| | Heat | Dash | B Feature | A Feature |
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| 6/19/2021 | I-77 Speedway - Ripley, WV Regular Show Dirt Super Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Ryan Montgomery (Dirt Super Late Models) | 1st | - | - | 3rd |
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| 7/17/2021 | Tyler County Speedway - Middlebourne, WV 33rd Annual Earl Hill Memorial Dirt Super Late Models: Iron-Man Late Model Series DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Dirt Late Models, Mini Wedge, Limited Sport Mod, Sport Compact | Results | | Ryan Montgomery (Dirt Super Late Models) | - | - | - | 2nd |
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| 7/24/2021 | Muskingum County Speedway - Dresden, OH Jim Dunn Memorial Dirt Super Late Models: Iron-Man Late Model Series DIRTcar UMP Modifieds, Outlaw Hobby Stocks, DIRTcar Sportsman Modifieds, Mod Lites | Results | | Ryan Montgomery (Dirt Super Late Models) | 1st | - | - | 7th |
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| 10/9/2021 | West Virginia Motor Speedway - Mineral Wells, WV RWT RaceFest (Feature) Dirt Super Late Models: Iron-Man Late Model Series B Modifieds: The Road Warrior Sport Mod Tour | Results | | Ryan Montgomery (Dirt Super Late Models) | - | - | - | 3rd |
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| 10/10/2021 | West Virginia Motor Speedway - Mineral Wells, WV Racefest World Championship Dirt Super Late Models: Iron-Man Late Model Series | Results | | Ryan Montgomery (Dirt Super Late Models) | - | - | - | 6th |
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| 12/2/2021 | The Dome at America's Center - St. Louis, MO Castrol Gateway Dirt Nationals Midgets, Dirt Super Late Models, A Modifieds | Results | | Ryan Montgomery (Dirt Super Late Models) | 2nd | - | - | 9th |
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| 12/4/2021 | The Dome at America's Center - St. Louis, MO Midgets, Dirt Super Late Models, A Modifieds | Results | | Ryan Montgomery (Dirt Super Late Models) | - | - | 2nd | 9th |
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