There is a "traveling tent" that goes from town to town on various dates at certain stores. If you go during the times it is at that location and update your preferred card, you will get a booklet full of coupons worth over $100. There are also a number of free item coupons. This works out great as Jewel often has BOGO sales so you can double up. The earliest expiration date is 4/10.
Here is the link to the list of June dates/times, Chicagoland Jewel-Osco: Preferred Card Anniversary