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| 5/10/2019 | Chateau Speedway - Lansing, MN Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 4th | - | - | 12th |
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| 6/7/2019 | Chateau Speedway - Lansing, MN Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 4th | - | - | 4th |
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| 6/14/2019 | Chateau Speedway - Lansing, MN USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 2nd | - | - | 2nd |
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| 6/21/2019 | Chateau Speedway - Lansing, MN Inaugural Chateau Hall Of Fame Induction Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 2nd | - | - | 4th |
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| 6/28/2019 | Chateau Speedway - Lansing, MN “The Dirt Show” Night Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 8th | - | - | 9th |
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| 7/5/2019 | Chateau Speedway - Lansing, MN Fireworks Spectacular Special USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Rain Out |
| 7/19/2019 | Chateau Speedway - Lansing, MN Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 1st | - | - | 4th |
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| 7/26/2019 | Chateau Speedway - Lansing, MN USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 2nd | - | - | 7th |
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| 8/2/2019 | Chateau Speedway - Lansing, MN Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 3rd | - | - | 6th |
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| 8/9/2019 | Chateau Speedway - Lansing, MN Pack The Stands $5 admission Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 3rd | - | - | 11th |
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| 8/16/2019 | Chateau Speedway - Lansing, MN 360 Sprints - Non-Winged: MBTS Non-Wing Sprints Non-Winged Sprints, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 1st | - | - | 3rd |
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| 8/23/2019 | Chateau Speedway - Lansing, MN Back to school night giveaways USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 3rd | - | - | 3rd |
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| 8/30/2019 | Chateau Speedway - Lansing, MN Season Championship Winged Outlaw, USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Nick Sillman (WISSOTA Hornet) | 2nd | - | - | 14th (DNF) |
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