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| 2/27/2021 | Tri City Speedway - Granite City, IL "Clash at the Coliseum" Indoor Winter Series Race #5 -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 | | Oliver Osborn (Flat Jr. 1 Clone) | 2nd | - | - | 6th |
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| 7/4/2021 | Sandusky Speedway - Sandusky, OH 410 Sprints - Non-Winged, Non-Winged Sprints, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Junior 2 Medium Dirt Karts, Adult Lites, Dirt Cage Karts Open, Dirt Cage Kart Junior 1, Medium 160, Cage Stock Animal Gold, Kid Karts Dirt, Clone Medium Dirt Karts, Open Dirt Karts, Junior 3 Lites Dirt Karts, Blue Rookie, Medium 120, Briggs Medium | Results | | Oliver Osborn (Junior 1 Lites Dirt Karts) | - | - | 5th | 1st |
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| 7/18/2021 | Sandusky Speedway - Sandusky, OH 410 Sprints - Non-Winged, Non-Winged Sprints, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Open, Adult Lites, Dirt Cage Karts Open, Dirt Cage Kart Junior 1, Medium 160, Kid Karts Dirt, Clone Medium Dirt Karts, Junior 3 Lites Dirt Karts, Blue Rookie, Medium 120, Briggs Medium | Results | | Oliver Osborn (Junior 1 Lites Dirt Karts) | - | - | - | 1st |
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| 10/9/2021 | Miami County Raceway - Peru, IN Fall Fest / Hooligans / Closing Night(rain out date) 305 Sprints - Winged, Winged Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, 1200cc Outlaws Non-Winged Minis, Lightning Sprints, Sportsman Micros, Hybrid 600cc Micros, Senior Micros | Results | | Oliver Osborn (Restricted 'A' Class) | 4th | - | - | 5th |
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