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| 1/1/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 1st | 3rd | - | 23rd (DNF) |
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| 1/11/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 9th |
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Watch on FloRacing02/05/20 6:00 PM EST Click the icon to go to broadcast | 2/5/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 1st | 1st | - | 2nd |
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| 2/6/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 3rd | 1st | - | 3rd |
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| 2/7/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 7th | - | 8th | - |
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| 2/8/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 1st | 1st | - | 26th (DNF) |
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| 2/9/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | 13th |
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| 2/10/2020 | All Stars at East Bay presented by Winn-Dixie $5,000 to win | Results | | Ian Madsen (410 Winged Sprints) | 1st | 4th | - | 2nd |
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| 2/11/2020 | All Stars at East Bay presented by Winn-Dixie $5,000 to win | Results | | Ian Madsen (410 Winged Sprints) | 1st | 1st | - | 2nd |
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| 3/13/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Canceled |
| 3/14/2020 | East Texas Lone Star Shootout | Canceled |
| 3/21/2020 | | Postponed |
| 3/22/2020 | | Canceled |
| 3/28/2020 | | Postponed |
| 3/29/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Postponed |
| 4/3/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Postponed |
| 4/4/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Postponed |
| 4/10/2020 | | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 4/25/2020 | Knoxville 410 Championship Points | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 4/25/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | 4th |
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| 5/1/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Canceled |
| 5/2/2020 | | Postponed |
| 5/6/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Canceled |
| 5/8/2020 | | Postponed |
| 5/8/2020 | 1st Race back ...no fans Invitational Only 48 Drivers | Results | | Ian Madsen (410 Winged Sprints) | 1st | 1st | - | 2nd |
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| 5/9/2020 | | Canceled |
Watch on SpeedShift TV01/01/00 12:00 AM CST Click the icon to go to broadcast | 5/15/2020 | Great Lakes Shootout presented by Harvey's Roofing & Tweeter Contracting - IRA Sprint Car Series | Results | | Ian Madsen (410 Winged Sprints) | 3rd | 1st | - | 5th |
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| 5/16/2020 | Great Lakes Shootout presented by Tweeter Contracting and Harvey's Five Star Roofing | Rain Out |
| 5/22/2020 | | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 5/23/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | 9th |
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| 5/23/2020 | Midwest Power Series 360 Sprints | Postponed |
| 5/29/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 3rd | - | 7th |
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| 5/30/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Postponed |
| 5/30/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 1st | 7th | - | 10th |
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| 6/3/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Postponed |
Watch on FloRacing06/04/20 5:00 AM EST Click the icon to go to broadcast | 6/4/2020 | | Postponed |
Watch on FloRacing06/05/20 5:00 AM EST Click the icon to go to broadcast | 6/5/2020 | The Red Dirt Revival with the All Star Circuit of Champions | Results | | Ian Madsen (410 Winged Sprints) | 4th | - | - | 7th |
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| 6/5/2020 | World of Outlaws NOS Energy Drink Sprint Cars Northern Tour | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 6/6/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Canceled |
Watch on FloRacing06/06/20 5:00 AM EST Click the icon to go to broadcast | 6/6/2020 | | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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Watch on FloRacing06/07/20 5:00 AM EST Click the icon to go to broadcastListen on RacinBoys06/07/20 7:00 PM CST Click the icon to go to broadcast | 6/7/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 4th | 4th | - | 6th |
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| 6/8/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 4th | - | - | 10th |
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| 6/10/2020 | | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 6/12/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 4th | - | 6th |
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| 6/13/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 9th |
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| 6/17/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Canceled |
| 6/19/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Canceled |
| 6/19/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | 23rd (DNF) |
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Watch on FloRacing06/20/20 5:00 AM EST Click the icon to go to broadcast | 6/20/2020 | Jim "JB" Boyd Memorial Presented by Karavan Trailers | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 6/20/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 3rd | - | 3rd |
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| 6/25/2020 | AGCO Jackson Nationals featuring the World of Outlaws | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | - |
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| 6/26/2020 | AGCO Jackson Nationals featuring the World of Outlaws | Results | | Ian Madsen (410 Winged Sprints) | 1st | 7th | - | 17th |
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| 6/27/2020 | $30,000-to-win AGCO Jackson Nationals featuring the World of Outlaws | Results | | Ian Madsen (410 Winged Sprints) | 1st | 7th | - | 7th |
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| 7/2/2020 | FVP Platinum Battery Showdown | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | 15th |
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| 7/3/2020 | FVP Platinum Battery Showdown | Results | | Ian Madsen (410 Winged Sprints) | 1st | 2nd | - | 9th |
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| 7/4/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 10th |
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| 7/10/2020 | World of Outlaws NOS Energy Drink Sprint Cars | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | 11th |
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| 7/11/2020 | | Results | | Ian Madsen (410 Winged Sprints) | - | - | - | - |
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| 7/14/2020 | Ohio Logistics Brad Doty Classic | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 15th |
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| 7/16/2020 | | Canceled |
| 7/17/2020 | Knight Before the Kings Royal | Canceled |
| 7/18/2020 | | Canceled |
Watch on FloRacing07/24/20 6:00 PM EST Click the icon to go to broadcast | 7/24/2020 | | Canceled |
Watch on FloRacing08/01/20 6:00 PM EST Click the icon to go to broadcast | 8/1/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 9th |
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Watch on FloRacing08/02/20 6:00 PM EST Click the icon to go to broadcast | 8/2/2020 | Grand Re-Opening | All Star Circuit of Champions | Results | | Ian Madsen (410 Winged Sprints) | 2nd | - | - | 4th |
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Listen on RacinBoys08/07/20 12:00 AM CST Click the icon to go to broadcast | 8/7/2020 | | Results | | Ian Madsen (360 Winged Sprints) | DNS | - | - | - |
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Listen on RacinBoys08/08/20 12:00 AM CST Click the icon to go to broadcast | 8/8/2020 | | Results | | Ian Madsen (360 Winged Sprints) | - | - | - | - |
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Watch on RacinBoys08/11/20 7:30 PM CST Click the icon to go to broadcast | 8/11/2020 | | Results | | Ian Madsen (360 Winged Sprints) | 3rd | - | - | 2nd |
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Watch on RacinBoys08/12/20 7:30 PM CST Click the icon to go to broadcast | 8/12/2020 | | Results | | Ian Madsen (360 Winged Sprints) | 2nd | - | - | 4th |
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| 8/13/2020 | NOS Energy Drink Knoxville Nationals Presented by Casey's General Stores | Results | | Ian Madsen (410 Winged Sprints) | 1st | - | - | 10th |
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| 8/14/2020 | NOS Energy Drink Knoxville Nationals Presented by Casey's General Stores | Results | | Ian Madsen (410 Winged Sprints) | 6th | - | - | - |
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| 8/15/2020 | NOS Energy Drink Knoxville Nationals Presented by Casey's General Stores | Results | | Ian Madsen (410 Winged Sprints) | 10th | - | 15th | - |
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Watch on FloRacing08/21/20 6:00 PM EST Click the icon to go to broadcast | 8/21/2020 | All Star Circuit of Champions with IRA Sprints | Results | | Ian Madsen (410 Winged Sprints) | 5th | 3rd | - | 2nd |
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Watch on FloRacing08/22/20 6:00 PM EST Click the icon to go to broadcast | 8/22/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | 3rd | - | 9th |
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| 9/4/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 2nd | - | - | 8th |
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| 9/5/2020 | Attica Ambush $10,000 to win | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 2nd | - | 4th |
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Watch on FloRacing09/10/20 6:00 PM EST Click the icon to go to broadcast | 9/10/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | 4th | 7th |
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Watch on FloRacing09/11/20 6:00 PM EST Click the icon to go to broadcast | 9/11/2020 | Night Before the 50 $6,000 to win | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 6th | - | 10th |
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Watch on FloRacing09/12/20 6:00 PM EST Click the icon to go to broadcast | 9/12/2020 | 53rd annual Tuscarora 50 $53,000 to win (9/13 rain date) | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 17th |
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| 9/18/2020 | Jack Gunn Memorial Dirt Classic qualifier $5,000 to win. | Results | | Ian Madsen (410 Winged Sprints) | 4th | 5th | - | 11th |
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Watch on FloRacing09/19/20 6:00 PM EST Click the icon to go to broadcast | 9/19/2020 | Dirt Classic $20,000 to win (9/20 rain date) | Results | | Ian Madsen (410 Winged Sprints) | 1st | - | - | 9th |
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Watch on FloRacing09/22/20 6:00 PM EST Click the icon to go to broadcast | 9/22/2020 | "GOVERNORS REIGN" Night #1 $10,000 to WIn | Results | | Ian Madsen (410 Winged Sprints) | 6th | - | 7th | 20th |
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Watch on FloRacing09/23/20 6:00 PM EST Click the icon to go to broadcast | 9/23/2020 | "GOVERNORS REIGN" Night #2 - $52,000 to win | Results | | Ian Madsen (410 Winged Sprints) | 9th | - | - | - |
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| 10/2/2020 | Champion Racing Oil National Open | Results | | Ian Madsen (410 Winged Sprints) | 9th | - | - | - |
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| 10/3/2020 | Champion Racing Oil National Open | Results | | Ian Madsen (410 Winged Sprints) | 7th | - | 7th | - |
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Watch on FloRacing10/09/20 6:00 PM EST Click the icon to go to broadcast | 10/9/2020 | Jim Ford Classic $5,000 to Win | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 1st | - | 4th |
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Watch on FloRacing10/10/20 6:00 PM EST Click the icon to go to broadcast | 10/10/2020 | Jim Ford Classic $10,000 to Win | Results | | Ian Madsen (410 Winged Sprints) | 4th | 1st | - | 22nd (DNF) |
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| 10/16/2020 | FVP Platinum Battery Showdown | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 23rd |
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| 10/17/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 4th | - | - | 22nd |
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| 10/24/2020 | World of Outlaw Sprint Cars | Results | | Ian Madsen (410 Winged Sprints) | 3rd | - | - | 8th |
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| 11/6/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 2nd | 6th | - | 8th |
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| 11/7/2020 | | Results | | Ian Madsen (410 Winged Sprints) | 5th | - | - | 26th |
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| 11/14/2020 | | Results | | Ian Madsen (360 Winged Sprints) | 1st | 3rd | - | 6th |
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