An information handling system includes gift selection circuitry, buying circuitry, and a graphical user interface. The gift selection circuitry includes a selection processing device, and a delivery processing device. The selection processing device receives, from a user, a request to add a list of items to a cart. The delivery processing device provides a secure link to a designated individual after the list of items is added to the cart. The graphical user interface displays the items in the cart as a list of available items in response to the secure link being selected by the designated individual. The buying circuitry confirms an order of a first item after selection of the first item from the list of available items, and sends a notification of completion of the transaction to the user.