- Between January 8, 2018 and December 31, 2018 enter to win a monthly prize plus a chance to win the Grand Prize in December that will include all 12 pieces of gear that were featured throughout the year. If you are not currently a member entry into the sweepstakes will enroll you into RoadPro Rewards. RoadPro Rewards is designed to reward truckers for engagement and purchasing qualifying products. Members receive special benefits and can earn points by joining, socializing, learning and buying select products. Points can then be redeemed for digital entertainment, gift cards and more.