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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 | | Chris Sleep (250 Winged Outlaw) | 3rd | - | - | 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 | | Chris Sleep (250 Winged Outlaw) | 3rd | - | - | 5th |
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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 | | Chris Sleep (250 Winged Outlaw) | 5th | - | - | 6th |
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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 | | Chris Sleep (250 Winged Outlaw) | 1st | - | - | 6th |
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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 | | Chris Sleep (250 Winged Outlaw) | 7th | - | - | 9th |
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| 8/15/2021 | Eagle Valley Speedway - Jim Falls, WI Summer Series Race #3 Winged Outlaw, Adult Open, Adult Heavy, Rookie Class, Junior 1 Super Stock, Junior 2 Super Stock, Restricted Box Stock, 250 Winged Outlaw Heavy, 250 Winged Outlaw, 500 Winged Open Outlaw, Predator Hoosier | Results | | Chris Sleep (Adult Open) | 1st | - | - | 6th |
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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 | | Chris Sleep (250 Winged Outlaw) | 1st | - | - | 6th |
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| 8/21/2021 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #8 Winged Sprints, Restricted 'A' Class, 125cc Winged Micros, Junior Class, Junior Champ, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Open, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, LO 206 Dirt Karts, Junior Slingshots | Results | | Chris Sleep (Flat Adult Clone Heavy) | 2nd | - | - | 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 | | Chris Sleep (250 Winged Outlaw) | 1st | - | - | 2nd |
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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 | | Chris Sleep (250 Winged Outlaw) | 8th | - | - | 3rd |
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| 9/19/2021 | Eagle Valley Speedway - Jim Falls, WI Summer Series Race #6 Winged Outlaw, Adult Open, Rookie Class, Junior 1 Super Stock, Junior 2 Super Stock, Restricted Box Stock, 250 Winged Outlaw, 500 Winged Open Outlaw, Open Dirt Karts, Predator Hoosier | Results | | Chris Sleep (Adult Open) | 1st | - | - | 6th |
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| 9/25/2021 | Mississippi Thunder Kart Track - Fountain City, WI Spooktacular - Day 2 Winged Sprints, 125cc Winged Micros, Junior Sprints, Junior Champ, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, LO 206 Dirt Karts, Mod Lites, Junior Slingshots, LO 206 Cage Adult Winged | Results | | Chris Sleep (Flat Adult Clone Heavy) | - | - | - | - | | Chris Sleep (LO 206 Cage Adult Winged) | 7th | - | - | 5th |
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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 | | Chris Sleep (Adult Medium) | 2nd | - | - | 3rd |
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