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| 1/9/2021 | Ocala Speedway - Ocala, FL Hangover Classic Hobby Stocks, A Modifieds, Street Stocks, Crown Vic | Results | | Garret Stewart (A Modifieds) | 6th | - | - | 4th |
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| 2/2/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #1 410 Sprints - Winged, DIRTcar UMP Modifieds | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 4th | - | 2nd | 25th |
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| 2/3/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 3rd | - | - | - |
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| 2/4/2021 | Volusia Speedway Park - De Leon Springs, FL DIRTcar Nationals $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions DIRTcar UMP Modifieds | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 5th | - | - | - |
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| 2/5/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #4 (DIRTcar UMP Modifieds Gator Championship Night 1) 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Garret Stewart (DIRTcar UMP Modifieds) | - | - | - | - |
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| 2/7/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #6 (DIRTcar UMP Modifieds Gator Championship Night 3) 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 3rd | - | - | - |
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| 2/8/2021 | Volusia Speedway Park - De Leon Springs, FL 50th Annual DIRTcar Nationals - Night #7 (DIRTcar UMP Modifieds Gator Championship Night 4) Dirt Super Late Models, DIRTcar UMP Modifieds, CRUSA Dirt Late Models, DIRTcar Pro Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | - | - | - | 6th |
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| 3/5/2021 | Volusia Speedway Park - De Leon Springs, FL 410 Sprints - Winged: World of Outlaws DIRTcar UMP Modifieds | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 2nd | - | - | 1st |
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| 3/19/2021 | Volusia Speedway Park - De Leon Springs, FL Test and Tune - Season Opener DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Sport Compact, Dirt Crate Late Models | No Results |
| 3/27/2021 | Volusia Speedway Park - De Leon Springs, FL Big Dog 30 - Season Opener Take Two DIRTcar UMP Modifieds, Hobby Stocks, Street Stocks, Sport Compact, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 3rd | - | - | 1st |
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| 4/3/2021 | Volusia Speedway Park - De Leon Springs, FL Spring Fling Night #2 DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 3rd | - | - | 1st |
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| 4/16/2021 | Volusia Speedway Park - De Leon Springs, FL Test and Tune - Bad Fast 50 DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Sport Compact, Dirt Crate Late Models | Rain Out |
| 4/24/2021 | Volusia Speedway Park - De Leon Springs, FL Work Force 30 Hobby Stocks: Dirts4Racing Street Stocks DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 4th | - | - | 1st |
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| 5/7/2021 | Volusia Speedway Park - De Leon Springs, FL Dennis North Memorial - Test and Tune DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Sport Compact, Dirt Crate Late Models | No Results |
| 5/8/2021 | Volusia Speedway Park - De Leon Springs, FL 10th Annual Dennis North Memorial Hobby Stocks: Dirts4Racing Street Stocks DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 7th (DNF) | - | - | 2nd |
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| 5/28/2021 | All-Tech Raceway - Lake City, FL Harvey Jones Memorial CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Limited Modified | Results | | Garret Stewart (CRUSA Dirt Late Models) | 7th | - | - | - |
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| 5/29/2021 | All-Tech Raceway - Lake City, FL Harvey Jones Memorial CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Vintage Modifieds, Pure Stock | Results | | Garret Stewart (CRUSA Dirt Late Models) | - | - | 8th | - |
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| 5/30/2021 | Volusia Speedway Park - De Leon Springs, FL Gator Nationals Rain Date DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 4th | - | - | 2nd |
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| 6/12/2021 | Volusia Speedway Park - De Leon Springs, FL Sunshine Showdown DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks | Results | | Garret Stewart (DIRTcar Late Models) | 4th | - | - | 5th | | Garret Stewart (DIRTcar UMP Modifieds) | 3rd | - | - | 1st |
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| 6/19/2021 | Volusia Speedway Park - De Leon Springs, FL Clay Classic DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 6/26/2021 | Volusia Speedway Park - De Leon Springs, FL Short Track Showdown 360 Sprints - Winged, DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Sport Compact, Dirt Crate Late Models | Postponed |
| 7/17/2021 | Volusia Speedway Park - De Leon Springs, FL Summer Sizzler DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 9/4/2021 | Volusia Speedway Park - De Leon Springs, FL Labor Day Classic Night #1 DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 1st | - | - | 1st |
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| 10/8/2021 | Boyd's Speedway - Ringgold, GA 1st Annual Breast Cancer Memorial "Pretty in Pink" Weekend A Modifieds: Iron-Man Modified Series DIRTcar Late Models, Street Stocks, Dirt Late Models, Economy Late Models | Results | | Garret Stewart (305 Sprints - Winged) | - | - | 1st | 13th | | Garret Stewart (A Modifieds) | - | - | 1st | 13th |
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| 10/9/2021 | Boyd's Speedway - Ringgold, GA 1st Annual Breast Cancer Memorial "Pretty in Pink" Weekend A Modifieds: Iron-Man Modified Series Asphalt Late Models, Asphalt Super Late Models, Street Stocks, Dirt Late Models, Economy Late Models, Pro Late Model, Pony Stock | Results | | Garret Stewart (305 Sprints - Winged) | 3rd | - | - | 9th | | Garret Stewart (A Modifieds) | 3rd | - | - | 9th |
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| 10/30/2021 | Ocala Speedway - Ocala, FL Spooktacular 360 Sprints - Winged, DIRTcar UMP Modifieds, Street Stocks, Dirt Crate Late Models, Generic 2 | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 4th | - | - | DNS |
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| 11/13/2021 | Volusia Speedway Park - De Leon Springs, FL Wild Card 25 - 3/4 Modified Championship Night DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 3rd | - | - | 3rd |
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| 11/18/2021 | Volusia Speedway Park - De Leon Springs, FL 8th Annual Emil and Dale Reutimann Memorial - Test and Tune DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | - | - | - | - |
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| 11/19/2021 | Volusia Speedway Park - De Leon Springs, FL 8th Annual Emil and Dale Reutimann Memorial Night #1 DIRTcar UMP Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | 11th (DNF) | - | - | - |
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| 11/20/2021 | Volusia Speedway Park - De Leon Springs, FL 8th Annual Emil and Dale Reutimann Memorial Night #2 DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks | Results | | Garret Stewart (DIRTcar UMP Modifieds) | - | - | 3rd | 6th |
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| 12/12/2021 | Volusia Speedway Park - De Leon Springs, FL Championship Banquet DIRTcar Late Models, DIRTcar UMP Modifieds, Hobby Stocks, B Modifieds, Street Stocks, Dirt Crate Late Models | Results | | Garret Stewart (DIRTcar UMP Modifieds) | - | - | - | 1st |
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