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| 1/25/2023 | East Bay Raceway Park - Tampa, FL Winternationals Practice: CRUSA Late Models & CRUSA Street Stocks CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Josh Boller (CRUSA Dirt Late Models) | - | - | - | - |
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| 1/26/2023 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals - Night #1 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Josh Boller (CRUSA Dirt Late Models) | 6th | - | 4th | - |
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| 1/27/2023 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals - Night #2 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Josh Boller (CRUSA Dirt Late Models) | 5th | - | 11th | - |
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| 1/28/2023 | East Bay Raceway Park - Tampa, FL East Bay Winter Nationals - Night #3 CRUSA Dirt Late Models: Crate Racin' USA Dirt Late Model Series CRUSA Street Stocks | Results | | Josh Boller (CRUSA Dirt Late Models) | 4th | - | 1st | 25th |
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| 4/7/2023 | Circle City Raceway - Indianapolis, IN Circle City Raceway Opening Night at the Dirt Track DIRTcar UMP Modifieds, Pro Legends, Super Stocks, Dirt Crate Late Models, Mod Lites | Results | | Josh Boller (Dirt Crate Late Models) | 1st | - | - | 3rd |
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| 4/15/2023 | Paragon Speedway - Paragon, IN HEART OF AMERICA ULTIMATE SUPER LATE MODEL SERIES Dirt Super Late Models: Heart of America Ultimate Super Late Model Series Stock Cars, DIRTcar Stock Car, DIRTcar 4 Cylinders | Results | | Josh Boller (Dirt Super Late Models) | 6th | - | 3rd | 4th |
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| 4/29/2023 | Charleston Speedway - Charleston, IL 60th Annual Season Opener! +6 Divisions of Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Josh Boller (Dirt Late Models) | 1st | - | - | 1st |
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| 5/11/2023 | Lincoln Speedway - Lincoln, IL Illinois Speedweek Dirt Super Late Models: Castrol FloRacing Night in America DIRTcar Late Models, DIRTcar UMP Modifieds | Results | | Josh Boller (Dirt Super Late Models) | 6th | - | 5th | - |
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| 5/19/2023 | Circle City Raceway - Indianapolis, IN 2nd Annual Circle City Raceway CJ Rayburn Tribute $10,000 to win Super Late Models-BOSS 410 Sprints Dirt Super Late Models: Heart of America Ultimate Super Late Model Series 410 Sprints - Non-Winged: BOSS Buckeye Outlaw Sprint Series TQ Midgets: All Star TQ Midgets | Results | | Josh Boller (Dirt Super Late Models) | - | - | - | - |
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| 5/20/2023 | Charleston Speedway - Charleston, IL Graves 40 DIRTcar Late Models: MARS - Midwest Auto Racing Series DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Modifieds | Results | | Josh Boller (DIRTcar Late Models) | 5th | - | - | 9th |
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| 6/3/2023 | Fairbury Speedway - Fairbury, IL FALS Cup Weekly Racing DIRTcar Late Models, DIRTcar UMP Modifieds, DIRTcar Sportsmans, B Modifieds, Street Stocks | Results | | Josh Boller (DIRTcar Late Models) | 5th | - | - | 8th |
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| 6/9/2023 | Circle City Raceway - Indianapolis, IN Midwest Throwback Sprint Series/TQ All Star Series TQ Midgets: All Star TQ Midgets DIRTcar UMP Modifieds, 410 Sprints - Non-Winged, Dirt Crate Late Models, Crown Vic | Results | | Josh Boller (Dirt Crate Late Models) | 6th | - | - | 3rd |
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| 6/10/2023 | Paragon Speedway - Paragon, IN SUPER STOCK SPECIAL-DAVE PEEDEN MEMORIAL DIRTcar UMP Modifieds, Stock Cars, Dirt Crate Late Models, DIRTcar Stock Car, DIRTcar 4 Cylinders | Results | | Josh Boller (Dirt Crate Late Models) | 3rd | - | - | 7th |
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| 7/8/2023 | Highland Speedway - Highland, IL DIRTcar Summer Nationals DIRTcar Late Models: DIRTcar Summer Nationals DIRTcar UMP Modifieds: DIRTcar Modified Nationals B Modifieds, Street Stocks | Results | | Josh Boller (DIRTcar Late Models) | 8th | - | 6th | - |
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| 7/15/2023 | Charleston Speedway - Charleston, IL The 38 Special for DIRTcar Modified presented by Leaf Tree Service. DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, DIRTcar Pro Modifieds | Results | | Josh Boller (Dirt Late Models) | 2nd | - | - | 2nd |
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| 7/21/2023 | Paragon Speedway - Paragon, IN DIRTcar UMP Modifieds, Stock Cars, 410 Sprints - Non-Winged, Dirt Crate Late Models | Results | | Josh Boller (Dirt Crate Late Models) | 3rd | - | - | 5th |
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| 8/5/2023 | Charleston Speedway - Charleston, IL Fan Appreciation Night + Driver Autographs + Weekly Championship Racing DIRTcar UMP Modifieds, DIRTcar Factory Stock, Street Stocks, Dirt Late Models, Hornets, 600cc Modifieds, DIRTcar Pro Modifieds | Results | | Josh Boller (Dirt Late Models) | 1st | - | - | 2nd |
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| 8/18/2023 | Farmer City Raceway - Farmer City, IL Full Show + Pro Mods + Kid Mods. Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, DIRTcar Pro Modifieds, DIRTcar Pro Late Models | Results | | Josh Boller (DIRTcar Pro Late Models) | 5th | - | - | 3rd |
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| 8/25/2023 | Circle City Raceway - Indianapolis, IN USSA Mel Kenyon Midgets Series Pavement Midgets: USSA Mel Kenyon Midget Series DIRTcar UMP Modifieds, Non-Winged Sprints, Pure Stock, Dirt Crate Late Models | Results | | Josh Boller (Dirt Crate Late Models) | 3rd | - | - | 4th |
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| 9/1/2023 | Circle City Raceway - Indianapolis, IN Dirt Super Late Models: Heart of America Ultimate Super Late Model Series DIRTcar UMP Modifieds, Non-Wing Outlaw | Results | | Josh Boller (Dirt Super Late Models) | 5th | - | 2nd | 14th |
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| 9/22/2023 | Montpelier Motor Speedway - Montpelier, IN Speed Fest 2023 DIRTcar Late Models, DIRTcar UMP Modifieds, Non-Wing Outlaw, Hornets, Crown Vic | Results | | Josh Boller (DIRTcar Late Models) | - | - | - | - | | Josh Boller (Crown Vic) | - | - | - | - |
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| 9/23/2023 | Montpelier Motor Speedway - Montpelier, IN Speed Fest 2023 DIRTcar Late Models, DIRTcar UMP Modifieds, Dirt Mini Trucks, Street Stocks, Hornets, Super Stocks | Results | | Josh Boller (DIRTcar Late Models) | - | - | - | - |
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| 10/14/2023 | Kokomo Speedway - Kokomo, IN Kokomo Klash XVII Dirt Super Late Models, A Modifieds, Street Stocks, Hornets | Postponed |
| 10/15/2023 | Kokomo Speedway - Kokomo, IN Kokomo Klash XVII **Rain Date** Dirt Super Late Models, DIRTcar UMP Modifieds, Street Stocks, Hornets | Results | | Josh Boller (Dirt Super Late Models) | 3rd | - | - | 4th |
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| 12/14/2023 | The Dome at America's Center - St. Louis, MO Dirt Super Late Models, DIRTcar Late Models, DIRTcar UMP Modifieds, A Modifieds | Results | | Josh Boller (Dirt Super Late Models) | 4th | - | 3rd | 11th |
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| 12/16/2023 | The Dome at America's Center - St. Louis, MO Dirt Super Late Models, DIRTcar Late Models, DIRTcar UMP Modifieds, A Modifieds | Results | | Josh Boller (Dirt Super Late Models) | - | - | - | - |
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