Tilly review
A cross-calendar assistant that turns schedules, tasks, and focus time into one daily plan.
Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
Tilly is a calendar-first personal assistant for people coordinating work and personal schedules across multiple providers. It brings together calendar views, tasks, reminders, daily briefs, focus time, notes, people records, goals, and booking links. Available on the web, macOS, and iOS, it is aimed at users who want one planning layer across iCloud, Google Calendar, Outlook and Microsoft 365, CalDAV, subscribed ICS feeds, and Apple Reminders.
Its plan structure gives the product a clear entry point. The Free plan includes Today and calendar views, tasks and reminders, and synchronization for up to two calendar accounts. Tilly Pro adds unlimited calendar connections, a planning assistant, richer briefs, focus tools, and conflict support. The published plans also show Tilly Pro Annual with the same listed highlights. A 14-day trial is available to eligible new subscribers, and the listed starting price is 7.99. This makes Tilly suitable for evaluating a multi-calendar workflow before committing to the paid planning features.
The standout capability is the connection between scheduling and daily organization. Tilly can summarize commitments, conflicts, and open time; schedule tasks with subtasks, priorities, and reminders; protect focus blocks; and create booking links from connected availability. Its assistant can draft calendar events, tasks, and focus-block changes, while consequential changes require approval. That approval step suits people who want assistance without handing over unrestricted calendar control. Choose Tilly if cross-provider calendar management and personal planning are central to your routine. Consider another option if you need a narrower task tool, fully autonomous changes, or a platform outside the web, macOS, and iOS experience.
Tilly pros and cons
- Where it wins
- Unifies iCloud, Google, Microsoft, and CalDAV calendars
- Combines briefs, tasks, notes, focus blocks, and people context
- Prepares calendar and task changes for user approval
- Where it doesn't
- Free plan syncs with up to two calendar accounts
- Deeper planning tools require a paid Pro plan
- Assistant changes still require approval before they are applied
Tilly fact sheet, pricing and score →
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