| | Heat | Dash | B Feature | A Feature |
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| 4/21/2023 | Jacksonville Speedway - Jacksonville, IL Opening Night 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 3rd | - | - | 14th (DNF) |
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| 5/5/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 3rd | - | - | 5th |
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| 5/12/2023 | Jacksonville Speedway - Jacksonville, IL $6,000 to win 410 Sprints - Winged: All Star Circuit of Champions 305 Sprints - Winged, Winged Outlaw | Results | | Matt Fair (305 Sprints - Winged) | 1st | - | - | 6th |
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| 5/26/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Street Stocks, 604 Crate Late Models | Results | | Matt Fair (305 Sprints - Winged) | 3rd | - | - | 4th |
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| 6/16/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 1st | - | - | 4th |
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| 6/23/2023 | Midway Speedway - Lebanon, MO Round 12 Of The Chase 305 Sprints - Winged, Dirt Late Models, Pro Legends, POWRi Super Stock, POWRi Midwest Mods, POWRi Pure Stocks, POWRi B-Mod | Results | | Matt Fair (305 Sprints - Winged) | 3rd | - | - | 3rd |
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| 7/21/2023 | Jacksonville Speedway - Jacksonville, IL Wild Man Kelly Classic: $5,000-To-Win MARS Super Late Models DIRTcar Late Models: MARS - Midwest Auto Racing Series 305 Sprints - Winged, Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 4th | - | - | 7th |
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| 8/11/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, DIRTcar Sportsmans, Winged Outlaw, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 3rd | - | - | 7th |
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| 9/1/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, Winged Outlaw, Street Stocks, 604 Crate Late Models | Results | | Matt Fair (305 Sprints - Winged) | 5th | - | - | 5th |
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| 9/3/2023 | Lake Ozark Speedway - Eldon, MO Triple Sprint Showdown | 5th Annual Non-Wing Nationals 410 Sprints - Winged: POWRi 410 Outlaw Sprint Series Non-Winged Sprints: POWRi WAR Sprints POWRi 305 Sprints | Results | | Matt Fair (POWRi 305 Sprints) | 5th | - | - | 21st |
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| 9/8/2023 | Jacksonville Speedway - Jacksonville, IL 410 Sprints - Winged, 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 5th | - | - | 11th |
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| 10/6/2023 | Jacksonville Speedway - Jacksonville, IL Ron Milton Race of Champions 410 Sprints - Winged: MOWA-Midwest Open Wheel Association 305 Sprints - Winged, DIRTcar UMP Modifieds, Winged Outlaw, Street Stocks | Results | | Matt Fair (305 Sprints - Winged) | 6th | - | - | 7th |
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