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| 1/9/2021 | Tri City Speedway - Granite City, IL "Clash at the Coliseum" Indoor Winter Series Race #2 -Saturday @ the National Equestrian Center Winged Outlaw, Rookie Class, Junior 2 Animal Dirt Karts, Restricted Box Stock, Flat RWYB, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Super Heavy Dirt Karts, Cage Jr. Predator, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone, Predator Maxxis | Results | | Tim Monroe (Winged Outlaw) | 3rd | - | - | 3rd |
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| 1/10/2021 | Tri City Speedway - Granite City, IL "Clash at the Coliseum" Indoor Winter Series Race #2 -Sunday @ the National Equestrian Center Winged Outlaw, Rookie Class, Junior 2 Animal Dirt Karts, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Super Heavy Dirt Karts, Cage Jr. Predator, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone, Predator Maxxis | Results | | Tim Monroe (Winged Outlaw) | 2nd | - | - | 2nd |
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| 1/23/2021 | Tri City Speedway - Granite City, IL "Clash at the Coliseum" Indoor Winter Series Race #3 -Saturday @ the National Equestrian Center Winged Outlaw, Rookie Class, Junior 2 Animal Dirt Karts, Restricted Box Stock, Unrestricted Box Stock, Flat RWYB, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Super Heavy Dirt Karts, Cage Jr. Predator, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone, Predator Maxxis | Results | | Tim Monroe (Winged Outlaw) | 2nd | - | - | 1st |
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| 1/24/2021 | Tri City Speedway - Granite City, IL "Clash at the Coliseum" Indoor Winter Series Race #3 -Sunday @ the National Equestrian Center Winged Outlaw, Rookie Class, Junior 2 Animal Dirt Karts, Restricted Box Stock, Unrestricted Box Stock, Junior Honda, Senior Honda, Flat RWYB, 500 Winged Open Outlaw, Kid Karts Dirt, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Super Heavy Dirt Karts, Red Rookie, Cage Jr. Predator, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone, Predator Maxxis | Results | | Tim Monroe (Winged Outlaw) | 1st | - | - | 1st |
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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 | | Tim Monroe (DIRTcar UMP Modifieds) | 7th | - | - | 7th |
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| 4/16/2021 | Farmer City Raceway - Farmer City, IL Friday Weekly Races DIRTcar UMP Modifieds, Street Stocks, Dirt Late Models, Hornets, Pro Late Model | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 4th | - | - | 8th |
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| 5/15/2021 | Plymouth Speedway - Plymouth, IN Klotz / Cometic Mod Klash!! $5,000 to Win Mods! DIRTcar UMP Modifieds, Asphalt Mini Stocks, Street Stocks | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 7th | - | 13th | - |
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| 6/19/2021 | Fairbury Speedway - Fairbury, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals DIRTcar Sportsmans | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 5th | - | 4th | - |
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| 7/3/2021 | Brownstown Bullring - Brownstown, IL $3000 to win $200 to start DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals with Summit American Modified Series | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 5th | - | 3rd | 15th |
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| 7/4/2021 | Lincoln Speedway - Lincoln, IL DIRTcar Summer Nationals Hell Tour "Graue Chevrolet Showdown" with FIREWORKS!!! DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals 305 Sprints - Winged, Dirt Super Late Models | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 7th | - | DNS | - |
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| 7/15/2021 | Thunderbird Raceway - Muskegon, MI DIRTcar Summer National Hell Tour Returns along with Summit Modified Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals Sport Compact | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 10th | - | 12th | 21st |
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| 8/13/2021 | Highland Speedway - Highland, IL Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 7th | - | - | 12th |
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| 8/18/2021 | Butler Speedway - Quincy, MI DIRTCAR SUMMER NATIONALS DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 9th | - | DNS | 15th |
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| 9/10/2021 | Tri City Speedway - Granite City, IL Fast Friday Racing UMP LM, UMP Mods, BMods, UMP St Stk, & UMP 4-Cyl DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sport Compact, B Modifieds, Street Stocks | Results | | Tim Monroe (DIRTcar UMP Modifieds) | 4th | - | - | 14th |
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| 10/16/2021 | Kokomo Speedway - Kokomo, IN Kokomo Klash XV 305 Sprints - Winged, Dirt Super Late Models, A Modifieds, Street Stocks, Hornets, Super Stocks | Results | | Tim Monroe (A Modifieds) | - | - | - | - |
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