When will my cash back rewards post to my Aspiration Spend account? Natalie D. May 17, 2019 14:50 Follow Cash back rewards for the Aspiration Spend account post on the 1st business day of each month. Comments Related articles What types of transactions earn cash back for Aspiration Spend? How is interest calculated in my Aspiration Save account? How do I earn cash back rewards on purchases? Can I deposit a check directly into Aspiration Save? How can I deposit cash?