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| 5/8/2021 | Mississippi Thunder Kart Track - Fountain City, WI World of Outlaws Special Flat Adult Clone Heavy, LO 206 Dirt Karts | Results | | Charlie Olsen (LO 206 Dirt Karts) | 1st | - | - | 6th |
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| 5/29/2021 | Cedar Lake Speedway Indoor Arena - New Richmond, WI Rumble at the Arena Series Race 2 Day 1! Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Junior 2 Medium Dirt Karts, Junior 2 Heavy Dirt Karts, Animal Heavy, Adult Heavy, Rookie Class, Junior 1 Animal Dirt Karts, Junior 2 Animal Dirt Karts, Junior Kohler Cage, Restricted Box Stock, Unrestricted Box Stock, 125 Yamaha, 250 yamaha, Flat Jr. 3 Clone, Flat Jr. 3 Clone Heavy, Flat Adult Clone Heavy, 250 Winged Outlaw Heavy, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, LO 206 Dirt Karts, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Lite Dirt Karts, Junior 3 Animal Dirt Karts, Junior 3 Heavy Dirt Karts, Junior 3 Lites Dirt Karts, Junior 3 Medium Dirt Karts, Flat Jr. 1 Clone Heavy, Flat Jr. 1 Clone | Results | | Charlie Olsen (Junior Kohler Cage) | 5th | - | - | 11th | | Charlie Olsen (250 yamaha) | 4th | - | - | 7th |
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| 5/30/2021 | Cedar Lake Speedway Indoor Arena - New Richmond, WI Rumble at the Arena Series Race #2 Day 2 Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Junior 2 Medium Dirt Karts, Junior 2 Heavy Dirt Karts, Animal Heavy, Adult Heavy, Rookie Class, Junior 1 Animal Dirt Karts, Junior 2 Animal Dirt Karts, Junior Kohler Cage, Restricted Box Stock, Unrestricted Box Stock, 125 Yamaha, 250 yamaha, Flat Jr. 3 Clone Heavy, Flat Adult Clone Heavy, 250 Winged Outlaw Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw Heavy, 500 Winged Open Outlaw, Cage Jr. Sprints, LO 206 Dirt Karts, Clone Heavy Dirt Karts, Clone Medium Dirt Karts, Clone Lite Dirt Karts, Junior 3 Heavy Dirt Karts, Junior 3 Lites Dirt Karts, Junior 3 Medium Dirt Karts, Flat Jr. 1 Clone Heavy, Flat Jr. 1 Clone | Results | | Charlie Olsen (Junior Kohler Cage) | 5th | - | - | 8th | | Charlie Olsen (250 yamaha) | 3rd | - | - | 11th |
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| 6/9/2021 | Thunder Hill Speedway - Menomonie, WI 2021 Season Opener Synergy Co-op Night "Storm Series Event" Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 4th | - | - | 3rd |
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| 6/23/2021 | Thunder Hill Speedway - Menomonie, WI 2021 Season Opener Cody Plumbing Night "Storm Series Event" Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 2nd | - | - | 3rd |
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| 7/21/2021 | Thunder Hill Speedway - Menomonie, WI 2021 T & T Construction Night "Storm Series Event" Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 1st | - | - | 3rd |
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| 8/3/2021 | Thunder Hill Speedway - Menomonie, WI OUTLAW NATIONALS RACE DAY 1 Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 7th | - | 4th | - |
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| 8/4/2021 | Thunder Hill Speedway - Menomonie, WI OUTLAW NATIONALS RACE DAY 2 Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 6th | - | 2nd | 15th |
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| 8/9/2021 | English Creek Speedway - Knoxville, IA 2021 OUTLAW DIRT KART NATIONALS Winged Outlaw, Adult Heavy, Adult Medium, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Charlie Olsen (Unrestricted Box Stock) | 5th | - | - | - |
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| 8/10/2021 | English Creek Speedway - Knoxville, IA 2021 OUTLAW DIRT KART NATIONALS Winged Outlaw, Adult Heavy, Adult Medium, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Charlie Olsen (Unrestricted Box Stock) | - | - | 4th | - |
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| 8/18/2021 | Thunder Hill Speedway - Menomonie, WI 2021 Timber Inn Bar and Grill Night "Storm Series Event" Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 1st | - | - | 2nd |
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| 9/1/2021 | Thunder Hill Speedway - Menomonie, WI 2021 Dunn Energy Co-op Night "Storm Series Event" Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 4th | - | - | 3rd |
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| 9/11/2021 | Thunder Hill Speedway - Menomonie, WI 2021 WI Dirt Track State Championships! Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Charlie Olsen (Cage Jr. 206 A) | 2nd | - | 2nd | 10th |
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| 10/9/2021 | Cedar Lake Speedway Indoor Arena - New Richmond, WI Pumpkin 100 @ Rice Lake Speed Pit Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Junior 2 Medium Dirt Karts, Adult Medium, Rookie Class, Junior Kohler Cage, Restricted Box Stock, 125 Yamaha, Flat Adult Clone Heavy, 500 Winged Open Outlaw, Clone Heavy Dirt Karts, Junior 3 Medium Dirt Karts, Flat Jr. 2 Clone Heavy | Results | | Charlie Olsen (Junior Kohler Cage) | 3rd | - | - | 10th |
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