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| 3/20/2021 | Lawton Speedway - Lawton, OK Seson Opener Non-Winged Sprints, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Tuners, IMCA RaceSaver Sprint Car | Results | | Harold Winton Jr (USRA Modifieds) | 3rd | - | - | 4th |
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| 4/3/2021 | Monarch Motor Speedway - Wichita Falls, TX B Modifieds, 305 Sprints - Non-Winged, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Harold Winton Jr (USRA Modifieds) | 5th | - | - | 2nd |
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| 4/23/2021 | Monarch Motor Speedway - Wichita Falls, TX B Modifieds, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Harold Winton Jr (USRA Modifieds) | - | - | - | - |
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| 5/8/2021 | Lawton Speedway - Lawton, OK Non-Winged Sprints, Pony Stock, USRA Limited Mods, USRA Modifieds, IMCA RaceSaver Sprint Car | Results | | Harold Winton Jr (USRA Modifieds) | 1st | - | - | 11th (DNF) |
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| 5/14/2021 | Monarch Motor Speedway - Wichita Falls, TX B Modifieds, Enduro, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks, USRA Tuners | Results | | Harold Winton Jr (USRA Modifieds) | 1st | - | - | 10th |
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| 5/15/2021 | Lawton Speedway - Lawton, OK Non-Winged Sprints, USRA Limited Mods, USRA Modifieds, USRA Tuners, IMCA RaceSaver Sprint Car | Results | | Harold Winton Jr (USRA Modifieds) | 8th (DNF) | - | - | 6th |
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| 6/5/2021 | Lawton Speedway - Lawton, OK 360 Sprints - Winged: ASCS Sooner Region with ASCS Lone Star Region Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Tuners | Results | | Harold Winton Jr (USRA Modifieds) | 2nd | - | - | 5th |
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| 6/19/2021 | Lawton Speedway - Lawton, OK Non-Winged Sprints, Pony Stock, USRA Limited Mods, USRA Modifieds, IMCA RaceSaver Sprint Car | Results | | Harold Winton Jr (USRA Modifieds) | 2nd | - | - | 7th |
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| 7/24/2021 | Lawton Speedway - Lawton, OK USRA American Racer Modifed Series USRA Modifieds: USRA American Racer Modified Series A Modifieds, Pony Stock, USRA Limited Mods, USRA Tuners | Results | | Harold Winton Jr (USRA Modifieds) | DNS | - | DNS | - |
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| 8/14/2021 | Lawton Speedway - Lawton, OK 305 Sprints - Non-Winged, Pony Stock, USRA Modifieds, USRA Tuners | Results | | Harold Winton Jr (USRA Modifieds) | 1st | - | - | 9th |
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| 8/21/2021 | Lawton Speedway - Lawton, OK Non-Winged Sprints, Pony Stock, USRA Limited Mods, USRA Modifieds, IMCA RaceSaver Sprint Car | Results | | Harold Winton Jr (USRA Modifieds) | 2nd | - | - | 8th (DNF) |
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| 8/28/2021 | Lawton Speedway - Lawton, OK Championship Finals - Powder Puff Non-Winged Sprints, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Tuners, IMCA RaceSaver Sprint Car | Results | | Harold Winton Jr (USRA Modifieds) | 6th | - | - | 7th |
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| 9/18/2021 | Southern Oklahoma Speedway - Ardmore, OK Race for Time - Proceeds to Jimmy Everest Foundation Hobby Stocks, Stock Cars, 600cc Modifieds, Limited Sport Mod, IMCA Modified | Results | | Harold Winton Jr (IMCA Modified) | 7th | - | - | 13th |
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