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| 4/28/2023 | Can-Am Speedway - Lafargeville, NY The Nasty Track of the North Season Opener Winged Crate Sprints, Limited Sport Mod, Sport Compact, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 9th |
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| 5/6/2023 | Fulton Speedway - Fulton, NY Compass Credit Union presents Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 2nd |
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| 5/12/2023 | Brewerton Speedway - Brewerton, NY Ferris Mowers presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 1st | - | - | 10th |
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| 5/13/2023 | Fulton Speedway - Fulton, NY Ferris Mowers and Regional Truck and Trailer present Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 1st | - | - | 10th |
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| 5/19/2023 | Brewerton Speedway - Brewerton, NY Burdick Ford presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 22nd |
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| 5/26/2023 | Brewerton Speedway - Brewerton, NY A-Verdi Storage Containers presents the Don Gillette Memorial for ESS Sprints 360 Sprints - Winged: Empire Super Sprints DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 2nd | - | - | 1st |
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| 5/27/2023 | Fulton Speedway - Fulton, NY Monroe Mechanical and J. Gordon Contracting present the ESS Sprints 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 2nd | - | - | 24th |
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| 6/2/2023 | Brewerton Speedway - Brewerton, NY Syracuse Haulers presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 6th | - | - | 8th |
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| 6/3/2023 | Fulton Speedway - Fulton, NY Ryan Phelps Auto Sales Family Autograph Night Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 7th | - | - | 14th |
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| 6/9/2023 | Brewerton Speedway - Brewerton, NY Thompson & Johnson Equipment Co. Family Autograph Night DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 2nd | - | - | 10th |
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| 6/10/2023 | Fulton Speedway - Fulton, NY Chris Nichols Snap-On Tools and Neivel Precision Plumbing present Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 1st | - | - | 1st |
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| 6/17/2023 | Fulton Speedway - Fulton, NY Syracuse Haulers and RFH's Hideaway present the Crazy Chain Race Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 6th | - | - | 3rd |
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| 6/21/2023 | Fulton Speedway - Fulton, NY Jammer's Sports Bar & Restaurant Highbank Holdup DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 6th |
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| 6/28/2023 | Can-Am Speedway - Lafargeville, NY PABST Shootout! 360 Sprints - Winged: Empire Super Sprints DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 3rd | - | - | 20th |
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| 6/30/2023 | Brewerton Speedway - Brewerton, NY The Reagan Companies and Chris Nichols Snap-On present ESS Sprint Speedweek 360 Sprints - Winged: Empire Super Sprints DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 3rd | - | - | 10th |
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| 7/7/2023 | Brewerton Speedway - Brewerton, NY Haun Welding Supply presents DIRTcar Sport Compact, Vintage Modifieds, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 2nd | - | - | 25th |
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| 7/8/2023 | Fulton Speedway - Fulton, NY Regional Truck and Trailer presents Hobby Stocks, Vintage Modifieds, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 6th | - | - | 14th |
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| 7/14/2023 | Utica-Rome Speedway - Vernon, NY I-90 Pit Stop Challenge Race 4 $1,000-to-win 305 Sprints - Winged: CRSA Sprint Cars Stock Cars, Sportsmans, Limited Modified, Dirt Big Block Modifieds, DIRTcar 4 Cylinders | Results | | Ryan Dolbear (Sportsmans) | 6th | - | - | 24th |
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| 7/19/2023 | Land of Legends - Canandaigua, NY Honeoye Auto Parts Super DIRT Car Series Night DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar Sportsmans, Sportsmans | Results | | Ryan Dolbear (Sportsmans) | 2nd | - | - | 23rd (DNF) |
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| 7/28/2023 | Brewerton Speedway - Brewerton, NY Ontario Auto presents Kids Power Wheel races DIRTcar Sport Compact, Limited Sport Mod, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 5th | - | - | 24th |
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| 8/4/2023 | Brewerton Speedway - Brewerton, NY Ehrlich Pest Control presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 5th | - | - | 6th |
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| 8/5/2023 | Fulton Speedway - Fulton, NY Ehrlich Pest Control & Power Seal present Power Seal/Tarvia Seal/Eastern Paving Sportsman Challenge Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 6th |
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| 8/11/2023 | Brewerton Speedway - Brewerton, NY NAPA Auto Parts presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 5th | - | - | 13th |
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| 8/12/2023 | Fulton Speedway - Fulton, NY Custom Truck One Source presents Modified Sail Panel Showdown Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 6th | - | - | 10th |
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| 8/16/2023 | Land of Legends - Canandaigua, NY Super DIRTcar Series SummerFast DIRTcar Big Block Modifieds: Super DIRTCar Series DIRTcar Sportsmans | Results | | Ryan Dolbear (DIRTcar Sportsmans) | 6th | - | 2nd | 17th |
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| 8/25/2023 | Brewerton Speedway - Brewerton, NY John Wilber Snap-On Tools presents DIRTcar Sport Compact, DIRTcar Big Block Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Mod Lites | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 1st | - | - | 1st |
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| 8/26/2023 | Fulton Speedway - Fulton, NY Two Sail Panel Mod Features, Boat Race and Kids Bookbag giveaway Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 3rd | - | - | 8th |
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| 9/2/2023 | Fulton Speedway - Fulton, NY STOP-DWI New York ESS Sprints/Mods/Dbl Sportsman Features/Dbl Novice Features/Hobby Stocks 360 Sprints - Winged: Empire Super Sprints Hobby Stocks, Limited Sport Mod, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 3rd | - | - | 5th |
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| 9/3/2023 | Devil's Bowl Speedway - West Haven, VT THE 2023 VERMONT 200 360 Sprints - Winged: Sprint Cars of New England Lightning Sprints, Limited Sport Mod |
| 9/8/2023 | Can-Am Speedway - Lafargeville, NY Action Sprint Tour East Event #8 Winged Crate Sprints: Action Sprint Tour Sport Compact, DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 11th |
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| 9/22/2023 | Albany-Saratoga Speedway - Malta, NY Malta Massive Weekend DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 2nd | - | - | 8th |
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| 9/29/2023 | Fulton Speedway - Fulton, NY Milton CAT Outlaw Weekend Fast Friday 360 Sprints - Winged: Empire Super Sprints DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | 1st | - |
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| 9/30/2023 | Fulton Speedway - Fulton, NY 37th Annual Milton CAT Outlaw 200 and Industrial Tire of CNY Sportsman Shootout DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | - | - | - | 28th (DNF) |
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| 10/3/2023 | Weedsport Speedway - Weedsport, NY Makeup for 09/09/23 360 Sprints - Winged: Empire Super Sprints DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 4th | - | - | 6th |
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| 10/4/2023 | Brewerton Speedway - Brewerton, NY Billy Whittaker Cars & Trux presents the 30th Hurricane Harvey DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | 2nd | - | - | 6th |
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| 10/4/2023 | Oswego Speedway - Oswego, NY Super DIRT Week 51 DIRTcar Big Block Modifieds: Super DIRTCar Series with Super DIRT Week DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | - | - | - | - |
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| 10/5/2023 | Oswego Speedway - Oswego, NY Super DIRT Week 51 DIRTcar Big Block Modifieds: Super DIRTCar Series with Super DIRT Week DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | - | - | - | - |
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| 10/6/2023 | Oswego Speedway - Oswego, NY Super DIRT Week 51 DIRTcar Big Block Modifieds: Super DIRTCar Series with Super DIRT Week DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | - | - | - | - |
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| 10/7/2023 | Oswego Speedway - Oswego, NY Super DIRT Week 51 DIRTcar Big Block Modifieds: Super DIRTCar Series with Super DIRT Week DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds, DIRTcar Pro Stock | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | - | - | - | - |
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| 10/9/2023 | Oswego Speedway - Oswego, NY Super DIRT Week 51 Day 6 DIRTcar Big Block Modifieds: Super DIRTCar Series with Super DIRT Week DIRTcar 358 Modifieds, DIRTcar Sportsman Modifieds | Results | | Ryan Dolbear (DIRTcar Sportsman Modifieds) | - | - | - | 34th (DNF) |
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