Mayday — AI for Personal Productivity & Executive Assistants

Although Mayday was sunset on May 1, 2024, its feature set serves as a strong benchmark for what an EA should expect from an AI scheduling assistant. The tool integrated your calendar, to-do list, and scheduling links into a single platform. Its core promise was using AI to find the best time for tasks and meetings based on your priorities and availability, eliminating manual schedule interpretation. For an Executive Assistant, this meant less time spent on the back-and-forth of scheduling. Mayday could auto-schedule tasks into open slots, automatically reschedule them when priorities shifted, and use smart scheduling links that nudged external parties toward your preferred meeting times. It also offered features to protect deep work blocks, such as automatic buffer time around events and 'FYI Events' to declutter your view of non-critical meetings. By syncing with Google Calendar and Microsoft 365, it aimed to centralize your entire schedule. While its native-only approach on Mac and iOS was a limitation, its focus on intelligent automation made it a powerful concept for managing complex executive schedules.