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OB40 Exclusive Bundle

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OB40 Exclusive Setup Tee

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OB40 Exclusive Setup Hoodie

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The Staple Hat

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Ruby Red Duramax Setup

1,200 LB-FT of pure rage — Radiant Red Metallic with attitude. The baddest GMC Denali on 26s, loaded and ready for anything. Tilt-deck, Cat skid steer, and $20K cash. You want to win? Step up and own it.

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Everything You Need To Be Your Own Boss

2025 Load Trail 26FT Gooseneck Deck Over Tilt

2025 Load Trail 26FT Gooseneck Deck Over Tilt

2021 Cat 259D3 Tracked Loader

2021 Cat 259D3 Tracked Loader

2024 GMC Denali 3500 Duramax

2024 GMC Denali 3500 Duramax

33,000 Customers

Who Love Own Boss

34176 reviews
Mike O.
Nice the top slide is magnetic easy to clean
20 oz Tumbler
John R.
Orange is our favorite color exactly what she wanted - and yes, we wear the gear on the job site
Own Boss Secure Shipping
Bernardo S.
Backpacks are awesome. I’ve been using mine as soon as i got it. I believe I’ve bought six of them already to give to my boys and some friends for Christmas. Thinking of getting co...
Tactical Backpack
Brandon R.
Little snug for 3x when others are 3x but love it
Flag Hoodie
Andrea C.
Love this sweatshirt!! Good quality.
American Patriot Hoodie
Glenn D.
Love it!!! Packed and ready to go.
Tactical Backseat Organizer
Gary M.
Great hoodie but now I have 12 hoodies.....
Mystery Hoodie
robb m.
Nice hat!
Skiddy Hat
Angel O.
Loved the hat.
Red Flag Trucker Hat
Damian G.
Actually nice socks
Performance Socks (3 - Pack)
James E.
I made the right choice I see and just before the snow storm hit. Keeps my head warm during this weather. Looks good with any coat I wear.
Knit Beanies
John C.
Great
No Sh*t Hoodie
Francisco A.
Great Quality Freedom bundle coptionsolor options qould be nice. Great products.
Freedom Bundle
Chris P.
Great for traveling
Tactical Backpack
Joe H.
Looks good on my can am ring..
Orange Camo Jet Tag
Kevin V.
Shipping releatively quick
Own Boss Secure Shipping
Stephen S.
Love the hoodie, the design, and quality.
Own Boss Secure Shipping
Marcus C.
Mystery box was awesome love the matte black bullet antena i got thanks own boss
Mystery Item | 500 Bonus Entries
Christopher P.
Cover my feet, they do what they where designed to do.
Performance Socks
Christopher P.
Cup hold coffe and the socks cover my feet. They do what they where designed to do.
Emblem Flag Mug
John H.
Great fit, I wish they were a little longer.The support is amazing for those long hours on your feet.
Performance Socks (3 - Pack)
Blake B.
Simple way to get entered without adding to my closet!
OBSC Gift Card $200
Blake B.
Easiest purchase I’ve made!
Double Your Entries
Christopher C.
Fits great and is very warm! My favorite hoodie!
Fishing Hoodie

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Latest Own Boss News

August 11, 2025
Parker's picking up OB35!
WE FINALLY HAVE A WINNER!!!We know you’ve all been waiting for this one, so have we 😅…Parker Kinsley, from Arizona is taking home OB35 which was the High Country rig! This rig is going to look so sick out in the AZ country 🔥
May 29, 2025
Jordan took home OB33 to Harrison, GA
Jordan R. is officially our OB33 winner! 🏆 He drove home to Harrison, GA with his brand new 2023 Ford F-350 King Ranch with High Output Powerstroke Diesel, a John Deere 317G Skid Steer, a 25' Load Trail Gooseneck trailer, AND $20,000 in cash. He couldn't be more excited – and we couldn't be happier for him! Congratulations, Jordan! 👏🚚💰
April 15, 2025
Meet Orlando, Winner of OB32!
Orlando entered OB32 — but what we didn’t know until today… his own truck had just been stolen. The timing couldn’t have been crazier. He ended up driving off with a brand new setup that’ll help him keep grinding. This could be YOU.
April 8, 2025
OB33 Has Ended 🥃
Another MASSIVE giveaway in the books! Entries have closed for OB33 and are now being sent off for WINNER SELECTION! Keep your eyes on your phone and remember - we'll never DM you to tell you that you've won. GOOD LUCK!
January 13, 2025
After 2 years, he hit the jackpot!
We drove up to pick Ricky up and brought him back to the shop, where his life was about to change forever. Waiting for him was his incredible prize: a Ram Cummins, a T66 Bobcat skid steer, a low deck trailer, and $30,000 in cash.