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| 1/10/2020 | Cowan Civic Center - Lebanon, MO Junior Class, Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Heavy, Adult Lites, Rookie Class, Junior 2 Super Stock, Flat Adult Clone, Unrestricted Box Stock, Junior Honda, Junior Animal, Senior Honda, Senior Animal, Light 160, Clone Heavy Dirt Karts, Clone Lite Dirt Karts, Clone Super Heavy Dirt Karts, Blue Rookie, Predator Hoosier | Results | | Ryan Gillmore (Adult Open) | 1st | - | - | 7th | | Ryan Gillmore (Unrestricted Box Stock) | 3rd | - | 1st | 4th | | Ryan Gillmore (Predator Hoosier) | 6th (DNF) | - | - | - |
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| 1/11/2020 | Cowan Civic Center - Lebanon, MO Junior Class, Junior 1 Medium Dirt Karts, Junior 2 Medium Dirt Karts, Adult Open, Adult Heavy, Adult Lites, Rookie Class, Junior 2 Super Stock, Flat Adult Clone, Unrestricted Box Stock, Junior Honda, Junior Animal, Senior Honda, Senior Animal, Light 160, Clone Heavy Dirt Karts, Clone Lite Dirt Karts, Clone Super Heavy Dirt Karts, Blue Rookie, Flat Jr. 1 Clone Heavy, Flat Jr. 2 Clone Heavy, Predator Hoosier | Results | | Ryan Gillmore (Adult Open) | 3rd | - | - | 12th | | Ryan Gillmore (Adult Lites) | 2nd | - | - | 3rd | | Ryan Gillmore (Predator Hoosier) | 1st | - | - | 2nd |
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| 2/22/2020 | Caney Valley Speedway - Caney, KS | Results | | Ryan Gillmore (Enduro) | - | - | - | - |
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| 3/7/2020 | Springfield Raceway - Springfield, MO Season Opener Non-Winged Sprints: POWRi WAR Sprints Midwest Modifieds, Pro Legends, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (USRA B-Mods) | 4th | - | 1st | 4th |
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| 3/12/2020 | Humboldt Speedway - Humboldt, KS Qualifying for Battle@theBullring Complete Modified Show B Modifieds, USRA B-Mods, USRA Modifieds | Rain Out |
| 5/9/2020 | Tri-State Speedway - Pocola, OK SPECIAL EVENT! Super Stocks, Pure Stock, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 5/16/2020 | Lucas Oil Speedway - Wheatland, MO Ozarks Coca-Cola/Dr. Pepper Night at the Races Presented by OzarksFIRST.com Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Postponed |
| 5/17/2020 | Lucas Oil Speedway - Wheatland, MO Ozarks Coca-Cola/Dr. Pepper Night at the Races Presented by OzarksFIRST.com Street Stocks, Dirt Late Models, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | 3rd | - | - | 2nd |
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| 5/23/2020 | Lucas Oil Speedway - Wheatland, MO 28th Annual Lucas Oil Show-Me 100 Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 24th |
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| 5/30/2020 | Springfield Raceway - Springfield, MO 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 | - | - | 1st |
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| 6/6/2020 | Lucas Oil Speedway - Wheatland, MO TA/Petro Night at The Races Presented by ThunderBurst Media Dirt Late Models: United Late Model Association Street Stocks, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 3rd |
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| 6/12/2020 | Midway Speedway - Lebanon, MO | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 16th |
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| 7/23/2020 | Springfield Raceway - Springfield, MO GREENLAWN FUNERAL HOMES presents UMP LATEMODELS "HELL TOUR" Dirt Super Late Models, Midwest Modifieds, Dirt Late Models, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 3rd | - | - | 2nd |
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| 8/1/2020 | 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 | - | - | 3rd |
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| 8/15/2020 | Springfield Raceway - Springfield, MO Cash Money late models A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (Dirt Late Models) | 3rd | - | - | 1st |
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| 8/29/2020 | I-55 Federated Auto Parts Raceway Park - Pevely, MO Cash Money Super Dirt Series DIRTcar UMP Modifieds, DIRTcar Sportsmans, DIRTcar Sport Compact, B Modifieds, Dirt Late Models | Results | | Ryan Gillmore (Dirt Late Models) | 3rd | - | - | 7th |
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| 9/5/2020 | Lucas Oil Speedway - Wheatland, MO Ron Jenkins Memorial Dirt Super Late Models: Lucas Oil MLRA Street Stocks, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 3rd | - | - | 5th |
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| 9/6/2020 | Springfield Raceway - Springfield, MO KTTS OZARKS AREA DIRT TRACK CHAMPIONSHIPS 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 | - | - | 19th |
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| 9/19/2020 | Springfield Raceway - Springfield, MO ROUTE 66 SHOWDOWN Stock Cars, A Modifieds, Midwest Modifieds, Dirt Late Models, Limited Sport Mod, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 9/20/2020 | Springfield Raceway - Springfield, MO ROUTE 66 SHOWDOWN (66 LAPS) Midwest Modifieds, Dirt Late Models, Pro Legends, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 2nd | - | - | 1st |
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| 10/2/2020 | Humboldt Speedway - Humboldt, KS American Racer 50 Cash Money Late Models Dirt Super Late Models, Factory Stocks, Stock Cars, Midwest Modifieds, Sport Compact, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 10/3/2020 | Springfield Raceway - Springfield, MO CASH MONEY LATE MODELS Stock Cars, 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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| 10/8/2020 | Lucas Oil Speedway - Wheatland, MO 7th Annual Fall Nationals Practice Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | - |
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| 10/9/2020 | Lucas Oil Speedway - Wheatland, MO 7th Annual Fall Nationals Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 9th (DNF) | - | - | - |
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| 10/10/2020 | Lucas Oil Speedway - Wheatland, MO 7th Annual Fall Nationals Dirt Super Late Models: Lucas Oil MLRA USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | - |
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| 10/10/2020 | Salina Highbanks Speedway - Salina, OK ENDURO EXTRAVAGANZA and Championship Night presented by ARMI Hobby Stocks, A Modifieds, B Modifieds, Street Stocks, Generic 1 | Results | | Ryan Gillmore (B Modifieds) | 3rd | - | - | 1st |
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| 10/17/2020 | Springfield Raceway - Springfield, MO BMOD SPECIAL 40 LAP EVENT 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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| 10/23/2020 | Tri-State Speedway - Pocola, OK 41st Annual Spooker Honoring Cecil Harlan - Day 3 Stock Cars, Economy Late Models, Super Stocks, Pure Stock, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | - |
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| 10/24/2020 | Tri-State Speedway - Pocola, OK 41st Annual Spooker Honoring Cecil Harlan - Day 4 Dirt Late Models, Enduro, Super Stocks, Pure Stock, USRA B-Mods, USRA Modifieds | Results | | Ryan Gillmore (USRA B-Mods) | - | - | - | 1st |
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| 11/7/2020 | Springfield Raceway - Springfield, MO PRELUDE TO TURKEY BOWL XIV Stock Cars, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods | Results | | Ryan Gillmore (USRA B-Mods) | 1st | - | - | 1st |
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| 11/27/2020 | Springfield Raceway - Springfield, MO QUALIFYING FOR TURKEY BOWL / TEST N TUNE 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) | 3rd | - | - | - |
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| 11/28/2020 | Springfield Raceway - Springfield, MO TURKEY BOWL XIV A Modifieds, Midwest Modifieds, Dirt Late Models, Pro Legends, Limited Sport Mod, Pure Stock, USRA B-Mods, Dirt Mini Late Models | Results | | Ryan Gillmore (Dirt Late Models) | 5th | - | 4th | 13th | | Ryan Gillmore (USRA B-Mods) | - | - | 1st | 1st |
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