Abstract: The disclosed embodiments include a system and method for generating a customized calendar of compliance tasks associated with administering a benefit plan. The system can create and store calendars for any number of plans of any type including defined benefit, defined contribution, and health and welfare plans. The system can be customized based on the requirements of a specific plan, country, or client. The system can be configured to send out reminders regarding calendar events. In some embodiments, the system may also be configured to automatically perform certain events such as, but not limited to, automatically retrieve information, fill out forms, and submit forms with or without user interaction. Thus, using the disclosed embodiments, plan sponsors are more easily able to comply with all the requirements set forth for a benefit plan.