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| 1/10/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout Practice A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds | No Results |
| 1/11/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA B-Mods, USRA Modifieds | Results | | Matt Gilbertson (A Modifieds) | 6th | - | 4th | 24th |
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| 1/12/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA B-Mods, USRA Modifieds, IMCA Modified | Results | | Matt Gilbertson (A Modifieds) | 4th | - | - | 5th |
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| 1/15/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds, IMCA Modified | Results | | Matt Gilbertson (A Modifieds) | 6th | - | 3rd | 23rd |
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| 1/17/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Matt Gilbertson (A Modifieds) | 3rd | - | - | 6th |
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| 1/18/2020 | Arizona Speedway - Queen Creek, AZ Wild West Shootout A Modifieds: Wild West Shootout Dirt Super Late Models, B Modifieds, USRA Modifieds | Results | | Matt Gilbertson (A Modifieds) | 5th | - | - | 20th |
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| 5/29/2020 | Miller Central Speedway - Miller, SD Double Header weekend Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 2nd | - | - | 4th |
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| 5/31/2020 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Weekly Racing Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 2nd |
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| 6/11/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 1 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Matt Gilbertson (A Modifieds) | 6th | - | 6th | - |
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| 6/12/2020 | Cedar Lake Speedway - New Richmond, WI MASTERS Day 2 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Matt Gilbertson (A Modifieds) | 9th | - | 15th (DNF) | - |
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| 6/13/2020 | Cedar Lake Speedway - New Richmond, WI Masters Day 3 A Modifieds: USMTS - United States Modified Touring Series Dirt Late Models, USRA Modifieds, USRA Late Models, IMCA Modified | Results | | Matt Gilbertson (A Modifieds) | 8th | - | 6th | - |
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| 6/26/2020 | I-94 Speedway - Fergus Falls, MN Regular Race Night- On-Site Wash & Drain Cleaning,Nelson Plumbing, and Lakes Area Concrete Pumping Hornets, Economy Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 3rd | - | - | 9th |
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| 6/28/2020 | Casino Speedway - Watertown, SD WISSOTA Marilyn Olson Late Model Special WISSOTA Late Model: Wissota Late Model Challenge Series Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 14th (DNF) |
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| 7/3/2020 | Brown County Speedway - Aberdeen, SD BCS 07/03/2020 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 4th | - | - | 5th |
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| 7/4/2020 | Miller Central Speedway - Miller, SD All Classes- A Mod Special Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 1st |
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| 7/12/2020 | Casino Speedway - Watertown, SD WISSOTA Weekly Dirt Track Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 15th (DNF) |
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| 7/19/2020 | Casino Speedway - Watertown, SD Street Stock Tour plus WISSOTA Weekly Racing Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 4th | - | - | 1st |
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| 7/31/2020 | Chateau Speedway - Lansing, MN Weekly Racing USRA B-Mods, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Gilbertson (USRA Modifieds) | 1st | - | - | 16th (DNF) |
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| 8/1/2020 | Rice Lake Speedway - Rice Lake, WI Structural Buildings WISSOTA Late Model Challenge Series DIRTcar UMP Modifieds, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 3rd | - | - | DNS |
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| 8/2/2020 | Casino Speedway - Watertown, SD WISSOTA Dirt Track Series Racing Street Stocks, Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 2nd | - | - | 1st |
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| 8/7/2020 | River Cities Speedway - Grand Forks, ND POWRi Minn-Kota Lightning Sprints at River Cities Speedway 410 Sprints - Winged, B Modifieds, Lightning Sprints, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 2nd | - | - | 2nd |
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| 8/14/2020 | Miller Central Speedway - Miller, SD 6th Annual Big Dog Race Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 4th | - | - | 3rd |
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| 8/15/2020 | Miller Central Speedway - Miller, SD Season Championship! Pure Stock, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 1st |
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| 8/29/2020 | Viking Speedway - Alexandria, MN Season Championship Night Dirt Super Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 3rd | - | - | 6th |
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| 9/3/2020 | ABC Raceway - Ashland, WI Prelude to the Clay USRA Modifieds, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 1st |
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| 9/5/2020 | Viking Speedway - Alexandria, MN Labor Day Weekend Night #1 - Fallen Lineman Race Dirt Super Late Models, USRA Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 2nd | - | - | 4th |
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| 9/6/2020 | Casino Speedway - Watertown, SD Watertown Ford Chrysler Season Championship Night Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock, WISSOTA Super Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 1st | - | - | 12th (DNF) |
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| 9/11/2020 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 1 - Blazin' Challenge NOSA Sprints 410 Sprints - Winged, B Modifieds, Dirt Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 5th | - | - | 4th |
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| 9/12/2020 | River Cities Speedway - Grand Forks, ND John Seitz Memorial Night 2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 2nd | - | - | 4th |
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| 9/25/2020 | Casino Speedway - Watertown, SD Autumn Classic Going for the Good$ Friday Night Dirt Late Models, Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 4th | - | - | 2nd |
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| 9/26/2020 | Casino Speedway - Watertown, SD Autumn Classic Night - Going For the Good$ Saturday Night Dirt Late Models, Hornets, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Street Stock | Results | | Matt Gilbertson (WISSOTA Modifieds) | 2nd | - | - | 2nd |
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| 10/2/2020 | Madison Speedway - Madison, MN Madtown Showdown Night 1 Stock Cars, Dirt Late Models, Economy Late Models, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Matt Gilbertson (WISSOTA Modifieds) | 9th (DNF) | - | - | DNS |
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| 10/9/2020 | Murray County Speedway - Slayton, MN Test-N-Tune - Hub City Rumble Generic 1 | Results | | Matt Gilbertson (Generic 1) | - | - | - | - |
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| 10/10/2020 | Murray County Speedway - Slayton, MN Hub City Rumble Factory Stocks, Hobby Stocks, Stock Cars, A Modifieds, B Modifieds, Sport Compact | Results | | Matt Gilbertson (A Modifieds) | 2nd | - | - | 18th (DNF) |
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