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| 4/10/2021 | Western Kentucky Speedway - Madisonville, KY $1200 to win UMP Modifieds DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 18th (DNF) |
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| 5/1/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 2nd |
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| 5/15/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, B Modifieds, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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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 | | Chris Shelton (Street Stocks) | 2nd | - | - | 2nd |
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| 5/22/2021 | Western Kentucky Speedway - Madisonville, KY $1200 to win Southern Street Factory Stocks, Hobby Stocks, Stock Cars, Street Stocks, Hornets | Results | | Chris Shelton (Stock Cars) | 2nd | - | - | 2nd | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 6/5/2021 | Western Kentucky Speedway - Madisonville, KY Tribute to "Little" John Gray featuring 3rd Annual King of the Street Stocks Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 3rd | - | - | 10th |
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| 6/12/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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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 | | Chris Shelton (Street Stocks) | 3rd | - | - | 1st |
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| 6/19/2021 | Western Kentucky Speedway - Madisonville, KY JKV Automotive Recycling presents Fan Appreciation Night Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 15th |
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| 6/26/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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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 | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 7/3/2021 | Western Kentucky Speedway - Madisonville, KY Firecracker 25 $ 1500 to win Street Stock Factory Stocks, Hobby Stocks, Street Stocks, Hornets | Results | | Chris Shelton (Street Stocks) | 3rd | - | - | 2nd |
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| 7/17/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 7/24/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 2nd | - | - | 1st |
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| 7/25/2021 | Windy Hollow Speedway - Owensboro, KY Mini Stock Night! $500 bonus from JKV for winner! Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 8/1/2021 | Windy Hollow Speedway - Owensboro, KY Legend's of Windy Hollow Night! Class of 2021 Honored! All classes racing and Bonus $$ for winners! Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 8/7/2021 | Western Kentucky Speedway - Madisonville, KY 2nd Annual Southern Street Showdown Factory Stocks, Hobby Stocks, Stock Cars, Street Stocks, Hornets | Results | | Chris Shelton (Stock Cars) | 1st | - | - | 2nd | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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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 | | Chris Shelton (Street Stocks) | 2nd | - | - | 1st |
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| 8/14/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Stock Cars, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 2nd |
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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 | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 8/28/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, B Modifieds, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 2nd | - | - | 2nd |
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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 | | Chris Shelton (Hobby Stocks) | - | - | - | - | | Chris Shelton (Street Stocks) | 2nd | - | - | 3rd |
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| 9/4/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing Factory Stocks, Hobby Stocks, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 15th (DNF) |
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| 9/11/2021 | Western Kentucky Speedway - Madisonville, KY Exciting Night of Racing DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 1st | - | - | 2nd |
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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 | | Chris Shelton (Street Stocks) | 1st | - | - | 1st |
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| 9/18/2021 | Western Kentucky Speedway - Madisonville, KY $500 to win all classes Factory Stocks, Hobby Stocks, B Modifieds, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | 2nd | - | - | 8th (DNF) |
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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 | | Chris Shelton (Street Stocks) | 1st | - | - | 4th |
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| 10/16/2021 | Thunderhill Raceway - Summertown, TN Keota Faulkner Memorial Race Pony Stock, CRUSA Street Stocks, Outlaw Hobby Stocks, CRUSA Modified Sportsman, Speedstr | Results | | Chris Shelton (CRUSA Street Stocks) | 4th | - | 4th | - |
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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 | | Chris Shelton (Street Stocks) | 8th | - | - | 6th |
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| 10/23/2021 | Western Kentucky Speedway - Madisonville, KY Final night of points DIRTcar UMP Modifieds, Factory Stocks, Hobby Stocks, Street Stocks, Hornets, Dirt Crate Late Models | Results | | Chris Shelton (Street Stocks) | - | - | - | - |
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