| | Heat | Dash | B Feature | A Feature |
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| 3/22/2019 | Monarch Motor Speedway - Wichita Falls, TX Stock Cars, Pony Stock, USRA Limited Mods, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | 12th |
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| 3/23/2019 | Southern Oklahoma Speedway - Ardmore, OK Regular Night Racing Hobby Stocks, Stock Cars, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 5th | - | - | 8th |
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| 4/12/2019 | Monarch Motor Speedway - Wichita Falls, TX 305 Sprints - Winged, Stock Cars, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks | Results | | Harold Winton Sr (USRA Modifieds) | - | - | - | 7th |
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| 4/20/2019 | Lawton Speedway - Lawton, OK County Night USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | - | - | - | 8th |
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| 4/27/2019 | Lawton Speedway - Lawton, OK KK Rod Ends Hard Charger (100.00 USRA CASH AWARD) USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 7th | - | - | 10th |
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| 5/4/2019 | Southern Oklahoma Speedway - Ardmore, OK TOMS A Modifieds: TOMS - Touring Outlaw Modified Series Hobby Stocks, Stock Cars, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 8th | - | 9th | - |
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| 5/25/2019 | Southern Oklahoma Speedway - Ardmore, OK First Responder Night Hobby Stocks, Stock Cars, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | DNS |
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| 6/15/2019 | Lawton Speedway - Lawton, OK Regular Race USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 9th | - | - | 7th |
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| 6/22/2019 | Lawton Speedway - Lawton, OK | Results | | Harold Winton Sr (USRA Modifieds) | 8th | - | - | 11th |
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| 6/28/2019 | Monarch Motor Speedway - Wichita Falls, TX USRA Mods, Ltd Mods & Factory Stocks; Plus IMCA Stock Cars! Stock Cars, B Modifieds, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | 14th |
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| 6/29/2019 | Lawton Speedway - Lawton, OK Regular Race USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 10th | - | - | 8th |
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| 7/6/2019 | Southern Oklahoma Speedway - Ardmore, OK Bryan Mize Memorial Pure Stock: Western Outlaw Pure Stock Series Hobby Stocks, Stock Cars, Sportsmans, A Modifieds, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 5th | - | - | 16th |
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| 7/13/2019 | Southern Oklahoma Speedway - Ardmore, OK Regular Night Racing Hobby Stocks, Stock Cars, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 4th | - | - | 13th |
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| 7/20/2019 | Lawton Speedway - Lawton, OK | Dropped |
| 7/26/2019 | Monarch Motor Speedway - Wichita Falls, TX USRA Mods & Ltd Mods; Plus IMCA Stocks, Eco Mods and Mini Stocks! Stock Cars, B Modifieds, Pony Stock, USRA Limited Mods, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 5th | - | - | 7th |
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| 7/27/2019 | Lawton Speedway - Lawton, OK Regular Race USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 7th | - | - | 6th |
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| 8/2/2019 | Monarch Motor Speedway - Wichita Falls, TX SOONER LM's, USRA Mods, Ltd Mods & Factory Stocks; Plus Mini Stocks! Dirt Late Models, Pony Stock, USRA Limited Mods, USRA Modifieds, USRA Factory Stocks | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | 9th |
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| 8/3/2019 | Southern Oklahoma Speedway - Ardmore, OK Touring Outlaw Modified Series & Regular Class Racing Pure Stock: Western Outlaw Pure Stock Series Hobby Stocks, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 8th | - | - | 23rd |
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| 8/10/2019 | Southern Oklahoma Speedway - Ardmore, OK Regular Night Racing Factory Stocks, Hobby Stocks, Stock Cars, Midwest Modifieds, Street Stocks, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 8th | - | - | 11th |
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| 8/16/2019 | Monarch Motor Speedway - Wichita Falls, TX 305 Sprints - Winged, Stock Cars, USRA Limited Mods, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | 6th |
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| 8/17/2019 | Southern Oklahoma Speedway - Ardmore, OK Regular Night Racing Factory Stocks, Hobby Stocks, Stock Cars, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 5th | - | - | 11th |
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| 8/23/2019 | Monarch Motor Speedway - Wichita Falls, TX USRA Mods, Ltd Mods & RUN WHATCHA BRUNG; Plus Mini-Stocks! Enduro, Pony Stock, USRA Limited Mods, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 5th | - | - | 9th (DNF) |
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| 8/24/2019 | Southern Oklahoma Speedway - Ardmore, OK Regular Night Racing Hobby Stocks, Stock Cars, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | 21st |
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| 8/31/2019 | Lawton Speedway - Lawton, OK Season Championship USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 13th | - | - | 9th |
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| 10/4/2019 | Southern Oklahoma Speedway - Ardmore, OK Jordan Page Winter Nationals Night 1 Hobby Stocks, Stock Cars, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 9th | - | - | - |
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| 10/5/2019 | Southern Oklahoma Speedway - Ardmore, OK Jordan Page Winter Nationals Final Night Hobby Stocks, Stock Cars, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | - | - | - | - |
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| 10/18/2019 | Southern Oklahoma Speedway - Ardmore, OK A Modifieds: TOMS - Touring Outlaw Modified Series 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 7th | - | - | - |
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| 10/19/2019 | Southern Oklahoma Speedway - Ardmore, OK A Modifieds: TOMS - Touring Outlaw Modified Series 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | - | - | 11th | - |
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| 10/27/2019 | Southern Oklahoma Speedway - Ardmore, OK Race for Time - Proceeds to the Jimmy Everest Foundation Hobby Stocks, Stock Cars, Dirt Late Models, 600cc Modifieds, Limited Sport Mod, USRA Modifieds | Results | | Harold Winton Sr (USRA Modifieds) | 6th | - | - | 9th |
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