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| 4/3/2021 | Cedar Lake Speedway - New Richmond, WI CLS Dash #1 360 Sprints - Non-Winged: UMSS - Traditional Sprint Car Series A Modifieds, Midwest Modifieds, Dirt Late Models, 305 Sprints - Non-Winged, Super Stocks, USRA Late Models | Results | | Aaron Lillo (Dirt Late Models) | 5th | - | - | DNS |
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| 5/14/2021 | Gondik Law Speedway - Superior, WI Rescheduled 60th Season Opener WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 5th | - | - | 10th |
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| 5/16/2021 | Proctor Speedway - Proctor, MN Weekly Racing WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 3rd | - | - | 4th |
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| 5/21/2021 | Gondik Law Speedway - Superior, WI Friday Night at the Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 8th (DNF) | - | - | 7th |
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| 6/3/2021 | Grand Rapids Speedway - Grand Rapids, MN Public Service Appreciation Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 3rd | - | - | 6th |
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| 6/4/2021 | Gondik Law Speedway - Superior, WI Friday Night at the Races WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 3rd | - | - | 8th |
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| 6/6/2021 | Proctor Speedway - Proctor, MN Weekly Racing presented by St. Germain's Glass WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 7th | - | - | 8th (DNF) |
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| 6/18/2021 | Gondik Law Speedway - Superior, WI Meet The Drivers Night WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 1st | - | - | 5th |
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| 7/11/2021 | Proctor Speedway - Proctor, MN Military Night presented by Halvor Lines Trucking WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 4th | - | - | 3rd |
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| 7/13/2021 | Gondik Law Speedway - Superior, WI World of Outlaws Late Model Special Dirt Super Late Models: World of Outlaws - Late Models WISSOTA Modifieds, WISSOTA Hornet | Results | | Aaron Lillo (Dirt Super Late Models) | 6th | - | - | 23rd (DNF) |
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| 7/18/2021 | Proctor Speedway - Proctor, MN AFCO ROC Qualifier + Vintage Vintage Modifieds: Northern Vintage Stockcar Racers Vintage Full Body Stock Cars, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 1st | - | - | 10th (DNF) |
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| 7/20/2021 | Gondik Law Speedway - Superior, WI Fair Week-Night #1 WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 7th | - | - | 22nd (DNF) |
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| 9/2/2021 | Proctor Speedway - Proctor, MN Structural Buildings WISSOTA Late Model Challenge Series WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Modifieds | Results | | Aaron Lillo (WISSOTA Late Model) | 8th | - | 4th | - |
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| 9/5/2021 | Hibbing Raceway - Hibbing, MN Structural Buildings WISSOTA Late Model Challenge Series - Championship Night WISSOTA Late Model: Wissota Late Model Challenge Series WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Pure Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 7th | - | - | 11th |
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| 9/10/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #2 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Aaron Lillo (WISSOTA Late Model) | 6th | - | 5th | 22nd (DNF) |
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| 9/11/2021 | Gondik Law Speedway - Superior, WI Northern Nationals-Night #3 WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Aaron Lillo (WISSOTA Late Model) | 7th | - | - | 13th |
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| 10/1/2021 | ABC Raceway - Ashland, WI Red Clay Classic A Modifieds, WISSOTA Midwest Mods, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Super Stock | Results | | Aaron Lillo (WISSOTA Late Model) | 4th | - | - | 21st (DNF) |
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| 10/15/2021 | Gondik Law Speedway - Superior, WI Inaugural Can-Am Clash-Night #1 Fueled by Superior Fuel WISSOTA Midwest Mods, WISSOTA Mod Four, WISSOTA Modifieds, WISSOTA Late Model, WISSOTA Pure Stock, WISSOTA Street Stock, WISSOTA Super Stock, WISSOTA Hornet | Results | | Aaron Lillo (WISSOTA Late Model) | 8th | - | - | 13th |
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