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| 4/2/2021 | Federated Auto Parts I-55 Raceway - Pevely, MO 410 Sprints - Winged: World of Outlaws B Modifieds | Results | | Kyle Helmick (B Modifieds) | 4th | - | - | 21st |
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| 4/9/2021 | Lincoln Speedway - Lincoln, IL Fall Nationals 2020 Makeup Dirt Super Late Models, DIRTcar UMP Modifieds, B Modifieds, Hornets | Results | | Kyle Helmick (B Modifieds) | 1st | - | - | 2nd |
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| 4/17/2021 | Macon Speedway - Macon, IL Pro Mods $1,000 to Win & $1 Dogs and $2 Beers DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 6th | - | - | 10th | | Kyle Helmick (B Modifieds) | 3rd | - | - | 3rd |
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| 4/30/2021 | Farmer City Raceway - Farmer City, IL Full Show Plus Pro Mods DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Dirt Late Models, Pro Late Model | Results | | Kyle Helmick (B Modifieds) | 2nd | - | - | 2nd |
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| 5/1/2021 | Macon Speedway - Macon, IL CEFCU Kid's Club Regular Night of Racing DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 2nd | - | - | 4th | | Kyle Helmick (B Modifieds) | 1st | - | - | 1st |
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| 5/7/2021 | Tri City Speedway - Granite City, IL Fast Friday Racing UMP LM, UMP Mods Twin 20's(2 Complete Features), BMods, 4-Cyl & Kids Power Wheels DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds | Results | | Kyle Helmick (B Modifieds) | 4th | - | - | 7th |
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| 5/8/2021 | Highland Speedway - Highland, IL Nicci Egbert/Chris Bargetzi Memorial Race DIRTcar Late Models, DIRTcar UMP Modifieds, B Modifieds, Street Stocks | Results | | Kyle Helmick (B Modifieds) | 1st | - | - | 3rd |
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| 5/15/2021 | Macon Speedway - Macon, IL 95Q Armed Forces Night (Featuring Free Admission for Active and Retired Military DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 7th | | Kyle Helmick (B Modifieds) | 2nd | - | - | 14th (DNF) |
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| 5/21/2021 | Farmer City Raceway - Farmer City, IL Weekly Show + B-Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Kyle Helmick (DIRTcar Pro Modifieds) | 2nd | - | - | 3rd |
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| 5/22/2021 | Macon Speedway - Macon, IL Kids Bike Giveaway DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 6th | | Kyle Helmick (B Modifieds) | 1st | - | - | 3rd |
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| 5/29/2021 | Federated Auto Parts I-55 Raceway - Pevely, MO Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds | Results | | Kyle Helmick (B Modifieds) | 4th | - | - | 7th |
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| 5/31/2021 | Macon Speedway - Macon, IL Memorial Day Twin 50s - SLM 50 laps & Modifieds 50 laps DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 16th (DNF) | | Kyle Helmick (B Modifieds) | 3rd | - | - | 3rd |
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| 6/5/2021 | Macon Speedway - Macon, IL Caterpillar Night at the Races / Ed Cain Hornet Challenge DIRTcar UMP Modifieds, B Modifieds, Street Stocks, Non-Winged Sprints, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 5th | - | - | 5th | | Kyle Helmick (B Modifieds) | 4th | - | - | 2nd |
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| 6/11/2021 | Farmer City Raceway - Farmer City, IL Weekly night plus Pro Mods/Kid Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Kyle Helmick (Pro Late Model) | - | - | - | - | | Kyle Helmick (DIRTcar Pro Modifieds) | 1st | - | - | 2nd |
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| 6/12/2021 | Macon Speedway - Macon, IL Taylorville Night Featuring Power Wheels emo Derby & CEFCU Kids DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 4th | - | - | 8th | | Kyle Helmick (B Modifieds) | 7th | - | - | 4th |
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| 7/3/2021 | Macon Speedway - Macon, IL Dynagraphics/95Q Firecracker 40s Pro Late Model/Topless Modified (Fireworks) DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 4th | - | - | 1st | | Kyle Helmick (B Modifieds) | 1st | - | - | 2nd |
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| 7/8/2021 | Macon Speedway - Macon, IL Herald & Review 100 Featuring the Summer Nationals Hell Tour DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 6th | - | 7th | 7th | | Kyle Helmick (B Modifieds) | 1st | - | - | 1st |
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| 7/17/2021 | Macon Speedway - Macon, IL Church Night Featuring Faster Pastor Race DIRTcar UMP Modifieds, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model, Limited Modified | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 5th | - | - | 6th | | Kyle Helmick (B Modifieds) | 1st | - | - | 1st |
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| 7/24/2021 | Macon Speedway - Macon, IL Sportsman Topless 40 and Spectator Drags DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 2nd | | Kyle Helmick (B Modifieds) | 2nd | - | - | 2nd |
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| 8/7/2021 | Macon Speedway - Macon, IL Diane Bennett Memorial DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 5th | - | - | 10th | | Kyle Helmick (B Modifieds) | 2nd | - | - | 1st |
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| 8/14/2021 | Macon Speedway - Macon, IL HART Non Wing Micros DIRTcar UMP Modifieds, Non-Wing Outlaw, Stock Non-Wing, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 4th | - | - | 10th | | Kyle Helmick (B Modifieds) | 1st | - | - | 2nd |
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| 8/20/2021 | Farmer City Raceway - Farmer City, IL Back the Badge/Weekly + B-Mods and Hornets DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, Pro Late Model, DIRTcar Pro Modifieds | Results | | Kyle Helmick (DIRTcar Pro Modifieds) | 2nd | - | - | 1st |
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| 8/27/2021 | Farmer City Raceway - Farmer City, IL Full Show + Pro Mods DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Pro Late Model, DIRTcar Pro Modifieds | Results | | Kyle Helmick (DIRTcar Pro Modifieds) | 1st | - | - | 1st |
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| 8/28/2021 | Macon Speedway - Macon, IL Skeff Distributing presents IMRA Midgets / Hornet World Championships Economy Midgets, DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 14th | | Kyle Helmick (B Modifieds) | 1st | - | - | 1st |
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| 9/11/2021 | Macon Speedway - Macon, IL 98.1 Griz FM night featuring Vintage Racing of Ilinois Macon Speedway Hall of Fame Drivers DIRTcar UMP Modifieds, Winged Outlaw, Winged A-Class, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 15th (DNF) | | Kyle Helmick (B Modifieds) | 1st | - | - | 1st |
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| 9/18/2021 | Macon Speedway - Macon, IL KERBYSTRONG Night featuring PLM, Modified, and Sportsman Specials / CEFCU Kids Club DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 2nd | | Kyle Helmick (B Modifieds) | 2nd | - | - | 1st |
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| 9/25/2021 | Macon Speedway - Macon, IL Season Championship "Racing for the Cup"and give it back to Fans DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks, Hornets, Pro Late Model | Results | | Kyle Helmick (DIRTcar UMP Modifieds) | 3rd | - | - | 5th | | Kyle Helmick (B Modifieds) | 2nd | - | - | 1st |
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| 9/30/2021 | Lincoln Speedway - Lincoln, IL DirtCar Fall Nationals Practice 5:00 p.m. to 8:00 p.m. DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Kyle Helmick (DIRTcar Pro Modifieds) | - | - | - | - |
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| 10/1/2021 | Lincoln Speedway - Lincoln, IL DIRTcar Fall Nationals DIRTcar UMP Modifieds, DIRTcar Pro Modifieds, DIRTcar Stock Car, DIRTcar Pro Late Models | Results | | Kyle Helmick (DIRTcar Pro Modifieds) | 1st | - | - | 6th |
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| 10/2/2021 | Lincoln Speedway - Lincoln, IL DIRTcar Fall Nationals DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Kyle Helmick (DIRTcar Pro Modifieds) | 2nd | - | - | 15th |
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