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| 5/1/2021 | Devils Lake Speedway - Crary, ND May Day Non-Winged Sprints, Pony Stock, Pure Stock, WISSOTA Midwest Mods, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 6th | - | - | 13th |
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| 5/30/2021 | Bemidji Speedway - Bemidji, MN 4th Annual Chicken Shack Nationals Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 14th |
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| 5/31/2021 | Bemidji Speedway - Bemidji, MN 4th Annual Chicken Shack Nationals Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 7th (DNF) | - | 6th | 13th |
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| 6/6/2021 | Bemidji Speedway - Bemidji, MN Season Opener with Renegade Sprints Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 11th (DNF) |
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| 6/12/2021 | Greenbush Race Park - Greenbush, MN NLRA Special 600cc Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 12th |
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| 6/13/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 7th |
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| 7/3/2021 | Greenbush Race Park - Greenbush, MN Steffes Street Stock Special Midgets: POWRi Lightning Sprints: POWRi Minn-Kota Lightning Sprints WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 5th |
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| 7/11/2021 | Bemidji Speedway - Bemidji, MN Regular Race/ Kids Night Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 7th |
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| 7/18/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 7/25/2021 | Bemidji Speedway - Bemidji, MN RV Mod Tour/Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 10th |
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| 8/1/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 15th (DNF) |
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| 8/8/2021 | Bemidji Speedway - Bemidji, MN 2nd Annual Dean Olafson Memorial Race/ Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 13th (DNF) |
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| 8/15/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 11th (DNF) |
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| 8/22/2021 | Bemidji Speedway - Bemidji, MN Regular Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 5th | - | - | 7th |
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| 8/29/2021 | Bemidji Speedway - Bemidji, MN Regular Race Vintage Modifieds, Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 6th |
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| 9/4/2021 | Greenbush Race Park - Greenbush, MN Season Finale Day 1 Midgets: POWRi Lightning Sprints: POWRi Minn-Kota Lightning Sprints 360 Sprints - Non-Winged, 600cc Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 7th | - | 6th | - |
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| 9/5/2021 | Greenbush Race Park - Greenbush, MN Season Finale Day 2 Midgets: POWRi Lightning Sprints: POWRi Minn-Kota Lightning Sprints 360 Sprints - Non-Winged, 600cc Modifieds, Sport Compact, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 6th | - | 11th (DNF) | - |
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| 9/9/2021 | River Cities Speedway - Grand Forks, ND Prelude to the Johnny - NLRA Late Model Tour Championship B Modifieds, WISSOTA Midwest Mods, WISSOTA Late Model, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 6th | - | - | 19th |
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| 9/10/2021 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 1 & Wayne Anderson Cup Finale 410 Sprints - Winged: Northern Outlaw Sprint Association B Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 8th | - | 11th | - |
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| 9/25/2021 | Bemidji Speedway - Bemidji, MN 42nd Annual Paul Bunyan Stampede Day 1 Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 1st | - | - | 12th |
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| 9/26/2021 | Bemidji Speedway - Bemidji, MN 42nd Annual Paul Bunyan Stampede Day 2 Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 6th (DNF) | - | - | 10th |
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