| | Heat | Dash | B Feature | A Feature |
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| 3/12/2021 | Magnolia Motor Speedway - Columbus, MS 410 Sprints - Winged: World of Outlaws CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 4th | - | - | 4th |
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| 3/20/2021 | Whynot Motorsports Park - Meridian, MS MSCCS Late Models plus Weekly Racing Series Midgets, Dirt Super Late Models, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 6th | - | - | DNS |
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| 4/3/2021 | Whynot Motorsports Park - Meridian, MS Weekly Racing Series Event Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | 1st |
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| 4/17/2021 | Greenville Speedway - Greenville, MS Rumble on the Gumbo Night 2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Factory Stocks, Hobby Stocks, Stock Cars, A Modifieds, CRUSA Street Stocks, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | 1st |
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| 4/23/2021 | Magnolia Motor Speedway - Columbus, MS Golden Egg Spring Nationals Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Dirt Late Models) | - | - | - | - | | Bailey Callahan (CRUSA Late Model Sportsman) | 4th | - | - | 9th |
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| 4/24/2021 | Magnolia Motor Speedway - Columbus, MS Golden Egg Spring Nationals Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | 2nd |
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| 5/8/2021 | Whynot Motorsports Park - Meridian, MS Weekly Racing Series Event Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 4th | - | - | 5th |
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| 5/15/2021 | Magnolia Motor Speedway - Columbus, MS Weekly Racing Series Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 8th | - | - | DNS |
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| 5/29/2021 | Magnolia Motor Speedway - Columbus, MS Sportsman World Championship Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | - |
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| 5/30/2021 | Magnolia Motor Speedway - Columbus, MS Sportsman World Championship Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | - | - | - | 7th |
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| 6/5/2021 | Magnolia Motor Speedway - Columbus, MS Weekly Racing Series Event Factory Stocks, Adult Lites, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | 7th |
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| 6/18/2021 | Magnolia Motor Speedway - Columbus, MS Clash at the Mag - Presented by Big River Steel Dirt Super Late Models: Lucas Oil Late Model Dirt Series with COMP Cams Super Dirt Series (CCSDS) Factory Stocks, Dirt Late Models, CRUSA Street Stocks, CRUSA Dirt Late Models | Results | | Bailey Callahan (CRUSA Dirt Late Models) | - | - | 8th | - |
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| 6/26/2021 | Whynot Motorsports Park - Meridian, MS Weekly Racing Series Event Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 5th | - | - | 6th |
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| 7/3/2021 | Whynot Motorsports Park - Meridian, MS Prelude to the Southern Street Stock Nationals Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 5th | - | - | 6th |
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| 7/4/2021 | Magnolia Motor Speedway - Columbus, MS Firecracker 5 Finale 360 Sprints - Winged: USCS United Sprint Car Series Factory Stocks, Winged A-Class, Dirt Late Models, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 2nd | - | - | 6th |
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| 7/10/2021 | Whynot Motorsports Park - Meridian, MS MSCCS Late Models plus Weekly Racing Series Dirt Super Late Models, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 4th | - | - | 2nd |
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| 7/24/2021 | Whynot Motorsports Park - Meridian, MS Weekly Racing Series Event Midgets, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 2nd | - | - | 1st |
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| 7/31/2021 | Magnolia Motor Speedway - Columbus, MS Weekly Racing Series Event Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 2nd | - | - | 3rd |
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| 8/7/2021 | Magnolia Motor Speedway - Columbus, MS Fan Appreciation Night Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 4th | - | - | 2nd |
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| 8/21/2021 | Jackson Motor Speedway - Byram, MS Weekly Racing Factory Stocks, CRUSA Street Stocks, CRUSA Dirt Late Models, Sport Compact, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 2nd | - | - | 3rd |
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| 9/5/2021 | Magnolia Motor Speedway - Columbus, MS Labor Day Classic COMP Cams Super Dirt Series Factory Stocks, Dirt Late Models, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Rain Out |
| 10/1/2021 | Greenville Speedway - Greenville, MS 15TH ANNUAL GUMBOS Factory Stocks, Hobby Stocks, Stock Cars, A Modifieds, Dirt Late Models, CRUSA Street Stocks, Dirt Crate Late Models, CRUSA Late Model Sportsman | Postponed |
| 10/8/2021 | Jackson Motor Speedway - Byram, MS All American 60 - Night 1 Factory Stocks, Winged A-Class, CRUSA Street Stocks, CRUSA Dirt Late Models, Sport Compact, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 2nd | - | - | - |
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| 10/9/2021 | Jackson Motor Speedway - Byram, MS All American 60 - Night 2 Factory Stocks, Dirt Late Models, CRUSA Street Stocks, CRUSA Dirt Late Models, Sport Compact, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 2nd | - | - | 7th |
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| 10/21/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Practice Night) Dirt Super Late Models, Factory Stocks, A Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | - | - | - | - |
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| 10/22/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Night 1) Dirt Super Late Models, Factory Stocks, A Modifieds, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | - |
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| 10/23/2021 | Whynot Motorsports Park - Meridian, MS 27th Annual Coors Light Fall Classic (Night 2) Dirt Super Late Models, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | - | - | - | 24th |
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| 11/5/2021 | Magnolia Motor Speedway - Columbus, MS Magnolia Motor Speedway CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 4th | - | - | 5th |
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| 11/6/2021 | Magnolia Motor Speedway - Columbus, MS Magnolia Motor Speedway CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 1st | - | - | 3rd |
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| 11/26/2021 | Magnolia Motor Speedway - Columbus, MS Possum Town Grand Prix (Friday) Dirt Super Late Models, Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | 3rd | - | - | - |
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| 11/27/2021 | Magnolia Motor Speedway - Columbus, MS Possum Town Grand Prix (Saturday) Dirt Super Late Models, Factory Stocks, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Modified Sportsman, CRUSA Late Model Sportsman | Results | | Bailey Callahan (CRUSA Late Model Sportsman) | - | - | - | 3rd |
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