Enter today for your chance to win a $500 gift card!
To show our appreciation of your hard work, dedication, and contribution to U.S. commerce, you’re invited to enter the 2025 Sentry Insurance Company National Truck Driver Appreciation Week Sweepstakes.
Each day from September 14 through September 20, we’ll select two drivers to win a $500 Visa® gift card. To be eligible to win, please enter daily with a valid DOT Number.
We’ll announce the winners on September 22 and will contact them via email. Each winner will need to respond with their preferred shipping address within 72 hours of receiving the email. If we don’t hear back from a winner in that 72-hour time period, we’ll randomly select another winner in their place.
Thank you again. Good luck in our sweepstakes.
NO PURCHASE NECESSARY, void where prohibited. 18+, U.S. residents with active DOT Number only. Seven daily sweepstakes, starting September 14, 2025, and ending September 20, 2025. Official rules available at https://www.sentry.com/trucking-sweepstakes. Sponsor: Sentry Insurance Company, 1800 North Point Dr., Stevens Point, WI 54481.
We help protect truck drivers like you
No matter what you’re hauling, we understand the risks you face on the road. We have the financial backing and industry experience to help protect and support you.
