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| 1/2/2019 | Tulsa Expo Raceway - Tulsa, OK Practice/Heat Races Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Kole Kirkman (Winged Outlaw) | - | - | - | - | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | - | - | | Kole Kirkman (Winged A-Class) | - | - | - | - | | Kole Kirkman (Stock Non-Wing) | - | - | - | - |
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| 1/3/2019 | Tulsa Expo Raceway - Tulsa, OK Race Day Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Kole Kirkman (Winged Outlaw) | 4th | - | - | - | | Kole Kirkman (Non-Wing Outlaw) | - | - | - | - | | Kole Kirkman (Winged A-Class) | 1st | - | - | - | | Kole Kirkman (Stock Non-Wing) | 2nd | - | - | - |
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| 1/4/2019 | Tulsa Expo Raceway - Tulsa, OK Race Day Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Kole Kirkman (Winged Outlaw) | - | 7th | - | - | | Kole Kirkman (Non-Wing Outlaw) | - | 2nd | - | - | | Kole Kirkman (Winged A-Class) | - | 6th | - | - | | Kole Kirkman (Stock Non-Wing) | - | 5th | - | - |
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| 1/5/2019 | Tulsa Expo Raceway - Tulsa, OK Shootout Finale - Golden Driller Day! Winged Outlaw: Tulsa Shootout Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Stock Non-Wing, Junior Sprints, 600cc Modifieds | Results | | Kole Kirkman (Winged Outlaw) | - | 8th | 1st | 11th | | Kole Kirkman (Non-Wing Outlaw) | - | - | - | 19th | | Kole Kirkman (Winged A-Class) | - | - | 9th | - | | Kole Kirkman (Stock Non-Wing) | - | - | 6th | - |
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| 5/4/2019 | Miami County Raceway - Peru, IN Points Race #1. $1000 to Win NW Outlaw! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Non-Wing Outlaw) | 3rd | - | 10th | - |
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| 5/17/2019 | US 24 Speedway - Logansport, IN May 17 Rain out make up. Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | - | - | - | 2nd | | Kole Kirkman (Non-Wing Outlaw) | 5th | - | - | 4th |
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| 5/18/2019 | Miami County Raceway - Peru, IN World Championship Final Tune-Up! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros | Results | | Kole Kirkman (Winged Outlaw) | 4th | - | - | 2nd | | Kole Kirkman (Non-Wing Outlaw) | 2nd | - | - | 3rd |
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| 5/22/2019 | Miami County Raceway - Peru, IN Wednesday Night War presented by Engler Machine & Tool and Performance Electronics - Practice Night 305 Sprints - Winged, Midgets | Results | | Kole Kirkman (305 Sprints - Winged) | - | - | - | - |
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| 5/23/2019 | Miami County Raceway - Peru, IN Performance Electronics Non-Wing World Championship Prelim Night #1 Non-Wing Outlaw | Results | | Kole Kirkman (Non-Wing Outlaw) | 2nd | - | 18th | - |
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| 5/24/2019 | Miami County Raceway - Peru, IN Performance Electronics Non-Wing World Championship Prelim Night #2 Non-Wing Outlaw | Results | | Kole Kirkman (Non-Wing Outlaw) | 10th (DNF) | - | 8th | - |
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| 5/25/2019 | Miami County Raceway - Peru, IN Performance Electronics Non-Wing World Championship Non-Wing Outlaw | Results | | Kole Kirkman (Non-Wing Outlaw) | 9th (DNF) | - | - | - |
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| 6/1/2019 | US 24 Speedway - Logansport, IN Hardy/Hoagland Mem. NW $1000 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Junior Sprints, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 2nd | - | - | 1st | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | - | 11th |
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| 6/7/2019 | Coles County Speedway - Mattoon, IL AMSA 2500 to win Outlaw Wing Night 1 Winged Outlaw: American Micro Sprint Association Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints | Results | | Kole Kirkman (Winged Outlaw) | 5th | - | - | - |
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| 6/8/2019 | Miami County Raceway - Peru, IN Points Race #4 Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | - | 3rd |
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| 6/13/2019 | US 24 Speedway - Logansport, IN Performance Electronic NW Shootout Practice Non-Wing Outlaw | Results | | Kole Kirkman (Non-Wing Outlaw) | - | - | - | - |
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| 6/14/2019 | US 24 Speedway - Logansport, IN Performance Electronic NW Shootout #THEBIGDANCE Preliminary night $1000 to win Non-Wing Outlaw, Restricted Non Winged Micros | Results | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | 4th | 18th (DNF) |
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| 6/15/2019 | US 24 Speedway - Logansport, IN Performance Electronic NW Shootout #THEBIGDANCE $8000 to win Non-Wing Outlaw, Restricted Non Winged Micros | Results | | Kole Kirkman (Non-Wing Outlaw) | 5th | - | 5th | 13th |
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| 6/24/2019 | Miami County Raceway - Peru, IN Micros on the Midway. (Jr, Rest, and A Racing NW!) Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros | Results | | Kole Kirkman (Non-Wing Outlaw) | 4th | - | 2nd | 17th (DNF) |
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| 6/29/2019 | US 24 Speedway - Logansport, IN 3rd pt night, Jim LeBeau Mem. NW $1000 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Junior Sprints, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 4th | - | - | 3rd | | Kole Kirkman (Non-Wing Outlaw) | 2nd | - | - | 20th |
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| 7/5/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Results | | Kole Kirkman (Winged Outlaw) | 6th | - | 10th | - |
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| 7/6/2019 | Sweet Springs Motorsports Complex - Sweet Springs, MO John Hinck Championship Winged Outlaw | Results | | Kole Kirkman (Winged Outlaw) | 4th | - | 17th (DNF) | - |
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| 7/26/2019 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Stock Non-Wing | Results | | Kole Kirkman (Stock Non-Wing) | 4th | - | 1st | 16th |
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| 7/27/2019 | Southern Illinois Raceway - Marion, IL Terry Sprague Memorial Stock Non-Wing | Results | | Kole Kirkman (Stock Non-Wing) | 3rd | - | 4th | - |
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| 8/9/2019 | US 24 Speedway - Logansport, IN Triple XXX Root Beer Outlaw Wing #KINGOFTHEWING Preliminary night $1000 to win Winged Outlaw, Winged A-Class | Results | | Kole Kirkman (Winged Outlaw) | 3rd | - | 9th | - |
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| 8/10/2019 | US 24 Speedway - Logansport, IN Triple XXX Root Beer Outlaw Wing #KINGOFTHEWING $8000 to win Winged Outlaw, Winged A-Class | Results | | Kole Kirkman (Winged Outlaw) | 3rd | - | - | - |
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| 8/17/2019 | US 24 Speedway - Logansport, IN 7th pt night CAROL SMITH MEM. NW $1000 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Junior Sprints, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 2nd | - | - | 9th | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | - | 1st |
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| 8/23/2019 | Southern Illinois Raceway - Marion, IL Winged Outlaw, Winged A-Class | Results | | Kole Kirkman (Winged A-Class) | 4th | - | 11th (DNF) | - |
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| 8/30/2019 | US 24 Speedway - Logansport, IN Howard Weaver Memorial A-Wing $500 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 3rd | - | - | 1st |
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| 8/31/2019 | Miami County Raceway - Peru, IN Points Race #9 - "Honoring Our Military" Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 2nd | - | - | 1st | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | - | 3rd |
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| 9/1/2019 | US 24 Speedway - Logansport, IN Senior Class $300 to win Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Restricted Non Winged Micros, Winged A-Class, Junior Sprints, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 3rd | - | - | 3rd | | Kole Kirkman (Non-Wing Outlaw) | 5th | - | - | 13th (DNF) |
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| 9/7/2019 | Miami County Raceway - Peru, IN The MAC / Points Race #10. $1000 to Win Outlaw NW! Double Points. Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 1st | - | - | 1st | | Kole Kirkman (Non-Wing Outlaw) | 6th | - | 5th | - |
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| 9/21/2019 | Miami County Raceway - Peru, IN Sam Davis Memorial + Senior Shuffle! $500 to Win Senior Class! (Jr, Rest, and A Racing NW) Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 2nd | - | - | 1st | | Kole Kirkman (Non-Wing Outlaw) | 3rd | - | - | 5th | | Kole Kirkman (Winged A-Class) | 4th | - | - | 2nd |
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| 9/28/2019 | Miami County Raceway - Peru, IN Points Race #12 - Season Championship! Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 2nd | - | - | 1st | | Kole Kirkman (Non-Wing Outlaw) | 1st | - | - | 6th |
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| 10/5/2019 | Miami County Raceway - Peru, IN Elbows Up! Brad Joyce Memorial. $1000 to Win Outlaw NW! (Jr, Rest, and A Racing NW!) Winged Outlaw, Non-Wing Outlaw, Restricted 'A' Class, Winged A-Class, Junior Sprints, Sportsman Micros, Senior Micros | Results | | Kole Kirkman (Winged Outlaw) | 1st | - | - | 1st | | Kole Kirkman (Non-Wing Outlaw) | 2nd | - | - | 13th (DNF) | | Kole Kirkman (Winged A-Class) | 2nd | - | - | 4th |
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