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| 6/28/2023 | Thunder Hill Speedway - Menomonie, WI Storm Series Night #3 (Points Race) Restricted 'A' Class, Winged A-Class, Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Badger Midgets, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 6th | - | - | 10th |
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| 7/7/2023 | Rice Lake Speed Pit Kart Track - Race Lake, WI Rice Lake Speed Pit Race 4 Sportsman Midget, Restricted Box Stock, Flat RWYB, 250 Winged Outlaw, Kid Karts Dirt, Open Dirt Karts, LO 206 Cage Cadet Winged, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone Heavy, Flat Jr. 2 Clone Heavy, Predator Maxxis, Predator Hoosier | Results | | Chris Sleep (Sportsman Midget) | 6th | - | - | 7th |
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| 7/12/2023 | Thunder Hill Speedway - Menomonie, WI Storm Series Race #4 (Points Race) Restricted 'A' Class, Stock Non-Wing, Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 6th | - | - | 12th |
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| 7/22/2023 | Mississippi Thunder Kart Track - Fountain City, WI Points Race #7 Winged Sprints, Restricted 'A' Class, 125cc Winged Micros, Junior Champ, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Heavy, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, LO 206 Dirt Karts, Open Dirt Karts, Junior Slingshots | Results | | Chris Sleep (Flat Adult Clone Heavy) | 3rd | - | - | - |
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| 7/31/2023 | Thunder Hill Speedway - Menomonie, WI Outlaw Nationals! 3-Day Show Restricted 'A' Class, Stock Non-Wing, Junior Class, Rookie Class, Dirt Cage Kart Junior 1, Dirt Cage Kart Junior 2, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Open Dirt Karts, Cage Jr. 206 A, Flat Jr. 2 Clone Heavy | Results | | Chris Sleep (250 Winged Outlaw) | 5th | - | - | 14th (DNF) |
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| 8/1/2023 | Thunder Hill Speedway - Menomonie, WI Outlaw Nationals! 3-Day Show Restricted 'A' Class, Stock Non-Wing, Junior Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Open Dirt Karts, Cage Jr. 206 A, Flat Jr. 2 Clone Heavy | Results | | Chris Sleep (250 Winged Outlaw) | 6th | - | 4th | 14th (DNF) |
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| 8/16/2023 | Thunder Hill Speedway - Menomonie, WI Alumni Night! Storm Series Race #5 (Points Race) Restricted 'A' Class, Winged A-Class, Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 5th | - | - | 8th |
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| 8/30/2023 | Thunder Hill Speedway - Menomonie, WI Storm Series Race #6 (Points Race) Restricted 'A' Class, Stock Non-Wing, Junior Class, Junior 1 Heavy Dirt Karts, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 4th | - | - | 12th |
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| 9/8/2023 | Thunder Hill Speedway - Menomonie, WI WI Dirt Track State Championships Day 1 Restricted 'A' Class, Winged A-Class, Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Super Slingshots, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 3rd | - | - | 7th |
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| 9/9/2023 | Thunder Hill Speedway - Menomonie, WI WI Dirt Track State Championships Day 2 Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 4th | - | - | 9th |
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| 9/16/2023 | Mississippi Thunder Kart Track - Fountain City, WI Fall Spooktacular Day #1 Restricted 'A' Class, Non-Winged Sprints, 125cc Winged Micros, Junior Champ, Junior 1 Lites Dirt Karts, Junior 2 Lites Dirt Karts, Adult Heavy, Dirt Cage Kart Junior 1, Flat Adult Clone Heavy, 250 Winged Outlaw, LO 206 Dirt Karts, Open Dirt Karts, Junior Slingshots | Results | | Chris Sleep (Flat Adult Clone Heavy) | 5th | - | - | 11th |
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| 9/30/2023 | Thunder Hill Speedway - Menomonie, WI Harvest Hustle (2 Day Show) Restricted 'A' Class, Winged A-Class, Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Super Slingshots, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 2nd | - | - | 7th |
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| 10/1/2023 | Thunder Hill Speedway - Menomonie, WI Harvest Hustle Rain Date Restricted 'A' Class, Winged A-Class, Junior Class, Rookie Class, 600cc Modifieds, 250 Winged Outlaw, Junior Sportsman Dirt Karts, Super Slingshots, Cage Jr. 206 A | Results | | Chris Sleep (250 Winged Outlaw) | 5th | - | - | 4th |
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| 10/7/2023 | Rice Lake Speed Pit Kart Track - Race Lake, WI 5th Annual Pumpkin 100 & Nate Sevals Memorial Race Junior 1 Lites Dirt Karts, Flat Adult Clone, Sportsman Midget, Restricted Box Stock, Junior Honda, Junior Animal, Senior Honda, Senior Animal, Heavy 160, Flat RWYB, 250 Winged Outlaw, 500 Winged Open Outlaw, Kid Karts Dirt, Open Dirt Karts, LO 206 Cage Cadet Winged, LO 206 Cage Junior 1 Winged, Flat Jr. 1 Clone Heavy, Flat Jr. 2 Clone Heavy, Predator Maxxis, Predator Hoosier | Results | | Chris Sleep (Sportsman Midget) | 5th | - | 1st | 10th |
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