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OB40 Exclusive Bundle

(0)
$200
$180
13,500 
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Garage Hat

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$40
3,000 
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OB40 Exclusive Setup Tee

(0)
$40
3,000 
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OB40 Exclusive Setup Hoodie

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$80
6,000 
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The Staple Hat

(0)
$40
3,000 
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Swapped Reindeer Crewneck

(0)
$80
6,000 
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Glory Hoodie

(0)
$80
6,000 
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OB40 Essential Hoodie

(0)
$80
6,000 
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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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Quick Entry Gift Cards

get entries now & when you use your gift card
get entries now & when you use your gift card
get entries now & when you use your gift card
get entries now & when you use your gift card
$200 Gift Card
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$100 Gift Card
10,000 
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$50 Gift Card
5,000 
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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

34139 reviews
Nick T.
👍
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Christian E.
I got the wrong color wanted the green ended up with the orange but still happy with it
Hi Vis Success Tee
jeffrey w.
Absolutely love this shirt awesome shirt for work this is actually the 2nd one I ordered
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Derek B.
Comfortable and warm
HI-VIS Essential Hoodie
Bernardo S.
Hey guys, everything I’ve gotten from you guys I’ve been very satisfied with. No complaints whatsoever. Will continue ordering from you guys hopefully win the big prize giveaway 😁...
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Paul B.
A1
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Jeb B.
have this as my bug out bag but do use it for vacations. Last one was a week long cross country trip that included attending a wedding and work (blue collar). I was able to fit ...
Tactical Backpack
Josh R.
Great quality! I cant wait to fill it up and test it out. Go and get you one.
Tactical Backpack
Lance G.
Great quality love the hat!
Orange Duck Camo Hat
Alan R.
Keeps my truck fresh even after a work day
New Car Air Freshener (5-Pack)
Randall P.
Great
Hustling For The Honey Tee
David M.
Great quality fast service
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Jared B.
These flash lights are awesome! I’ve bought one for each of our riggs and for friends and family too!!
Multifunction Magnetic Work Light
Hayden L.
Awesome shirt love the brand!
White Flag Tee
Ivan P.
Nice gloves got all gloves
NITRILE GLOVE SHOP RESTOCK BUNDLE - 700 GLOVES
Ivan P.
Product got here safe
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Ivan P.
Nice shirt as expected
No Luck All Hustle Tee
Brent B.
Worked outside and it was my 2nd hoody. Washed a few times and it has not shrunk. Both shirt and hoody are nice and thick material
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Double Your Entries
Tim
Super easy to use. Need to update website though. It is an electronic gift card so even easier to use and no wait for the mail
OBSC Gift Card $100
Treavor T.
I use this cigar cutter to cut all my cigars as extra good luck on the drawings. Hopefully im enjoying a cohiba in my new ride shortly.
Cigar Cutter
Stephen C.
Fast turnaround on shipping. Just as I expected
Double Your Entries
Carl J.
Ordered 2 Hats! Great quality and they arrived at my home in Alaska within 10 Days!
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Alan R.
Great fit and texture
Freedom Tee
Keith C.
Great quality and super warm! Will order more in the future. This is definitely my favorite hoodie.
No Rest 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.