Trucking sweepstakes | Sentry Insurance

The sweepstakes are now closed.

Congratulations to the winners!

NO PURCHASE NECESSARY, void where prohibited. 18+, U.S. Residents with active DOT Number only. Seven daily sweepstakes, starting 9/12/22 and ending 9/18/22. View official rules here. Sponsor: Sentry Insurance Company, 1800 North Point Dr., Stevens Point, WI 54481.

We insure drivers like you

From owner-operators to large fleets, we understand the risks you face on the road. We have the financial backing and industry experience to help protect and support you.

Learn more

The sweepstakes are now closed.

Congratulations to the winners!

We insure drivers like you

What can we help you find?