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| 5/1/2022 | Windy Hollow Speedway - Owensboro, KY SEASON OPENER $622 TO WIN ALL CLASSES Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 3rd | - | - | 5th |
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| 5/22/2022 | Windy Hollow Speedway - Owensboro, KY QUICKSILVER 602 CRATE LATE MODELS -- $1200 TO WIN Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | No Results |
| 6/5/2022 | Windy Hollow Speedway - Owensboro, KY TOP DOG STREET STOCK CHALLENGE -- $2000 TO WIN Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 5th | - | - | 6th |
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| 6/12/2022 | Windy Hollow Speedway - Owensboro, KY $500 TO WIN RUSTY BOLT DIRTcar UMP Modifieds, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 4th | - | - | 4th |
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| 6/26/2022 | Windy Hollow Speedway - Owensboro, KY B-MODS $750 TO WIN Stock Cars, B Modifieds, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 3rd | - | - | 9th |
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| 7/3/2022 | Windy Hollow Speedway - Owensboro, KY $1000 TO WIN ALL DIVISIONS --- FIREWORKS Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 4th | - | - | 5th |
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| 7/24/2022 | Windy Hollow Speedway - Owensboro, KY Racers Appreciation Night Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 2nd | - | - | 7th |
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| 8/7/2022 | Windy Hollow Speedway - Owensboro, KY BACK TO SCHOOL BASH -- $1200 TO WIN OPEN WHEEL MODIFIEDS DIRTcar UMP Modifieds, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 5th | - | - | 9th |
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| 8/14/2022 | Windy Hollow Speedway - Owensboro, KY $1000 to win Bombers Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 1st | - | - | 5th |
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| 8/21/2022 | Windy Hollow Speedway - Owensboro, KY SUMMER SHOOTOUT -- $600 TO WIN ALL DIVISIONS Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 3rd | - | - | 9th |
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| 9/18/2022 | Windy Hollow Speedway - Owensboro, KY Scrapper Figure 8 DIRTcar UMP Modifieds, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models, Figure 8 - RWD-Open | Results | | Jamie Bosecker (Pure Stock) | 7th | - | - | 12th |
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| 9/25/2022 | Windy Hollow Speedway - Owensboro, KY RACE ON MEMORIAL Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 4th | - | - | 6th |
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| 10/9/2022 | Windy Hollow Speedway - Owensboro, KY DRIVERS APPRECIATION NIGHT ($25 PIT PASSES) Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Jamie Bosecker (Pure Stock) | 5th | - | - | 8th |
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| 10/16/2022 | Windy Hollow Speedway - Owensboro, KY CHAMPIONSHIP NIGHT (LAST POINTS RACE) Stock Cars, B Modifieds, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Jamie Bosecker (Pure Stock) | 3rd | - | - | 5th |
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| 11/19/2022 | Windy Hollow Speedway - Owensboro, KY Demo Derby/Enduro DIRTcar Factory Stock, Hornets, Sport Compact, Pure Stock, Figure 8 - RWD-Open | Results | | Jamie Bosecker (DIRTcar Factory Stock) | - | - | - | 15th | | Jamie Bosecker (Sport Compact) | - | - | - | 42nd |
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