Abstract: A system generates a first gift selection matrix that includes a first set of items of interest to a recipient organized in columns of increasing cost and rows of decreasing interest to the recipient. The system transmits the first gift selection matrix to a first user computing device and to a second user computing device. Item selections are received from users, along with gift purchase contribution pledges. If the pledges are insufficient to cover a cost of one of the selected items, the system sends a request to the first user and the second user for either an a second gift selection, or a pledge of additional funds. If the new gift selections are not the same, or if the pledged amounts are insufficient to purchase a selected gift, the system generates a second gift selection matrix. The system transmits the second gift selection matrix to the first user computing device and the second user computing device. A final gift selection can be made from the second matrix.