Win This 3500 Duramax, 26FT Gooseneck & CAT 259D3
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Have you ever seen a rig this clean?

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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

34209 reviews
Ryan V.
Nice!!
Divine Tee
Ryan V.
Great quality hat! Love it!!!
Orange Flag Trucker Hat
Justin .
Great key chain. Makes it easy to find your keys.
Orange Camo Jet Tag
David s.
I recently purchased this hoodie, and it has already caught the attention of many people! The texture is incredibly soft, and the color is perfect. My favorite part is that it’s th...
OB40 Exclusive Setup Hoodie
Justin C.
Fits great and nice thick pull over
No Rest Hoodie
Thomas M.
Tis the season… for me to wear this awesome shirt in my new truck!! January 3rd is my birthday so here we go!! Can’t wait to wear it!
Worked in Silence Tee
John E.
Great sweatshirt for NewEngland winter weather, can't get photo yet they are Xmas gifts.
Snowmobile Hoodie
Thad B.
I received a very well-made hoodie
Mystery Hoodie
Mike J.
Great shipping time
Own Boss Secure Shipping
Justin .
Great gloves. Nice having them in a 3 pack
3 - PACK - BLACK 4 MIL DISPOSABLE NITRILE GLOVES - 300 GLOVES
Danny R.
Cool design
White Flag Tee
Carlos L.
Great products and always with clothing materials having best quality and comfort.
Deer Camp Bundle
Robert N.
This thing is badass!
Tactical Backseat Organizer
Jack B.
Every light function has a use. Love it
Multifunction Magnetic Work Light
Daniel B.
fit well, comfortable. American
Gods Country Bundle
Edward G.
Absolutely love it, the wife wears it all the time and I wear the camouflage hoodie everywhere along with the ball caps and can't wait for the new order to come in.
No Rest Hoodie
zac44540@gmail.com
Why wouldn't you grab this in the way out the door to maximize your chance for that dream rig! I recommend highly no doubt .
Double Your Entries
zac44540@gmail.com
If you enjoy peace of mind, you can go wrong with adding this to your order especially due the rise in shipping trucks being ransacked these days over the holidays. Grab it you won...
Own Boss Secure Shipping
zac44540@gmail.com
Had so much fun the first round I had to try it again,, secretly was hoping for a wallet but I received a second headlight and I'm not disappointed, I always need backup plans and ...
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Mystery Item | 1000 Bonus Entries
zac44540@gmail.com
Once again, OWN BOSS delivers a great quality shirt and with the right timing an huge boost to your entries for a once in a lifetime a Dream Come True Giveaways! Highly Recommend ...
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Paint Matched Tee
zac44540@gmail.com
Join the BOSS CLUB for some great extras and entries to their one of a kind giveaways. 110% worth it and hey who doesn't like free shipping?
BOSSCLUB MEMBERSHIP
zac44540@gmail.com
Blam! I popped it open and Found myself with something I use every day, as a man with bad eyes I use a headlamp when I'm working on everything. It was perfect. The quality is great...
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Mystery Item | 500 Bonus Entries
zac44540@gmail.com
Can't beat this option to join the ranks if your not interested in some rocking work wear for the true Blue Collar! Just think what it represents, A Chance For Change! Highly Recom...
Double Your Entries
zac44540@gmail.com
Enjoy this shirt, comfy, great fit, and rocking the American Flag in Style. Highly Recommend Thanks Own For The Outfits!
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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.