Enter To Win $50,000 For Retirement September 22, 2013 by A Proverbs Wife Leave a Comment Enter and play the AARP trivia game for your chance to win $50,000! They’re also giving away a $20 VISA gift card every day! Sweepstakes is open to ages 45 and up. Ends 10/31/13 at 11:59 P.M. ET. No purchase necessary.