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| 3/21/2021 | Atomic Speedway - Chillicothe, OH Buckeye Spring 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series Dirt Late Models | Results | | Kirk Phillips (Dirt Super Late Models) | 8th | - | - | 18th |
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| 4/22/2021 | Atomic Speedway - Chillicothe, OH Dirt Super Late Models: Castrol FloRacing Night in America | Results | | Kirk Phillips (Dirt Super Late Models) | 4th | - | - | - |
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| 5/7/2021 | Atomic Speedway - Chillicothe, OH Dirt Super Late Models: Iron-Man Late Model Series DIRTcar UMP Modifieds | Results | | Kirk Phillips (Dirt Super Late Models) | - | - | - | - |
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| 5/8/2021 | Atomic Speedway - Chillicothe, OH Dirt Super Late Models: Iron-Man Late Model Series DIRTcar UMP Modifieds | Results | | Kirk Phillips (Dirt Super Late Models) | - | - | - | 19th |
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| 5/30/2021 | Portsmouth Raceway Park - Portsmouth, OH CLETUS CLASSIC - MODIFIEDS $1,231 TO WIN & SALUTE THE TROOPS NIGHT by VALLERY FORD OF WAVERLY DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 2nd | - | - | 5th |
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| 6/5/2021 | Portsmouth Raceway Park - Portsmouth, OH Complete Racing Program DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 5th | - | - | 10th |
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| 6/19/2021 | Portsmouth Raceway Park - Portsmouth, OH Ohio Sprint Speedweek night #8 Dean Knittel Memorial $17,554 to win (RAIN DATE of JUNE 20, 2021) 410 Sprints - Winged: All Star Circuit of Champions Dirt Late Models | Results | | Kirk Phillips (Dirt Late Models) | 3rd | - | - | 6th |
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| 6/26/2021 | Portsmouth Raceway Park - Portsmouth, OH BARBOUR AUTO PARTS & AUTO VALUE - Complete Racing Program (DARF members free admission) DIRTcar UMP Modifieds, Dirt Late Models, Pro Legends, Economy Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 2nd | - | - | 2nd |
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| 7/2/2021 | Portsmouth Raceway Park - Portsmouth, OH Independence 50 Dirt Super Late Models: Lucas Oil Late Model Dirt Series DIRTcar UMP Modifieds, Economy Late Models | Results | | Kirk Phillips (Dirt Super Late Models) | 8th | - | - | 15th |
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| 7/24/2021 | Portsmouth Raceway Park - Portsmouth, OH BOBBY MORGAN MEMORIAL - OVSCA Sprints & JACKIE BOGGS NIGHT FOR THE KIDS Sprint Cars, DIRTcar UMP Modifieds, Dirt Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 4th | - | - | 4th |
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| 7/25/2021 | Richmond Raceway (KY) - Richmond, KY DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Kirk Phillips (DIRTcar Late Models) | 1st | - | - | 10th |
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| 8/7/2021 | Portsmouth Raceway Park - Portsmouth, OH LEMLEY MOTORSPORTS Mod Squad Spectacular 3K to win Modifieds & MARY'S CLOTHESLINE BACK PACK GIVEAWAY DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 2nd | - | - | 7th |
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| 8/14/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Super Stocks, Dirt Crate Late Models | Results | | Kirk Phillips (Dirt Super Late Models) | 1st | - | - | 3rd | | Kirk Phillips (Dirt Crate Late Models) | 3rd | - | - | 4th |
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| 8/21/2021 | Portsmouth Raceway Park - Portsmouth, OH BERNDT & MURFIN INSURANCE - BOONE COLEMAN MEMORIAL GATOR 50 DIRTcar UMP Modifieds, Dirt Late Models, Economy Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 1st | - | - | 10th |
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| 8/27/2021 | Moler Raceway Park - Williamsburg, OH 14th annual Victor "Ike" Moler Memorial Dirt Super Late Models: Iron-Man Late Model Series | Results | | Kirk Phillips (Dirt Super Late Models) | - | - | - | 4th |
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| 8/28/2021 | Portsmouth Raceway Park - Portsmouth, OH Weaver's Gas & Oil - OVSCA Sprints and Pepsi Employee Night Sprint Cars, DIRTcar UMP Modifieds, Dirt Late Models, Limited Sport Mod | Results | | Kirk Phillips (Dirt Late Models) | 1st | - | - | DNS |
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| 10/23/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models, Outlaw Hobby Stocks | Results | | Kirk Phillips (Dirt Super Late Models) | 3rd | - | - | 13th |
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| 11/6/2021 | Willard Speedway - Willard, KY Dirt Super Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, Limited Sport Mod, Dirt Crate Late Models, Outlaw Hobby Stocks | Results | | Kirk Phillips (Dirt Super Late Models) | 2nd | - | - | 2nd |
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| 11/27/2021 | 411 Motor Speedway - Seymour, TN The Leftover Day 2 Dirt Super Late Models: Iron-Man Late Model Series A Modifieds: Iron-Man Modified Series Hobby Stocks, Sportsmans, Economy Late Models, Asphalt Mini Stock, Dirt Crate Late Models | Results | | Kirk Phillips (Dirt Super Late Models) | - | - | 4th | - |
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| 12/31/2021 | 411 Motor Speedway - Seymour, TN The Hangover Dirt Super Late Models: Iron-Man Late Model Series A Modifieds: Iron-Man Modified Series Sportsmans, Vintage Modifieds, Hornets, Economy Late Models, Asphalt Mini Stock, Dirt Crate Late Models | Results | | Kirk Phillips (Dirt Super Late Models) | - | - | - | 3rd |
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