| | Heat | Dash | B Feature | A Feature |
|---|
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| 5/17/2014 | Estevan Motor Speedway - Estevan, SK Opening Night IMCA Modified, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Late Model | Results | | Blake Penna (IMCA Hobby Stock) | 4th | - | - | 24th (DNF) |
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| 5/31/2014 | Estevan Motor Speedway - Estevan, SK Weekly Racing IMCA Modified, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Late Model | Results | | Blake Penna (IMCA Hobby Stock) | 2nd | - | - | 2nd |
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| 6/14/2014 | Estevan Motor Speedway - Estevan, SK Weekly Racing Dirt Pro Trucks, IMCA Modified, IMCA Stock Car, IMCA Hobby Stock | Results | | Blake Penna (IMCA Hobby Stock) | 7th (DNF) | - | 7th | 22nd (DNF) |
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| 7/5/2014 | Estevan Motor Speedway - Estevan, SK Weekly Racing IMCA Modified, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Late Model | Results | | Blake Penna (IMCA Hobby Stock) | 7th | - | - | 7th |
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| 7/7/2014 | Estevan Motor Speedway - Estevan, SK Hobby Stocks, Stock Cars, A Modifieds, IMCA Hobby Stock | Results | | Blake Penna (IMCA Hobby Stock) | 7th (DNF) | - | - | 20th (DNF) |
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| 7/19/2014 | Estevan Motor Speedway - Estevan, SK Weekly Racing IMCA Modified, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Late Model | Results | | Blake Penna (IMCA Hobby Stock) | 4th | - | - | 6th |
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| 7/28/2014 | Estevan Motor Speedway - Estevan, SK Challenge Series Late Models WISSOTA Late Model: Wissota Late Model Challenge Series IMCA Modified, IMCA Stock Car, IMCA Hobby Stock | Results | | Blake Penna (IMCA Hobby Stock) | 3rd | - | - | 9th |
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| 8/9/2014 | Estevan Motor Speedway - Estevan, SK Weekly Racing IMCA Modified, IMCA Stock Car, IMCA Hobby Stock | Results | | Blake Penna (IMCA Hobby Stock) | 4th | - | - | 9th |
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| 8/22/2014 | Estevan Motor Speedway - Estevan, SK Season Championship IMCA Modified, IMCA Stock Car, IMCA Hobby Stock, WISSOTA Late Model | Results | | Blake Penna (IMCA Hobby Stock) | 2nd | - | - | 6th |
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| 9/20/2014 | Estevan Motor Speedway - Estevan, SK Fall Special IMCA Modified, IMCA Stock Car, IMCA Hobby Stock | Results | | Blake Penna (IMCA Hobby Stock) | 2nd | - | - | 23rd (DNF) |
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