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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 | | Brandan Lee (Pony Stock) | 5th | - | - | 5th |
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| 5/23/2021 | Windy Hollow Speedway - Owensboro, KY Little Scrapper Kid's Club Night! $1 admission for kids 8-12! All Classes racing Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Brandan Lee (Pony Stock) | 4th | - | - | 6th |
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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 | | Brandan Lee (Pony Stock) | 4th | - | - | 5th |
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| 6/20/2021 | Windy Hollow Speedway - Owensboro, KY King of the Hollow! $1,000 win in 5 classes, $300 win Scrappers Hobby Stocks, Stock Cars, Street Stocks, Hornets, Pony Stock, Pure Stock | Results | | Brandan Lee (Pony Stock) | 1st | - | - | 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 | | Brandan Lee (Pony Stock) | 2nd | - | - | 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 | | Brandan Lee (Pony Stock) | 3rd | - | - | 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 | | Brandan Lee (Pony Stock) | 2nd | - | - | 11th |
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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 | | Brandan Lee (Pony Stock) | 2nd | - | - | 5th |
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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 | | Brandan Lee (Pony Stock) | 2nd | - | - | 5th |
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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 | | Brandan Lee (Pony Stock) | 3rd | - | - | 2nd |
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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 | | Brandan Lee (Pony Stock) | 3rd | - | - | 4th |
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