Own Boss Supply Truck Giveaway – Win a Mack Dump Truck, Skid Steer, Mini Excavator & $20000 Cash!

For contractors, builders, and equipment enthusiasts, the Own Boss Supply Truck Giveaway is the ultimate chance to upgrade your business or project site with top-tier machinery and cash rewards. This incredible heavy equipment sweepstakes combines work-ready vehicles with a substantial cash prize to elevate your operations or expand your fleet.

The grand prize winner will receive a full package of premium machinery, including a 2005 Mack CV713 Dump Truck, 2022 Caterpillar 259D3 Skid Steer, 2016 Caterpillar 303.5E Mini Excavator, and a 2002 Interstate 50DLA Tag Trailer. These powerful vehicles are built for durability, efficiency, and high-performance work, making this sweepstakes a dream for professionals in construction, landscaping, or heavy-duty industries.

Adding even more value, the winner will also receive a $20,000 cash award, given as a check, perfect for covering operating costs, business expansion, or personal use. This combination of heavy machinery and cash makes the Own Boss Supply Truck Giveaway one of the most exciting sweepstakes for those who love powerful vehicles and high-impact rewards.

Whether you’re a contractor looking to upgrade your fleet or a heavy equipment enthusiast dreaming big, this sweepstakes delivers unmatched opportunity. Enter the Own Boss Supply Truck Giveaway today for your chance to win premium machinery and $20,000 cash! 

Limit: Maximum of 40,000 total entries per participant during the Promotion Period, regardless of entry method. The minimum age limit to enter the giveaway is 18. It is void in Hawaii, Alaska and Michigan.

How to Enter in Own Boss Supply 44 Giveaway:

Participants can enter the Sweepstakes using any of the following methods during the Promotion Period:

Purchase Sponsor Merchandise:

Visit Own Boss Supply Co and complete a purchase. Participants receive one (entry per $1 spent). Required information includes name, address, phone number, and email address.

Purchase Merchandise at Marketing Events:

Make a qualifying purchase (minimum $1.00) at a Sponsor event booth and complete the registration process on the provided tablet or registration card. Participants receive one (1) entry per $1 spent.

Subscription Package Enrollment:

Enroll in a subscription package through Own Boss Supply Co. Participants receive the number of Sweepstakes entries associated with the selected subscription plan.

Loyalty Program:

Download the Own Boss Supply Co App and join the loyalty program. Participants can complete activities and redeem loyalty points for Sweepstakes entries.

Mail-In Entry (Free Method):

Handwrite the following on a 3” x 5” card: “OB44” Sweepstakes entry, full name, address, city, state/province, ZIP/postal code, phone number, email address, and date of birth. Mail in a standard business-size envelope with handwritten return address to:

CSS / “OB44” Sweepstakes
5607 Pittsford Palmyra Road
PO Box 828
Pittsford, NY 14534

Bonus Entry Opportunities:

• Multiplier Promotions: Participants may receive bonus multipliers ranging from 5X to 100X entries during promotional periods. Mail-in entrants must handwrite the applicable multiplier wording on the envelope.
• Exclusive/Bundle Bonus: Eligible purchases or mail-in entries marked “Exclusive Bonus” or “Bundle Bonus” receive 1,000 bonus entries.
• Checkout Speed Bonus: Orders completed within three minutes receive 2,000 bonus entries. Mail-in entrants must write “Checkout Speed Bonus” on the envelope.
• Mega Bonus: Up to two entries per participant, each worth 3,000 bonus entries.
• Boss Talk Bonus: Up to two entries per participant, each worth 17,500 bonus entries.
• Loyalty Bonus: Eligible mail-in entries marked “Loyalty Bonus” receive 500 bonus entries.

Own Boss Supply Dump Truck Giveaway Winner Selection:

Winner will be selected randomly on or about July 10, 2026 from all eligible entries.

Own Boss Supply Truck Giveaway Prizes:

One Grand Prize Winner will receive:

• 2005 Mack CV713 Dump Truck (Approx. 612,000 miles) (ARV: $70,000)
• 2022 Caterpillar 259D3 Skid Steer (ARV: $42,000)
• 2016 Caterpillar 303.5E Mini Excavator (ARV: $40,000)
• 2002 Interstate 50DLA Tag Trailer (ARV: $19,500)
• $20,000 Cash Award Awarded as a check

(Total ARV: $191,500)