle at the Border Dirt Super Late Models: World of Outlaws - Late Models USRA B-Mods, USRA Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 1/5/2020 | Vado Speedway Park - Vado, NM Battle at the Border Dirt Super Late Models: World of Outlaws - Late Models USRA B-Mods, USRA Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 8th |
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| 1/26/2020 | Cherokee Speedway - Gaffney, SC Drydene Xtreme DIRTcar Series Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 4th |
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| 2/10/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Madden (DIRTcar Late Models) | 1st | - | - | 6th |
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| 2/11/2020 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals DIRTcar Late Models, Dirt Big Block Modifieds | Results | | Chris Madden (DIRTcar Late Models) | 3rd | - | - | 14th |
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| 2/12/2020 | 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) | 4th | - | 1st | 18th |
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| 2/13/2020 | 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) | 3rd | - | - | 8th |
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| 2/14/2020 | 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) | 2nd | - | - | 18th |
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| 2/15/2020 | 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) | 6th | - | 4th | 11th |
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| 2/29/2020 | Modoc Raceway - Modoc, SC Xtreme Dirtcar Series Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 6th | - | - | 12th |
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| 3/1/2020 | Cherokee Speedway - Gaffney, SC March Madness Day 2 Dirt Super Late Models, CRUSA Dirt Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 3/6/2020 | Duck River Raceway Park - Shelbyville, TN World of Outlaws Morton Buildings Late Models Dirt Super Late Models: World of Outlaws - Late Models Hobby Stocks, Street Stocks, Dirt Late Models, Pro Late Model, Pony Stock, Dirt Crate Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 9th |
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| 3/7/2020 | Smoky Mountain Speedway - Maryville, TN Tennessee Tipoff Dirt Super Late Models: World of Outlaws - Late Models Sportsmans, Dirt Crate Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 24th (DNF) |
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| 5/2/2020 | Cherokee Speedway - Gaffney, SC Palmetto Invitational Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 5/22/2020 | Jackson Motorplex - Jackson, MN WORLD OF OUTLAWS - Late Models 360 Sprints - Winged: Midwest Power Series Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models 305 Sprints - Winged | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 5th |
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| 5/23/2020 | Jackson Motorplex - Jackson, MN WORLD OF OUTLAWS- Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models: Tri-State Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 5th |
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| 5/29/2020 | Davenport Speedway - Davenport, IA Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Late Models | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 14th |
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| 5/30/2020 | Davenport Speedway - Davenport, IA Morton Buildings World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 3rd |
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| 6/4/2020 | Eldora Speedway - Rossburg, OH Dirt Late Model Stream Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | 6th |
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| 6/5/2020 | Eldora Speedway - Rossburg, OH Dirt Late Model Stream Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 11th |
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| 6/6/2020 | Eldora Speedway - Rossburg, OH Dirt Late Model Stream Dirt Super Late Models | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 25th (DNF) |
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| 6/19/2020 | Volunteer Speedway - Bulls Gap, TN World of Outlaws Morton Buildings Late Models Dirt Super Late Models: World of Outlaws - Late Models | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 8th |
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| 6/20/2020 | Volunteer Speedway - Bulls Gap, TN World of Outlaws Morton Buildings Late Models Dirt Super Late Models: World of Outlaws - Late Models Dirt Crate Late Models | Results | | Chris Madden (Dirt Super Late Models) | DNS | - | 6th | 14th |
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| 6/25/2020 | Lernerville Speedway - Sarver, PA Firecracker Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series | Results | | Chris Madden (Dirt Super Late Models) | 1st | - | - | 12th |
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| 6/26/2020 | Lernerville Speedway - Sarver, PA Firecracker Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 10th |
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| 6/27/2020 | Lernerville Speedway - Sarver, PA Firecracker 100 Dirt Super Late Models: World of Outlaws - Late Models RUSH Late Models: RUSH Late Model Series | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 7th |
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| 8/20/2020 | Batesville Motor Speedway - Locust Grove, AR 28th Annual COMP Cams Topless 100 Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 12th |
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| 8/21/2020 | Batesville Motor Speedway - Locust Grove, AR 28th Annual COMP Cams Topless 100 Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) | Results | | Chris Madden (Dirt Super Late Models) | 5th | - | 1st | 17th |
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| 8/22/2020 | Batesville Motor Speedway - Locust Grove, AR 28th Annual COMP Cams Topless 100 Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | 8th |
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| 9/15/2020 | Fairbury Speedway - Fairbury, IL "One for the Road" Late Model Special DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Chris Madden (DIRTcar Late Models) | 3rd | - | - | 15th (DNF) |
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| 9/17/2020 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series Stock Cars | Results | | Chris Madden (Dirt Super Late Models) | 3rd | - | - | 4th |
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| 9/18/2020 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: Lucas Oil Late Model Dirt Series A Modifieds | Results | | Chris Madden (Dirt Super Late Models) | 5th | - | 3rd | 15th |
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| 9/19/2020 | I-80 Speedway - Greenwood, NE Al Belt Custom Homes I-80 Nationals Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | 25th |
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| 10/16/2020 | Portsmouth Raceway Park - Portsmouth, OH 40th Annual Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds: Renegades of Dirt Modified Tour Pro Legends, Economy Late Models | Results | | Chris Madden (Dirt Super Late Models) | 2nd | - | - | - |
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| 10/17/2020 | Portsmouth Raceway Park - Portsmouth, OH 40th Annual Dirt Track World Championship Dirt Super Late Models: Lucas Oil Late Model Dirt Series Economy Late Models | Results | | Chris Madden (Dirt Super Late Models) | - | - | - | 4th |
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