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| 5/6/2016 | Princeton Speedway - Princeton, MN Season Opener Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 2nd | - | - | 1st |
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| 5/20/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 3rd | - | - | 2nd |
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| 5/28/2016 | Plymouth Dirt Track-Sheboygan Co Fair - Plymouth, WI 360 Sprints - Winged: MSA Sprint Car Association Winged Outlaw: Midwest Micro Sprints | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 1st |
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| 5/29/2016 | 141 Speedway - Maribel, WI 410 Sprints - Winged: IRA Interstate Racing Association Stock Cars, Winged Outlaw, B Modifieds, Street Stocks, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 7th | - | - | 2nd |
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| 6/10/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 5th (DNF) | - | - | 3rd |
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| 6/18/2016 | North Central Speedway - Brainerd, MN 1st Annual UMSS Triple Header Winged Outlaw: Minnesota Micro Sprints 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 360 Sprints - Winged, Hobby Stocks, Super Sports, B Modifieds, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 1st |
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| 6/24/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 3rd |
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| 7/1/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 2nd |
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| 7/8/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 3rd | - | - | 1st | | Jeremy Kasik (Winged A-Class) | 3rd | - | - | 1st |
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| 7/15/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 1st | | Jeremy Kasik (Winged A-Class) | 1st | - | - | 1st |
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| 7/21/2016 | Northstar Speedway - Cambridge, MN Isanti County Fair Winged Outlaw: Minnesota Micro Sprints | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 6th (DNF) |
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| 7/22/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 1st | | Jeremy Kasik (Winged A-Class) | 1st | - | - | 1st |
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| 7/29/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 3rd | - | - | 2nd |
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| 8/5/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact, Super Stocks | Results | | Jeremy Kasik (Winged Outlaw) | 2nd | - | - | 8th (DNF) |
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| 8/19/2016 | Princeton Speedway - Princeton, MN Summer Heat Midwest Power Equipment Series Winged Outlaw: Minnesota Micro Sprints Non-Wing Outlaw: POWRi 600cc Outlaw Micro Sprints 360 Sprints - Winged, A Modifieds, Stock Non-Wing, 360 Sprints - Non-Winged, 305 Sprints - Non-Winged, Hornets | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 3rd |
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| 9/2/2016 | Princeton Speedway - Princeton, MN Winged Outlaw: Minnesota Micro Sprints 360 Sprints - Winged, Stock Cars, A Modifieds, Winged A-Class, B Modifieds, Dwarf, Sport Compact | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 1st |
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| 9/9/2016 | Princeton Speedway - Princeton, MN 5th Annual Davey Tabor Sprintacular Showdown Winged Outlaw: Minnesota Micro Sprints 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series 360 Sprints - Winged, 305 Sprints - Winged, Winged A-Class, 305 Sprints - Non-Winged, Vintage Full Body Stock Cars, Vintage Modifieds | Results | | Jeremy Kasik (Winged Outlaw) | 1st | - | - | 1st |
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