Abstract: A method of enabling philanthropic donation includes receiving from a user target data designating a donation target and item data corresponding to a non-monetary item. A processor automatically determines a currency amount of a monetary currency using the received item data and automatically produces a donation record indicating that the determined currency amount should be donated as specified by the designated donation target by a donating party different from the user. The donation can be verified and the user informed if the donation is not permitted. A system for enabling philanthropic donation includes the processor, a storage device storing target-menu data including indications of a plurality of donation targets, and a communications interface adapted to provide to the user at least some of the target-menu data and to receive the target and item data including social media functionalities for the user.