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| 2/26/2021 | Tucson Speedway - Tucson, AZ 2021 Chilly Willy 150- Friday and 3-Day Passes Asphalt Super Late Models, Semi-Pro Legends, Pro Legends | Results | | Jake Bollman (Semi-Pro Legends) | - | - | - | - | | Jake Bollman (Pro Legends) | 1st | - | - | 3rd |
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| 2/27/2021 | Tucson Speedway - Tucson, AZ 2021 Chilly Willy 150- Saturday and 2-Day Passes Asphalt Super Late Models, Semi-Pro Legends, Pro Legends | Results | | Jake Bollman (Semi-Pro Legends) | - | - | - | - | | Jake Bollman (Pro Legends) | - | - | - | - |
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| 2/28/2021 | Tucson Speedway - Tucson, AZ 2021 Chilly Willy 150- Sunday Asphalt Super Late Models, Semi-Pro Legends, Pro Legends | Results | | Jake Bollman (Semi-Pro Legends) | - | - | - | - | | Jake Bollman (Pro Legends) | - | - | - | 3rd |
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| 6/12/2021 | Hermiston Raceway - Hermiston, OR Racing Dynamiks 70 Pro :Late Challenge Hobby Stocks, Semi-Pro Legends, Hornets, Pro Late Model, Asphalt Bombers | Results | | Jake Bollman (Pro Late Model) | 1st | - | - | 3rd |
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| 6/16/2021 | Atlanta Motor Speedway - Hampton, GA Bandits, Young Guns, Outlaws, Young Lions Legends, Semi-Pro Legends, Pro Legends, Masters Legends, Roadsters | Results | | Jake Bollman (Pro Legends) | - | - | - | 9th |
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| 6/17/2021 | Atlanta Motor Speedway - Hampton, GA Bandits, Young Guns, Outlaws, Young Lions Legends, Semi-Pro Legends, Pro Legends, Masters Legends, Roadsters | Results | | Jake Bollman (Pro Legends) | - | - | - | 8th |
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| 7/23/2021 | Five Flags Speedway - Pensacola, FL Blizzard Series Race #2 Asphalt Super Late Models: Southern Super Series Asphalt Pro Trucks, Asphalt Pure Stocks | Results | | Jake Bollman (Asphalt Pro Trucks) | - | - | - | 5th |
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| 12/4/2021 | Five Flags Speedway - Pensacola, FL Snowball Derby Night 3 Asphalt Super Late Models, Pro Late Model, Super Stocks | Results | | Jake Bollman (Pro Late Model) | 22nd | - | - | - |
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