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| 4/7/2023 | Shelby County Speedway - Harlan, IA Shelby County Speedway - WEST 360 Sprints - Winged: Malvern Bank 360 Sprints Dirt Super Late Models: SLMR Late Model Series B Modifieds | Results | | Dylan Sillman (Dirt Super Late Models) | - | - | - | - |
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| 4/8/2023 | Shelby County Speedway - Harlan, IA Shelby County Speedway - WEST 360 Sprints - Winged: Malvern Bank 360 Sprints Dirt Super Late Models: SLMR Late Model Series B Modifieds | Results | | Dylan Sillman (Dirt Super Late Models) | - | - | - | 2nd |
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| 4/22/2023 | Crawford County Speedway - Denison, IA SPRING FLING Hobby Stocks, A Modifieds, Vintage Full Body Stock Cars | Postponed |
| 4/27/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Dylan Sillman (IMCA Modified) | 2nd | - | - | 3rd |
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| 4/29/2023 | Junction Motor Speedway - McCool Junction, NE Mike Chapin Memorial Spring Thaw IMCA Late Models, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Sillman (IMCA Modified) | 1st | - | - | 2nd |
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| 5/5/2023 | Lakeside Speedway - Kansas City, KS Lakeside Speedway - WEST/EAST Dirt Super Late Models: SLMR Late Model Series A Modifieds: USMTS - United States Modified Touring Series IMCA Modified | Results | | Dylan Sillman (Dirt Super Late Models) | 4th | - | - | 3rd |
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| 5/6/2023 | Lakeside Speedway - Kansas City, KS Lakeside Speedway - WEST/EAST Dirt Super Late Models: SLMR Late Model Series A Modifieds: USMTS - United States Modified Touring Series IMCA Modified | Results | | Dylan Sillman (Dirt Super Late Models) | 2nd | - | - | 5th |
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| 5/13/2023 | Central Missouri Speedway - Warrensburg, MO Central Missouri Speedway - WEST Dirt Super Late Models: SLMR Late Model Series POWRi Super Stock, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Dylan Sillman (Dirt Super Late Models) | 6th | - | - | 23rd |
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| 5/19/2023 | Boone County Raceway - Albion, NE Boone County Raceway - WEST Dirt Super Late Models: SLMR Late Model Series A Modifieds, B Modifieds, Vintage Full Body Stock Cars | Results | | Dylan Sillman (Dirt Super Late Models) | 4th | - | - | 10th |
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| 6/3/2023 | Adams County Speedway - Corning, IA Adams County Speedway - WEST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 4th | - | - | 2nd |
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| 6/16/2023 | Beatrice Speedway - Beatrice, NE Beatrice Speedway - WEST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, A Modifieds, B Modifieds, Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 3rd | - | - | 17th |
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| 6/17/2023 | Junction Motor Speedway - McCool Junction, NE Week 6 w/ SLMR Dirt Super Late Models: SLMR Late Model Series IMCA Late Models, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 5th | - | - | 21st |
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| 6/22/2023 | US 30 Speedway - Columbus, NE Regular Night B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Dylan Sillman (IMCA Modified) | 1st | - | - | 1st |
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| 6/23/2023 | Crawford County Speedway - Denison, IA Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Vintage Full Body Stock Cars, Hornets, IMCA RaceSaver Sprint Car | Results | | Dylan Sillman (A Modifieds) | 2nd | - | - | DNS |
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| 7/2/2023 | Stuart Speedway - Stuart, IA Stuart Speedway - WEST Dirt Super Late Models: SLMR Late Model Series 600cc Modifieds, IMCA Northern SportMod, IMCA Stock Car, IMCA Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 6th | - | - | 12th |
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| 7/15/2023 | Shelby County Speedway - Harlan, IA Shelby County Speedway - WEST/EAST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, B Modifieds, Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 7/21/2023 | Huset's Speedway - Brandon, SD 13th Annual Silver Dollar Nationals - Prelim Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Limited Late Models, 604 Crate Late Models | Results | | Dylan Sillman (Dirt Limited Late Models) | 3rd | - | - | 23rd |
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| 7/22/2023 | Huset's Speedway - Brandon, SD 13th Annual Silver Dollar Nationals Dirt Super Late Models: SLMR Late Model Series with Lucas Oil Late Model Dirt Series Dirt Limited Late Models, 604 Crate Late Models | Results | | Dylan Sillman (Dirt Limited Late Models) | 4th | - | - | 3rd |
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| 7/29/2023 | Adams County Speedway - Corning, IA Adams County Speedway - WEST/EAST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 1st | - | - | 2nd |
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| 8/11/2023 | Thayer County Speedway - Deshler, NE Thayer County Speedway - WEST Dirt Super Late Models: SLMR Late Model Series Hobby Stocks, Street Stocks, IMCA Northern SportMod | Results | | Dylan Sillman (Dirt Super Late Models) | 1st | - | - | 12th |
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| 8/12/2023 | Junction Motor Speedway - McCool Junction, NE Week 13 w/ MCSA & SLMR Dirt Super Late Models: SLMR Late Model Series Vintage Full Body Stock Cars, IMCA Late Models, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Dylan Sillman (Dirt Super Late Models) | 8th | - | - | 7th |
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| 8/26/2023 | Shelby County Speedway - Harlan, IA Championship Night Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Dirt Late Models, Sport Compact | Results | | Dylan Sillman (A Modifieds) | 2nd | - | - | 2nd |
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| 9/1/2023 | 300 Raceway - Farley, IA 300 Raceway - The Yankee Dirt Track Classic - WEST/EAST Dirt Super Late Models: SLMR Late Model Series IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Dylan Sillman (Dirt Super Late Models) | 5th | - | - | 5th |
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| 9/2/2023 | Hamilton County Speedway - Webster City, IA Hamilton County Speedway - WEST/EAST Dirt Super Late Models: SLMR Late Model Series USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Stock Cars, USRA Tuners | Results | | Dylan Sillman (Dirt Super Late Models) | 1st | - | - | 17th |
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| 9/8/2023 | Lakeside Speedway - Kansas City, KS Lakeside Speedway - WEST Dirt Super Late Models: SLMR Late Model Series Vintage Full Body Stock Cars: Show-Me Vintage Cars USRA Stock Cars | Results | | Dylan Sillman (Dirt Super Late Models) | 4th | - | - | 20th |
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