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| 3/6/2021 | Whynot Motorsports Park - Meridian, MS 8th Annual Battle of the States Midgets, Factory Stocks, A Modifieds, Pony Stock, CRUSA Street Stocks, CRUSA Dirt Late Models, CRUSA Late Model Sportsman | Results | | Jamey Boland (CRUSA Street Stocks) | 3rd | - | - | 8th | | Jamey Boland (CRUSA Dirt Late Models) | 3rd | - | - | 6th |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 1st | - | - | 1st |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 1st | - | - | 2nd |
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| 4/17/2021 | 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 | | Jamey Boland (CRUSA Dirt Late Models) | 4th | - | - | 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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | 4th |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 2nd | - | - | 2nd |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | 1st |
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| 5/22/2021 | 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 | | Jamey Boland (CRUSA Dirt Late Models) | 3rd | - | - | 6th |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | 5th |
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| 6/12/2021 | 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 | | Jamey Boland (CRUSA Dirt Late Models) | 2nd | - | - | 3rd |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 1st | - | - | 1st |
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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 | | Jamey Boland (CRUSA Street Stocks) | 3rd | - | - | 3rd |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 3rd | - | - | 5th |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 1st | - | - | 5th |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | 4th |
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| 8/7/2021 | Pike County Speedway - Magnolia, MS WEEKLY CLASSES/ MINI WEDGE SPECIAL DIRTcar UMP Modifieds, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Hornets, CRUSA Street Stocks, CRUSA Dirt Late Models, Limited Modified, Limited Sport Mod, Pure Stock | Results | | Jamey Boland (CRUSA Street Stocks) | - | - | - | - |
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| 8/11/2021 | Whynot Motorsports Park - Meridian, MS 9th Annual Street Stock Nationals at Whynot Motorsports Park - Practice Night Hobby Stocks: Dirts4Racing Street Stocks Factory Stocks, CRUSA Street Stocks | Results | | Jamey Boland (CRUSA Street Stocks) | - | - | - | - |
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| 8/12/2021 | Whynot Motorsports Park - Meridian, MS 9th Annual Street Stock Nationals at Whynot Motorsports Park - Night #1 Hobby Stocks: Dirts4Racing Street Stocks CRUSA Street Stocks | Results | | Jamey Boland (CRUSA Street Stocks) | 5th | - | - | - |
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| 8/13/2021 | Whynot Motorsports Park - Meridian, MS 9th Annual Street Stock Nationals at Whynot Motorsports Park - Night #2 Hobby Stocks: Dirts4Racing Street Stocks Factory Stocks, CRUSA Street Stocks | Results | | Jamey Boland (CRUSA Street Stocks) | - | - | - | - |
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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 |
| 10/21/2021 | 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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | - |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 3rd | - | - | - |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | 10th |
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| 10/29/2021 | Pike County Speedway - Magnolia, MS JAMBALAYA 100 Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Hornets, CRUSA Street Stocks, Limited Modified, Limited Sport Mod, Pure Stock, Dirt Crate Late Models | Results | | Jamey Boland (Dirt Crate Late Models) | - | - | - | - |
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| 10/30/2021 | Pike County Speedway - Magnolia, MS JAMBALAYA 100 Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, Hornets, CRUSA Street Stocks, Limited Modified, Pure Stock, Dirt Crate Late Models | Results | | Jamey Boland (Dirt Crate Late Models) | - | - | - | - |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | 3rd | - | - | - |
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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 | | Jamey Boland (CRUSA Dirt Late Models) | - | - | - | 16th |
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