Abstract: The present method and system is directed generally to a process and system, preferably embodied in an app executable on a personal computing device, wherein a user may generate content and schedule the generated content for future delivery to a designated recipient, living or not living at the time of the scheduling of the delivery. The delivery may be set to occur a known future date, on a future milestone wherein the start date is known or not known, or on the occurrence of a future event of unknown date to the user at the time of delivery scheduling and that may, or may not, occur. The invention relates to an app and web-based system and method that allows users to send digital content and add physical gifts a specified user at a specified time and/or the occurrence of a specified event in the future.