Own Boss Supply Co winners
All 56 winners Own Boss Supply Co has published, newest first, exactly as announced. 51 have a winner video. Where Own Boss Supply Codidn't date a winner or name the giveaway, we say so instead of guessing.
- Undated 1
- 2026 12
- 2025 13
- 2024 10
- 2023 7
- 2022 8
- 2021 5
- Jul 15, 2026Monty Britton · Harrodsburg, KYwon 2005 Mack CV713 dump truck setup (OB44)Source
- Jul 9, 2026Juanwon 2019 Triton TRX20 bass boat with Mercury 250 Pro XSSources conflict: the sponsor's winners page names Andrew Wallin (Brunswick, GA) for the OB43 Bass Boat, the sponsor's YouTube video 'Bass Boat Winner Day' (published 2026-07-09) names Juan; reason not stated. Not a different prize tier: the sponsor ran the bass boat as its own giveaway with its own winner. The same winners-page record carries the same name, city and 2026-05-26 date as the OB43 F450 setup winner, which the sponsor's giveaway page and 2026-06-17 'OB43 Winner Day' video also tie to Andrew Wallin.SourceVideo
- Jun 24, 2026Kevin Ramirezwon Not publishedSource
- May 26, 2026Andrew Wallin · Brunswick, GAwon 2019 Triton TRX20 bass boat with Mercury 250 Pro XSSources conflict: the sponsor's winners page names Andrew Wallin (Brunswick, GA) for the OB43 Bass Boat, the sponsor's YouTube video 'Bass Boat Winner Day' (published 2026-07-09) names Juan; reason not stated. Not a different prize tier: the sponsor ran the bass boat as its own giveaway with its own winner. The same winners-page record carries the same name, city and 2026-05-26 date as the OB43 F450 setup winner, which the sponsor's giveaway page and 2026-06-17 'OB43 Winner Day' video also tie to Andrew Wallin.Source
- May 26, 2026Andrew Wallin · Brunswick, GAwon 2022 Ford F450 Platinum setup (OB43)Winner video: 'OB43 WINNER DAY!!' (2026-06-17), which names Andrew Wallin and the F-450. (The winner's page on ownbosssupplyco.com links the 2026-03-30 giveaway promo video instead.)SourceVideo
- May 26, 2026Monte Scott · Everton, ARwon 2021 Polaris RZR Turbo SSourceVideo
- Apr 14, 2026Jimmy Steinhilber · Saugerties, NYwon 2024 GMC 3500 Denali Ultimate setup (OB42)SourceVideo
- Apr 7, 2026James Ingram · Elma, NYwon JCB 3CX backhoeSource
- Mar 4, 2026John Barker · Sand Springs, OKwon 2024 Ford F450 Platinum setup (OB41)SourceVideo
- Mar 3, 2026Ethan Reiland · Savanna, ILwon Built 2021 Jeep GladiatorSourceVideo
- Jan 24, 2026Joshua Smith · Collinsville, ILwon Not publishedSourceVideo
- Jan 21, 2026Justin Hamaker · Willis, TXwon 2024 GMC 3500 + Caterpillar 259 skid steer + Load Trail gooseneck trailer + $20,000 cashSourceVideo
- Dec 24, 2025Patrick Davis · Martinsburg, PAwon Not publishedSourceVideo
- Dec 19, 2025David Egan · Des Moines, IAwon Not publishedSourceVideo
- Oct 16, 2025Greg Thatcher · Mansfield, OHwon Not publishedSourceVideo
- Sep 17, 2025Chris Sharp · Spring, TXwon 2024 Ram Mega Cab Dually, 25 ft Load Trail gooseneck trailer and CAT skid steerSourceVideo
- Aug 25, 2025Ronald Anderson III · Riverside, CAwon Mamba green F450 setup with 2 machinesSourceVideo
- Aug 23, 2025Parker Kinsley · Las Vegas, NVwon Not publishedSourceVideo
- Jul 19, 2025Larry Marling · Anderson, INwon Truck, trailer, 2 skid steers and $20,000 cashSourceVideo
- Jul 8, 2025Chriswon Can-Am Defender off-road side-by-side (about $40,000 per the video title)First name only, from the sponsor's YouTube video of 2025-07-08; the video does not say which numbered giveaway it was and the winners page does not list a Can-Am Defender winner.SourceVideo
- Jun 14, 2025Jordan Reid · Harrison, GAwon Not publishedSourceVideo
- Apr 11, 2025Orlando Piedra · Baytown, TXwon Truck, trailer and skid steerSourceVideo
- Mar 3, 2025Luke Lasher · Pottsville, ARwon Not publishedSourceVideo
- Feb 8, 2025Tyler Worley · Willow Springs, MOwon 6x6 military truckSourceVideo
- Jan 9, 2025Ricky Beaudet · Paris, MEwon Not publishedSourceVideo
- Dec 4, 2024Rickey Burton · Montpelier, VAwon Chevy 5500 welding rig ($180,000 per the sponsor's video title)SourceVideo
- Nov 16, 2024Mike White · Sacramento, CAwon Not publishedSourceVideo
- Sep 4, 2024Grant Morgan · Tucson, AZwon Custom F450 setupSourceVideo
- Aug 4, 2024Marie Stokes · Myrtle Beach, SCwon Blacked-out 2024 Duramax rig (the winner took a $125,000 cash-out check, per the sponsor's video)The sponsor's video 'She can now retire after winning $125,000! 2 winners 1 video!' covers both OB25 (Marie) and OBT1 (Adam).SourceVideo
- Aug 2, 2024Robert Cooper · Rostraver Township, PAwon Ford King Ranch, 14 ft dump trailer and Bobcat T66 (from the sponsor's overview video title)SourceVideo
- Jul 26, 2024Adam Quagliani · Plant City, FLwon Tractor (per the sponsor's video: 'we give OBT1 winner Adam his tractor')The winner's own page on ownbosssupplyco.com links a different video (https://www.youtube.com/watch?v=K2vdsWnV4E8); the video linked here is the sponsor's video that names this winner. The sponsor's video 'She can now retire after winning $125,000! 2 winners 1 video!' covers both OB25 (Marie) and OBT1 (Adam).SourceVideo
- May 21, 2024Juan Vasquez · San Jose, CAwon Brand new Limited 3500 Cummins with trailer and skid steerSourceVideo
- Apr 22, 2024Martin Brettz · Okeechobee, FLwon Not publishedThe linked video is titled 'Thank you for entering OB23!' and names no winner.SourceVideo
- Mar 20, 2024Theodore "TC" Shifflett · Seattle, WAwon Not publishedSourceVideo
- Jan 30, 2024Brayam Bejarano · Albuquerque, NMwon Truck, trailer and skid steer + $30,000 cashSourceVideo
- Dec 13, 2023Jason Howes · Gulf Breeze, FLwon Not publishedSourceVideo
- Nov 14, 2023Peter Theissen · Honey Grove, TXwon Not publishedSourceVideo
- Aug 30, 2023Colton Bryce-Hart · Sapulpa, OKwon 2023 Super Duty truck setup + $30,000 cashSourceVideo
- Aug 17, 2023Anthony Potter · Murray, UTwon Not publishedThe winner's own page on ownbosssupplyco.com links a different video (https://www.youtube.com/watch?v=2A-pD4_BPDU); the video linked here is the sponsor's video that names this winner.SourceVideo
- Apr 21, 2023Tyler Bullerman · Decorah, IAwon Truck, trailer and skid steerSourceVideo
- Mar 1, 2023James Martin · Channelview, TXwon Truck, trailer and skid steer + $30,000 cashSourceVideo
- Jan 14, 2023Tim Hawkins · Ontario, CAwon Truck, trailer and mini-excavator + $30,000 cashSourceVideo
- Nov 16, 2022Austin Breier · Conover, WIwon 2022 Cummins dually, custom gooseneck trailer and skid steer + $30,000 cashThe winner's own page on ownbosssupplyco.com links a different video (https://www.youtube.com/watch?v=gLj2dHETSH4); the video linked here is the sponsor's video that names this winner.SourceVideo
- Nov 3, 2022Levi Kuhnwon Polaris Sportsman 570 quad (app-download prize)Separate app-download prize during the OB12 giveaway, announced in the sponsor's YouTube video of 2022-11-03; not on the winners page.SourceVideo
- Sep 19, 2022Allison Smith · Lompoc, CAwon F-350 dually King Ranch setupThe winner's own page on ownbosssupplyco.com links a different video (https://www.youtube.com/watch?v=js713K9ZbZg); the video linked here is the sponsor's video that names this winner.SourceVideo
- Aug 4, 2022Juan Parra · Fresno, CAwon Paint-matched Inozetek army green Ram Cummins setup (called a $250,000 setup in the sponsor's video title)SourceVideo
- Jun 22, 2022Montgomery Corder · Bennet, NEwon Not publishedSourceVideo
- May 10, 2022Travis Castle · Gilboa, NYwon 2022 Ram 2500HD + $25,000 cash, with a trailer of Exmark equipmentSourceVideo
- Mar 19, 2022William Lamar · Lynchburg, VAwon Not publishedSourceVideo
- Feb 8, 2022Bradley Bengar · Syracuse, NYwon Not publishedSourceVideo
- Dec 17, 2021Tucker Klassmeyer · Gardner, KSwon Not publishedSourceVideo
- Oct 7, 2021Dustin Cady · Kennebunk, MEwon Not publishedSourceVideo
- Aug 1, 2021Brandon Anderson · West Jordan, UTwon Not publishedSourceVideo
- May 13, 2021Madison Letterman · Lakeland, FLwon 2021 Polaris RZR Turbo + $10,000 cashSourceVideo
- Apr 19, 2021Kurtis Van-Alst · Dorr, MIwon Not publishedSourceVideo
- Date not publishedJake Fernandez · Scotch Plains, NJwon 2016 Ford F250 Mega RaptorSource
Own Boss Supply Co winners: questions people ask
Who won the latest Own Boss Supply Co giveaway?
Monty Britton of Harrodsburg, KY won 2005 Mack CV713 dump truck setup (OB44), announced Jul 15, 2026, according to Own Boss Supply Co's own announcement.
How many people have won a Own Boss Supply Co giveaway?
Own Boss Supply Co has published 56 winners that we have recorded, 51 of them with a winner video. Each one on this page links to the announcement.
Where does Own Boss Supply Co announce its winners?
Mostly on its official winners list. We record each winner exactly as published and link to the source, so you can check it yourself.
How does Own Boss Supply Co pick winners?
The official rules say drawings are run by an independent administrator, Compliance Sweepstakes Services, LLC, which selects winners at random from all eligible entries.