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| 1/30/2021 | Canyon Speedway Park - Peoria, AZ Hobby Stocks, Stock Cars, A Modifieds, Dwarf, Limited Sport Mod | Results | | Tripp Gaylord (Stock Cars) | 2nd | - | - | 2nd | | Tripp Gaylord (A Modifieds) | 1st | - | - | 1st |
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| 1/31/2021 | Canyon Speedway Park - Peoria, AZ Hobby Stocks, Stock Cars, A Modifieds, Dwarf, Limited Sport Mod, IMCA Modified | Results | | Tripp Gaylord (Stock Cars) | 3rd | - | - | 1st | | Tripp Gaylord (A Modifieds) | 4th | - | - | 2nd |
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| 2/6/2021 | Canyon Speedway Park - Peoria, AZ Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Senior Micros | Results | | Tripp Gaylord (Stock Cars) | 3rd | - | - | 4th | | Tripp Gaylord (A Modifieds) | 1st | - | - | 1st |
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| 2/7/2021 | Canyon Speedway Park - Peoria, AZ Hobby Stocks, Stock Cars, A Modifieds, Limited Sport Mod, Senior Micros | Results | | Tripp Gaylord (Stock Cars) | 4th | - | - | 1st | | Tripp Gaylord (A Modifieds) | 3rd | - | - | 20th |
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| 2/12/2021 | Arizona Speedway - Queen Creek, AZ Superstition Showdown A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 18th | | Tripp Gaylord (IMCA Stock Car) | 3rd | - | - | DNS |
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| 2/13/2021 | Arizona Speedway - Queen Creek, AZ Superstition Showdown A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 10th |
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| 2/14/2021 | Arizona Speedway - Queen Creek, AZ Superstition Showdown A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 4th |
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| 5/28/2021 | Sweetwater Speedway - Rock Springs, WY Rudy Yeager Memorial Dwarf: Western States Dwarf Car Association A Modifieds, B Modifieds, Street Stocks, 250 yamaha, Asphalt Street Stocks, Generic 1, Generic 2, Speedstr | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 21st |
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| 5/29/2021 | Sweetwater Speedway - Rock Springs, WY Rudy Yeager Memorial Dwarf: Western States Dwarf Car Association A Modifieds, B Modifieds, Street Stocks, 250 yamaha, Asphalt Street Stocks, Generic 1, Generic 2, Speedstr | Results | | Tripp Gaylord (A Modifieds) | 1st | - | - | 1st |
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| 6/24/2021 | Princeton Speedway - Princeton, MN Siercks Memorial Hobby Stocks, A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 3rd | - | 1st | 19th |
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| 6/25/2021 | North Central Speedway - Brainerd, MN 10000 lakes 10k A Modifieds, B Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 24th (DNF) |
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| 6/26/2021 | North Central Speedway - Brainerd, MN 10000 lakes 10k IMCA Modified: Land of Ten Thousand Lakes 10K A Modifieds, B Modifieds, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 21st (DNF) |
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| 6/27/2021 | Granite City Motor Park - Sauk Rapids, MN IMCA - $10K to Win! IMCA Modified, IMCA Northern SportMod, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 5th | - | 2nd | 24th (DNF) |
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| 7/10/2021 | Jamestown Speedway - Jamestown, ND 32nd Annual Dakota Classic Modified Tour IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 25th (DNF) |
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| 7/11/2021 | Nodak Speedway - Minot, ND Dakota Classic Modified Tour IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 2nd |
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| 7/12/2021 | Nodak Speedway - Minot, ND Dakota Mod Tour/Sponsor Dynamic Auto Solutions IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 15th |
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| 7/13/2021 | Williston Basin Speedway - Williston, ND DAKOTA CLASSIC MODIFIED TOUR 2021-SPONSORED BY BULLET TRANSMISSION & THP PHOTOGRAPHY IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 8th (DNF) | - | 3rd | 28th (DNF) |
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| 7/14/2021 | Southwest Speedway - Dickinson, ND Dakota Classic Modified Tour IMCA Modified: Dakota Classic Modified Tour IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 3rd | - | - | 27th (DNF) |
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| 7/15/2021 | Dacotah Speedway - Mandan, ND Dakota Classic Modified Tour - Championship Night IMCA Modified: Dakota Classic Modified Tour Semi-Pro Legends, IMCA Stock Car | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 3rd |
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| 8/1/2021 | Dawson County Raceway - Lexington, NE Annual BACK TO SCHOOL EVENT with MCSA on hand! Presented by Sander Furniture Vintage Full Body Stock Cars, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 1st |
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| 8/2/2021 | Clay County Fair Speedway - Spencer, IA The Clay County Clash A Modifieds, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tripp Gaylord (IMCA Modified) | 5th | - | 3rd | 12th |
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| 8/3/2021 | Deer Creek Speedway - Spring Valley, MN 2021 IMCA Harris Clash IMCA Modified, IMCA Northern SportMod | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 9th |
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| 8/4/2021 | Buena Vista Raceway - Alta, IA Iowa Speed Week Hobby Stocks, Stock Cars, B Modifieds, Sport Compact, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tripp Gaylord (IMCA Modified) | 4th | - | - | 3rd |
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| 8/5/2021 | Kossuth County Speedway - Algona, IA Hovinga & Harken Memorial Fair Special B Modifieds, Street Stocks, Enduro, IMCA Modified, IMCA Hobby Stock, IMCA Sport Compact | Results | | Tripp Gaylord (IMCA Modified) | 3rd | - | - | 19th (DNF) |
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| 8/6/2021 | Hancock County Speedway - Britt, IA Annual Night of 1,000 Stars - $3,000 to WIN Modifieds Sponsored BY JAKS PUPPIES Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact, IMCA Modified | Results | | Tripp Gaylord (A Modifieds) | 2nd | - | - | 1st |
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| 8/7/2021 | Hancock County Speedway - Britt, IA Annual Night of 10,000 Stars - $4,000 to WIN Modifieds Corteva Agriscience, Asmus Supply, Sents Seed Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, 600cc Modifieds, Sport Compact, IMCA Modified | Results | | Tripp Gaylord (A Modifieds) | 3rd | - | - | 24th (DNF) |
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| 9/3/2021 | Gillette Thunder Speedway - Gillette, WY 21ST ANNUAL EAST-WEST CLASH IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 2nd |
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| 9/4/2021 | Gillette Thunder Speedway - Gillette, WY 21ST ANNUAL EAST-WEST CLASH Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 1st |
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| 9/5/2021 | Gillette Thunder Speedway - Gillette, WY 21ST ANNUAL EAST-WEST CLASH CHAMPIONSHIP Sport Compact, IMCA Modified, IMCA Hobby Stock, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Late Model, WISSOTA Street Stock | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 1st |
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| 9/22/2021 | Batesville Motor Speedway - Locust Grove, AR 5th Annual Race 4 Hope 71 IMCA Modified | Results | | Tripp Gaylord (IMCA Modified) | 2nd | - | - | 27th |
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| 9/23/2021 | Batesville Motor Speedway - Locust Grove, AR 5th Annual Race 4 Hope 71 IMCA Modified | Results | | Tripp Gaylord (IMCA Modified) | 1st | - | - | 2nd |
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| 9/25/2021 | Batesville Motor Speedway - Locust Grove, AR 5th Annual Race 4 Hope 71 IMCA Modified | Results | | Tripp Gaylord (IMCA Modified) | - | - | - | 3rd |
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