| | Heat | Dash | B Feature | A Feature |
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| 5/4/2019 | Estevan Motor Speedway - Estevan, SK Season Opener Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 3rd | - | - | 2nd |
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| 5/17/2019 | Estevan Motor Speedway - Estevan, SK Regular Event Points Night Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 2nd | - | - | 3rd |
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| 5/25/2019 | Estevan Motor Speedway - Estevan, SK Tougher Than Dirt Tour Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 2nd | - | - | 2nd |
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| 6/1/2019 | Estevan Motor Speedway - Estevan, SK Stock Car Invitational Hobby Stocks, Street Stocks, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 6/9/2019 | Dead Horse Creek Speedway - Morden, MB Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 7/20/2019 | Estevan Motor Speedway - Estevan, SK Dirt Wars Round 1 Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 2nd |
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| 7/21/2019 | Estevan Motor Speedway - Estevan, SK Dirt Wars Round 2 Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 2nd |
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| 7/28/2019 | Dead Horse Creek Speedway - Morden, MB Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 8/2/2019 | Estevan Motor Speedway - Estevan, SK Can Am Western Late Model Series Hobby Stocks, A Modifieds, Street Stocks, WISSOTA Late Model, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 8/10/2019 | Jamestown Speedway - Jamestown, ND Ladies Night A Modifieds, B Modifieds, Semi-Pro Legends, Pure Stock, All Star Slingshots, WISSOTA Midwest Mods, WISSOTA Street Stock, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 8/11/2019 | Dead Horse Creek Speedway - Morden, MB PURE STOCK SPECIAL Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 8/18/2019 | Dead Horse Creek Speedway - Morden, MB Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 8/24/2019 | Dead Horse Creek Speedway - Morden, MB CORN AND APPLE SPECIAL DAY 1 Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Results | | Keenan Glasser (Junior Slingshots) | 1st | - | - | 1st |
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| 8/25/2019 | Dead Horse Creek Speedway - Morden, MB CORN AND APPLE SPECIAL DAY 2 Sport Compact, Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, Junior Slingshots | Rain Out |