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| 5/29/2023 | Bemidji Speedway - Bemidji, MN Chicken Shack Nationals & Jack Sparby Memorial Day 2 Winged Sprints, Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 8th | - | - | 4th |
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| 6/3/2023 | Greenbush Race Park - Greenbush, MN POWRi MKLS at Greenbush Race Park Lightning Sprints: POWRi Minn-Kota Lightning Sprints WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 5th | - | - | 6th |
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| 6/11/2023 | Bemidji Speedway - Bemidji, MN Babes Border Battle Winged Sprints, Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 13th |
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| 6/30/2023 | I-94 Speedway - Fergus Falls, MN Fireworks & Fan Appreciation $10 Admission w/ Dirt Race Central Street Stock Tour & Super Stocks WISSOTA Street Stock: Street Stock Tour Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Super Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 18th |
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| 7/1/2023 | I-94 Speedway - Fergus Falls, MN World of Outlaws Late Models Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Street Stock: Street Stock Tour WISSOTA Midwest Mods | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 14th |
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| 7/2/2023 | Bemidji Speedway - Bemidji, MN RED, WHITE, & BOOM with Michael Fullerton Race Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 8th | - | - | 13th |
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| 7/16/2023 | Bemidji Speedway - Bemidji, MN Introducing WOMEN in Motorsports Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 1st |
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| 7/20/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder/Power Wheel Races Non-Winged Sprints, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Connor Drewry (WISSOTA Midwest Mods) | 6th | - | - | 5th |
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| 7/22/2023 | Greenbush Race Park - Greenbush, MN POWRi MKLS at Greenbush Race Park Lightning Sprints: POWRi Minn-Kota Lightning Sprints WISSOTA Modifieds: Moonshine Mod Tour WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 1st | - | - | 11th (DNF) |
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| 7/27/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 8th |
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| 8/4/2023 | River Cities Speedway - Grand Forks, ND Premier Racing Series - Hall of Fame Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 1st | - | - | 6th |
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| 8/5/2023 | Greenbush Race Park - Greenbush, MN Wissota Mod Four Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 2nd |
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| 8/12/2023 | Greenbush Race Park - Greenbush, MN POWRi Lightning Sprint Nationals Lightning Sprints: POWRi Minn-Kota Lightning Sprints WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Connor Drewry (WISSOTA Midwest Mods) | 5th | - | - | 10th |
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| 8/17/2023 | Grand Rapids Speedway - Grand Rapids, MN Thursday Night Thunder at the Itasca County Fair Non-Winged Sprints, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 6th |
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| 8/20/2023 | Bemidji Speedway - Bemidji, MN Fan Appreciation Night Hornets, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 2nd | - | - | 11th (DNF) |
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| 8/24/2023 | Grand Rapids Speedway - Grand Rapids, MN Season Championship Night Non-Winged Sprints, Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet, Flat Jr. 2 Clone Heavy | Results | | Connor Drewry (WISSOTA Midwest Mods) | 8th | - | - | 12th |
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| 9/2/2023 | Greenbush Race Park - Greenbush, MN POWRi MKLS at Greenbush Race Park Lightning Sprints: POWRi Minn-Kota Lightning Sprints Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 4th | - | - | 7th |
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| 9/3/2023 | Greenbush Race Park - Greenbush, MN POWRi MKLS at Greenbush Race Park Lightning Sprints: POWRi Minn-Kota Lightning Sprints Sport Compact, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 3rd | - | - | 6th |
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| 9/8/2023 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 1 Open Dirt Karts, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock, Flat Jr. 2 Clone Heavy | Results | | Connor Drewry (WISSOTA Midwest Mods) | 1st | - | - | 13th |
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| 9/16/2023 | Devils Lake Speedway - Crary, ND BULLIS CONSTRUCTION PRESENTS PURESTOCK NATIONALS Lightning Sprints: POWRi Minn-Kota Lightning Sprints Non-Winged Sprints, Hornets, Pure Stock | Results | | Connor Drewry (Hornets) | 3rd | - | - | 10th |
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| 10/6/2023 | Ogilvie Raceway - Ogilvie, MN Fall Classic presented by FYE Motorsports A Modifieds, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | 10th (DNF) | - | - | - |
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| 10/7/2023 | Ogilvie Raceway - Ogilvie, MN Fall Classic presented by FYE Motorsports A Modifieds, USRA Late Models, WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Connor Drewry (WISSOTA Midwest Mods) | - | - | 13th (DNF) | - |
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