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| 5/23/2020 | Cedar Lake Speedway - New Richmond, WI Pack The Track Night and Cook Memorial FREE GRANDSTAND ENTRY! Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series Midwest Modifieds, Winged A-Class, Pony Stock, Super Stocks, USRA Late Models | Results | | Tyler Rabenberg (Winged A-Class) | 7th | - | - | 9th |
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| 6/12/2020 | Princeton Speedway - Princeton, MN Season OPENER 360 Sprints - Winged: Midwest Power Series Limited Sprints - Winged: Upper Midwest Sprint Car Series Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Tyler Rabenberg (Winged A-Class) | 6th | - | - | 12th |
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| 7/1/2020 | Thunder Hill Speedway - Menomonie, WI STORM SERIES $1,000 Event #3! Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 6th | - | - | 12th | | Tyler Rabenberg (Junior Sportsman Dirt Karts) | 7th | - | - | 13th |
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| 7/10/2020 | Princeton Speedway - Princeton, MN Weekly Racing 360 Sprints - Non-Winged: Traditional Sprint Car Series Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Tyler Rabenberg (Winged A-Class) | 2nd | - | - | 14th |
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| 7/22/2020 | Thunder Hill Speedway - Menomonie, WI STORM SERIES $1,000 Event #4! Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 8th | - | - | 8th |
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| 8/4/2020 | Thunder Hill Speedway - Menomonie, WI 2020 OUTLAW KART NATIONALS! (Night 1) Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 11th | - | - | - |
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| 8/5/2020 | Thunder Hill Speedway - Menomonie, WI $2020 to Win! OUTLAW KART NATIONALS! (Night 2) Junior Class, Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 8th | - | 13th | - |
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| 8/10/2020 | English Creek Speedway - Knoxville, IA Outlaw Dirt Kart Nationals Night 1 Winged Outlaw, Adult Heavy, Adult Medium, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 5th | - | - | - |
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| 8/11/2020 | English Creek Speedway - Knoxville, IA Outlaw Dirt Kart Nationals Night 2 Winged Outlaw, Adult Heavy, Adult Medium, Restricted Box Stock, Unrestricted Box Stock, 500 Winged Open Outlaw | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | - | - | 6th | - |
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| 8/19/2020 | Thunder Hill Speedway - Menomonie, WI STORM SERIES $1,000 Event #5! Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 10th | - | - | 11th |
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| 8/21/2020 | Princeton Speedway - Princeton, MN Weekly Racing Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Tyler Rabenberg (Winged A-Class) | 2nd | - | - | 11th |
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| 8/26/2020 | Thunder Hill Speedway - Menomonie, WI STORM SERIES $1,000 Event #6! Rookie Class, 250 Winged Outlaw, 500 Winged Open Outlaw, Junior Sportsman Dirt Karts, Cage Jr. 206 A | Results | | Tyler Rabenberg (500 Winged Open Outlaw) | 8th | - | - | 10th |
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| 9/4/2020 | Princeton Speedway - Princeton, MN Season Championship Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Tyler Rabenberg (Winged A-Class) | 7th | - | - | DNS |
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| 9/5/2020 | North Central Speedway - Brainerd, MN Mighty Axe Day 1 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, All Star Slingshots, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Tyler Rabenberg (Winged A-Class) | 2nd | - | - | 8th |
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| 9/6/2020 | North Central Speedway - Brainerd, MN Mighty Axe Day 2 Hobby Stocks, A Modifieds, Winged A-Class, B Modifieds, Sport Compact, All Star Slingshots, IMCA Stock Car, WISSOTA Mod Four, WISSOTA Super Stock | Results | | Tyler Rabenberg (Winged A-Class) | 6th | - | - | 12th |
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| 9/11/2020 | Cedar Lake Speedway - New Richmond, WI Sprints Weekend Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series Winged A-Class, Street Stocks, 305 Sprints - Non-Winged | Results | | Tyler Rabenberg (Winged A-Class) | 7th | - | - | 13th (DNF) |
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| 9/12/2020 | Cedar Lake Speedway - New Richmond, WI 20th Annual Jerry Richert Memorial 360 Sprints - Winged: Midwest Power Series 410 Sprints - Winged: IRA Interstate Racing Association Limited Sprints - Winged: Upper Midwest Sprint Car Series 360 Sprints - Non-Winged: Traditional Sprint Car Series Winged A-Class, 305 Sprints - Non-Winged | Results | | Tyler Rabenberg (Winged A-Class) | - | - | - | 11th (DNF) |
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