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| 5/16/2021 | Windy Hollow Speedway - Owensboro, KY Sunday Sunday Sunday! $1,000 Street Stock WIN Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 5th | - | - | - |
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| 6/13/2021 | Windy Hollow Speedway - Owensboro, KY Cruiser Night! JKV $500 bonus for winner! All classes Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 5th | - | - | 9th |
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| 6/27/2021 | Windy Hollow Speedway - Owensboro, KY Bomber Powder Puff! Plus all classes! Hobby Stocks, Stock Cars, B Modifieds, Street Stocks, Hornets, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 7th | - | - | 9th |
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| 8/8/2021 | Windy Hollow Speedway - Owensboro, KY Little Scrappers and Scrappers Bonus Night! $500 bonus to winner from JKV Core Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 3rd | - | - | 7th |
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| 8/15/2021 | Windy Hollow Speedway - Owensboro, KY UMP Open Wheel Modifieds! DIRTcar UMP Modifieds, Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 6th | - | - | 7th |
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| 8/29/2021 | Windy Hollow Speedway - Owensboro, KY UMP Mini Stocks --- JKV Core and Auto Recycling --- $1000 To Win --- $500 Bonus for Bomber Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 5th | - | - | 14th |
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| 9/12/2021 | Windy Hollow Speedway - Owensboro, KY Rusty Bolt Night! JKV $500 bonus for winner! All classes Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Aaron Rafferty (Pure Stock) | 5th | - | - | 9th |
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| 9/26/2021 | Windy Hollow Speedway - Owensboro, KY 51st Birthday Party! Twins to WIN - each class double features! Double Features, Double Money! Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock, Dirt Crate Late Models | Results | | Aaron Rafferty (Pure Stock) | 13th | - | - | 5th |
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| 10/17/2021 | Windy Hollow Speedway - Owensboro, KY SEASON FINALE! RACE ON plus Enduro and Fun Day! PLUS Halloween and track or treat! DIRTcar Factory Stock, Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Sport Compact, Pure Stock, Figure 8 - RWD-Open | Results | | Aaron Rafferty (Pure Stock) | 8th | - | - | 12th |
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