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| 2/27/2021 | Springfield Raceway - Springfield, MO SWEETHEART ENDURO 200 Enduro | Results | | Ryan Gillmore (Enduro) | - | - | - | 15th |
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| 3/6/2021 | Springfield Raceway - Springfield, MO MARCH MADNESS Midwest Modifieds, Dirt Late Models, Pro Legends, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (Dirt Late Models) | 4th | - | - | 11th |
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| 3/10/2021 | Humboldt Speedway - Humboldt, KS Battle at the Bullring Practice Dirt Super Late Models, Factory Stocks, Stock Cars, A Modifieds, Midwest Modifieds, B Modifieds, Sport Compact, USRA B-Mods, USRA Modifieds | Rain Out |
| 3/24/2021 | Humboldt Speedway - Humboldt, KS KOA and Battle Practice A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | - |
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| 3/25/2021 | Humboldt Speedway - Humboldt, KS King Of America and Battle at the Bullring Night 1 A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | - |
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| 3/26/2021 | Humboldt Speedway - Humboldt, KS King Of America $5,000 to win + Battle Qualifying A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Stock Cars | Results | | Ryan Gillmore (A Modifieds) | - | - | - | - | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 5th |
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| 3/27/2021 | Humboldt Speedway - Humboldt, KS King Of America $20,000 to win, Battle at the Bullring $10,00 to win A Modifieds: USMTS - United States Modified Touring Series B Modifieds, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 7th |
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| 4/3/2021 | Springfield Raceway - Springfield, MO OPENING NIGHT A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 4/11/2021 | Springfield Raceway - Springfield, MO CASHMONEY DIRT LATE MODELS Dirt Late Models: Cash Money Dirt Late Model Series A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, USRA B-Mods | Results | | Ryan Gillmore (Dirt Late Models) | 3rd | - | - | 19th | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 4/25/2021 | Springfield Raceway - Springfield, MO EMS NIGHT MAKEUP RACE A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 24th |
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| 4/30/2021 | Tri-State Speedway - Pocola, OK 42nd Annual Kegger Honoring Cecil Harlan - Qualifying Vintage Full Body Stock Cars, CRUSA Street Stocks, Limited Modified, USRA B-Mods, USRA Modifieds, USRA Factory Stocks, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | - |
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| 5/1/2021 | Tri-State Speedway - Pocola, OK 42nd Annual Kegger Honoring Cecil Harlan - Features Super Sports, USRA B-Mods, USRA Modifieds, USRA Factory Stocks, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 3rd |
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| 5/8/2021 | Springfield Raceway - Springfield, MO WEEKLY RACING A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 1st |
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| 5/14/2021 | Lakeside Speedway - Kansas City, KS USMTS A Modifieds: USMTS - United States Modified Touring Series Midwest Modifieds, USRA B-Mods, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 4th | - | - | 4th |
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| 5/23/2021 | Springfield Raceway - Springfield, MO Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 2nd |
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| 6/4/2021 | Tri-State Speedway - Pocola, OK USRA B-Mod Dirty 30 - Qualifying USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | - | | Ryan Gillmore (USRA Modifieds) | 4th | - | - | - |
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| 6/5/2021 | Tri-State Speedway - Pocola, OK USRA B-Mod Dirty 30 - Features USRA B-Mods, USRA Modifieds, USRA Factory Stocks, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 1st | | Ryan Gillmore (USRA Modifieds) | - | - | - | DNS |
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| 6/12/2021 | Lucas Oil Speedway - Wheatland, MO Weekly Show # 7- Bolivar Herald-Free Press Mid-Season Championships Presented by KTTS Dirt Late Models, Vintage Full Body Stock Cars, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 3rd |
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| 6/18/2021 | Lakeside Speedway - Kansas City, KS Weekly Racing #7 6th ANNUAL JOE BERRY CLASH OF THE B-MODS Factory Stocks, Stock Cars, A Modifieds, Midwest Modifieds, B Modifieds | Results | | Ryan Gillmore (B Modifieds) | 2nd | - | - | 2nd |
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| 6/19/2021 | Lucas Oil Speedway - Wheatland, MO Weekly Show #8 - Presented by iHeartMedia Dirt Late Models, Pure Stock, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 3rd |
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| 7/3/2021 | Springfield Raceway - Springfield, MO Dirt Late Models: Cash Money Dirt Late Model Series A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 3rd | - | - | 1st |
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| 7/9/2021 | Electric City Speedway - Butler, MO Factory Stocks, Midwest Modifieds, Street Stocks, Dirt Late Models, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | DNS | - | - | DNS |
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| 7/22/2021 | Springfield Raceway - Springfield, MO GREENLAWN FUNERAL HOMES PRESENTS DIRTcar SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals Midwest Modifieds, Dirt Late Models, Limited Sport Mod, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 9th | - | - | 5th |
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| 7/23/2021 | Dallas County Speedway (MO) - Urbana, MO DCS 25th Anniversary Blowout Dirt Late Models: Cash Money Dirt Late Model Series Midwest Modifieds, Pony Stock, Pure Stock, USRA B-Mods, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 4th | - | - | 3rd |
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| 7/24/2021 | Lucas Oil Speedway - Wheatland, MO Weekly Show #11- Ozarks Food Harvest Food Drive Night Presented by KOLR Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 2nd |
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| 7/31/2021 | Springfield Raceway - Springfield, MO WEEKLY RACING & MECHANICS RACES Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | - |
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| 8/6/2021 | Humboldt Speedway - Humboldt, KS USMTS $10,000 to win + Humboldt Speedway Weekly Racing Series A Modifieds: USMTS - United States Modified Touring Series Factory Stocks, Midwest Modifieds, USRA B-Mods, USRA Tuners | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 8/7/2021 | Lucas Oil Speedway - Wheatland, MO 12th Annual USMTS Slick Mist Show-Me Shootout Presented by Foley Equipment A Modifieds: USMTS - United States Modified Touring Series USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 1st |
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| 8/14/2021 | Springfield Raceway - Springfield, MO Flyin Farmer 55 Dirt Late Models: Cash Money Dirt Late Model Series Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 8/28/2021 | Lucas Oil Speedway - Wheatland, MO Weekly Show #14- Rempfer Memorial Season Championship Night Dirt Late Models, USRA B-Mods, USRA Modifieds, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 2nd |
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| 9/5/2021 | Boone Speedway - Boone, IA Wild Rose Casino Prelude to the Super Nationals IMCA Northern SportMod, IMCA Hobby Stock, IMCA Sport Compact, Pro Dwarf, IMCA Mod Lite | Results | | Ryan Gillmore (IMCA Northern SportMod) | 3rd | - | 1st | 8th |
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| 9/6/2021 | Boone Speedway - Boone, IA 2021 IMCA Speedway Motors Super Nationals Fueled by Casey’s IMCA Late Models, IMCA Northern SportMod, IMCA Hobby Stock | Results | | Ryan Gillmore (IMCA Northern SportMod) | 1st | - | - | 1st |
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| 9/11/2021 | Boone Speedway - Boone, IA 2021 IMCA Speedway Motors Super Nationals Fueled by Casey’s Midwest Modifieds, Vintage Full Body Stock Cars, Vintage Modifieds, Generic 1, IMCA Modified, IMCA Northern SportMod, IMCA Stock Car, IMCA Hobby Stock | Results | | Ryan Gillmore (IMCA Northern SportMod) | - | - | - | - |
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| 9/25/2021 | Springfield Raceway - Springfield, MO WEEKLY RACING & POWDER PUFF RACES Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 3rd |
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| 10/6/2021 | Lucas Oil Speedway - Wheatland, MO Practice Night USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | - |
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| 10/7/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Summit USRA Nationals Presented by MyRacePass USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks | Results | | Ryan Gillmore (USRA B-Mods) | 3rd | - | 1st | - |
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| 10/8/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Summit USRA Nationals Presented by MyRacePass USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 7th |
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| 10/9/2021 | Lucas Oil Speedway - Wheatland, MO 8th Annual Summit USRA Nationals Presented by MyRacePass USRA Stock Cars: USRA Nationals USRA B-Mods, USRA Modifieds, USRA Hobby Stocks, USRA Tuners | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 32nd (DNF) |
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| 10/22/2021 | Tri-State Speedway - Pocola, OK 42 Annual Spooker Honoring John Stand - Qualifying & Features Dirt Late Models: Cash Money Dirt Late Model Series Factory Stocks, A Modifieds, Street Stocks, Pure Stock, USRA B-Mods, USRA Modifieds, USRA Factory Stocks, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | - |
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| 10/23/2021 | Tri-State Speedway - Pocola, OK 42 Annual Spooker Honoring John Stand - Features Factory Stocks, A Modifieds, Midwest Modifieds, Street Stocks, USRA B-Mods, USRA Modifieds, USRA Factory Stocks, USRA Stock Cars | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 1st |
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| 10/30/2021 | Springfield Raceway - Springfield, MO CASH MONEY LATE MODELS BROUGHT TO YOU BY HAYDEN MACHINERY & WHEELER METALS Dirt Late Models: Cash Money Dirt Late Model Series Stock Cars, A Modifieds, Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 20th |
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| 11/19/2021 | Springfield Raceway - Springfield, MO CASEY'S PRESENTS TURKEY BOWL XV HEATS-B MOD, MW A CLASS, MW B CLASS, Legends/Pure Stock Full Show Midwest Modifieds, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | - |
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| 11/20/2021 | Springfield Raceway - Springfield, MO CASEY'S PRESENTS TURKEY BOWL XV / HEATS & FEATURE Late Model , A Mod / B MAIN & A MAIN from Friday A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 3rd |
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