Jose Ole Game Day Sweepstakes - Ends Sept 30th Enter the Jose Ole Game Day Sweepstakes to win tickets to the big game in February 2020 and $1,000 spending money. Additionally, 42 will receive a Jose Ole branded tailgating pack. Eligibility: US, DC, PR, 18+ Entry Frequency: Daily Entry Click Here to Enter the Jose Ole Sweepstakes End Date: September 30, 2019 Prizes: