Reclaim AI vs Tilly

Reclaim AI is a calendar assistant that works with existing calendars to organize schedules around work and life priorities. Reclaim 2.0 combines a calendar, Planner, AI Assistant, and background Agents. Changes made through the assistant or MCP integrations are staged in Preview Mode before they reach the live calendar. It supports Google Calendar and Outlook Calendar, and lists integrations such as Slack, Jira, Asana, Google Tasks, Todoist, ClickUp, Linear, Zoom, and Webhooks. MCP clients include ChatGPT, Claude, Cursor, Copilot, and Gemini. Reclaim is primarily a web app and can be installed as a Progressive Web App through Chrome or Safari; it has no native iOS or Android app, though its web app is designed for mobile use. The Lite plan is free forever for one user and includes a one-week scheduling range, one calendar sync, one scheduling link, and five AI Agents. Starter costs $12 a month, Business $18 a month, and Enterprise $22 a month with contact required. Reclaim says it is SOC 2 Type II certified and committed to GDPR, CCPA, and Data Privacy Framework standards.

Tilly combines calendars and tasks in a daily plan, with a brief that highlights what is coming up, conflicts, and open time. It connects Google Calendar, Outlook and Microsoft 365, iCloud, CalDAV servers, and subscribed ICS feeds. Tasks appear alongside calendar events so users can judge them against available time. Booking links use availability across connected calendars while showing guests open times, not the events behind them. Tilly checks for overlaps across visible calendars; Pro can recommend which meeting to move and which to keep. It reads calendars into one view without copying events or busy blocks between accounts. Assistant-prepared calendar or task changes wait for explicit approval. Tilly is available on iOS, macOS, and the web. The Free plan supports two calendar accounts and costs nothing. Tilly Pro costs $7.99 a month, and Tilly Pro Annual costs $59.99 a year; eligible new subscribers can get a 14-day trial. Tilly says calendar data is encrypted in transit and at rest and is not sold to third parties.