Timberland, known for its eco-conscious fashion and durable footwear, is excited to offer a $10,000 cash prize to one lucky winner! All you need to do is share your feedback on Timberland’s products and services through the Timberland PRO Customer Survey. It’s simple! Take just 10 minutes to complete the survey and get your entry into the sweepstakes. Your feedback helps Timberland improve, and in return, you could win $10,000 in cash!

50 United States, DC & Canada (except Quebec) are allowed to enter
Start Date: January 1, 2025
End Date: December 31, 2025
Prize Type: Cash Prize will be given to the winners
Entry Type: Single entry is allowed in the contest
Draw Date: January 9, 2026
How to Enter the Timberland $10,000 Giveaway
- Purchase Method:
- Buy Timberland shoes or apparel that includes a promotional insert or tag.
- Visit www.dayinmyshoes.com or www.Head2ToePRO.com.
- Complete and submit the survey to receive your entry.
- Mail-in Method (No Purchase Necessary):
- Write your name, address, phone numbers, email, and birthdate on a 3″ x 5″ piece of paper.
- Mail it to:
“Timberland PRO® Sweepstakes,”
c/o Probability,
PO Box D,
Social Circle, GA 30025-1559, U.S.A.
Timberland $10,000 Cash Giveaway Prize
- One Grand Prize: $10,000 in cash.
Eligibility:
- Age Requirement: Must be at least 18 years old at the time of entry.
- Location: Open to residents of the 50 U.S. states, DC, and Canada (except Quebec).
- Limit: Only one entry per person during the promotion period.
Winner Selection
- One grand prize winner will be randomly selected on or about January 9, 2026 and notified by email or phone.
- The winner must sign and return required documents (Declaration of Compliance, Liability Waiver, and Publicity Release) within 7 days to claim the prize.
Recent Posts :
Vans Feedback Survey Sweepstakes Win Custom Shoes (900+ Winners)
Win a $2,500 Gift Card in the Tractor Supply Survey at TellTractor Supply.com
Win a Vessel Golf Bag Swag Driver Cover or WMG Polo Shirt (35 Monthly Winners)