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| 4/16/2021 | Kalamazoo Speedway - Kalamazoo, MI Pre Season Testing Asphalt Super Late Models, A Modifieds, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Street Stocks) | - | - | - | - |
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| 4/17/2021 | Kalamazoo Speedway - Kalamazoo, MI Covid Crusher Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Street Stocks) | 3rd | - | - | - |
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| 4/30/2021 | Kalamazoo Speedway - Kalamazoo, MI Intimidator 100 Asphalt Super Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | - | - | - | 14th |
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| 5/14/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Super Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | 5th | - | - | 15th |
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| 5/15/2021 | Kalamazoo Speedway - Kalamazoo, MI Modified Nationals A Modifieds, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Street Stocks) | 7th | - | - | 11th |
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| 5/21/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Super Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | 3rd | - | - | 5th |
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| 6/4/2021 | Kalamazoo Speedway - Kalamazoo, MI Covid Klash XXVIII Asphalt Super Late Models, Asphalt Street Stocks | Results | | Kenny Head (Asphalt Street Stocks) | - | - | 10th | - |
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| 6/11/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | 3rd | - | - | 2nd |
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| 7/9/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | - | - | - | 6th |
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| 7/10/2021 | Springport Mid-Michigan Speedway - Springport, MI Autograph Night Stock Cars, Street Stocks, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Mini Wedge | Results | | Kenny Head (Street Stocks) | - | - | - | - | | Kenny Head (Asphalt Sport Mods) | 2nd | - | - | 15th |
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| 7/17/2021 | Springport Mid-Michigan Speedway - Springport, MI Russ Densmore Birthday Celebration Asphalt Super Late Models, Stock Cars, Street Stocks, Asphalt Sport Mods, Mini Wedge | Results | | Kenny Head (Street Stocks) | - | - | - | - | | Kenny Head (Asphalt Sport Mods) | 5th | - | - | 19th |
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| 7/23/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | 1st | - | - | 6th |
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| 7/30/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Super Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | - | - | - | 18th |
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| 8/13/2021 | Kalamazoo Speedway - Kalamazoo, MI Weekly Racing Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | 6th | - | - | 4th |
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| 8/18/2021 | Kalamazoo Speedway - Kalamazoo, MI Kalamazoo Klash XXIX Asphalt Super Late Models, Asphalt Sportsman Late Models | Results | | Kenny Head (Asphalt Sportsman Late Models) | - | - | - | 10th |
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| 8/27/2021 | Kalamazoo Speedway - Kalamazoo, MI Auto Value Super Sprints Asphalt Sportsman Late Models, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | 8th | - | - | - |
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| 9/3/2021 | Kalamazoo Speedway - Kalamazoo, MI Season Championship Night Asphalt Super Late Models, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Street Stocks, Asphalt Rookie Stocks | Results | | Kenny Head (Asphalt Sportsman Late Models) | - | - | - | 16th |
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| 9/5/2021 | Corrigan Oil Speedway - Mason, MI Annual Harvest 100! Asphalt Late Models, Street Stocks, Bandits, Semi-Pro Legends, Asphalt Sportsman Late Models, Asphalt 4-Cylinders, Asphalt Small Block Modifieds, Pony Stock, Pure Stock, Figure 8 - FWD Stock | Results | | Kenny Head (Asphalt Late Models) | - | - | - | - | | Kenny Head (Asphalt Sportsman Late Models) | - | - | - | 5th |
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| 10/9/2021 | Springport Mid-Michigan Speedway - Springport, MI 2021 Michigan Cup Day Two Asphalt Super Late Models, Stock Cars, Street Stocks, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Mini Wedge | Results | | Kenny Head (Asphalt Sport Mods) | 9th | - | - | - |
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| 10/10/2021 | Springport Mid-Michigan Speedway - Springport, MI 2021 Michigan Cup Day Three Asphalt Super Late Models, Stock Cars, Street Stocks, Asphalt Sport Mods, Asphalt 4 cyl Modifieds, Mini Wedge | Results | | Kenny Head (Asphalt Sport Mods) | - | - | - | 3rd |
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