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| 1/4/2020 | Talladega Short Track - Eastaboga, AL 29th Annual Ice Bowl CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Super Dirt Late Models, CRUSA Late Model Sportsman | Results | | Jake Rainey (CRUSA Dirt Late Models) | 3rd | - | - | - |
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| 1/5/2020 | Talladega Short Track - Eastaboga, AL 29th Annual Ice Bowl CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, CRUSA Street Stocks, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Super Dirt Late Models, CRUSA Late Model Sportsman | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | 10th |
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| 7/3/2020 | Talladega Short Track - Eastaboga, AL Salute to America Nationals - Night #2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Super Dirt Late Models, CRUSA Late Model Sportsman | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | 3rd |
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| 7/4/2020 | Cochran Motor Speedway - Cochran, GA Salute to America Nationals - Night #3 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | 2nd |
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| 8/7/2020 | Thunderhill Raceway - Summertown, TN King of the Hill - Qualifying Night CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Asphalt Mini Stocks, Hornets, Pony Stock, Mod Lites | Results | | Jake Rainey (CRUSA Dirt Late Models) | 2nd | - | - | - |
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| 8/8/2020 | Thunderhill Raceway - Summertown, TN King of the Hill CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Late Models, Pony Stock, Outlaw Hobby Stocks, CRUSA Modified Sportsman, Speedstr | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | 5th |
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| 9/4/2020 | Cochran Motor Speedway - Cochran, GA Chevrolet Performance World Championship - Practice Night CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | - |
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| 9/5/2020 | Cochran Motor Speedway - Cochran, GA Chevrolet Performance World Championship - Qualifying Night CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | 1st | - | - | - |
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| 9/6/2020 | Cochran Motor Speedway - Cochran, GA Chevrolet Performance World Championship - B-Mains and Feature CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | 29th |
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| 9/26/2020 | Needmore Speedway - Norman Park, GA Needmore Speedway Showdown CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | 4th | - | - | 16th |
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| 10/2/2020 | Talladega Short Track - Eastaboga, AL NASCAR Weekend - Night #1 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Jake Rainey (CRUSA Dirt Late Models) | 1st | - | - | 9th |
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| 10/3/2020 | Talladega Short Track - Eastaboga, AL NASCAR Weekend - Night #2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Dirt Super Late Models, Dirt Late Models, Sport Compact, Pure Stock, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Jake Rainey (CRUSA Dirt Late Models) | 2nd | - | - | 18th |
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| 11/20/2020 | Deep South Speedway - Loxley, AL Deep South 100 - Qualifying and Heat Races CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | 1st | - | - | - |
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| 11/21/2020 | Deep South Speedway - Loxley, AL Deep South 100 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series | Results | | Jake Rainey (CRUSA Dirt Late Models) | - | - | - | 8th |
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