Reclaim.ai
An AI calendar assistant that protects your time automatically
Overview
Reclaim.ai works on top of your existing Google or Outlook calendar rather than replacing it, using AI to automatically defend focus time, slot in tasks and habits, and find meeting times that actually work across everyone's schedule. Instead of manually blocking time for deep work or shuffling meetings around a busy week, Reclaim treats your priorities as flexible events it can reschedule automatically as new things come up. It also handles buffer time between meetings and offers smart scheduling links that adapt based on your real availability.
Dropbox bought Reclaim in 2024, and the product still runs under its own name and branding, now labeled "Reclaim.ai from Dropbox" on its own site. That's a reasonable sign of stability rather than a shutdown risk, since Dropbox has kept it operating independently rather than folding it away. The free Lite plan is genuinely usable for a single person's calendar, but the scheduling range and calendar sync limits mean most people who rely on it daily will end up on the paid Starter or Business tier fairly quickly.
Key Features
AI Focus Time: Automatically defends uninterrupted work blocks based on your weekly goals.
AI Smart Meetings: Finds the best meeting time across everyone's calendars without back-and-forth emails.
AI Tasks & Habits: Schedules recurring routines and to-do items directly into your calendar around existing commitments.
AI Scheduling Links: Share availability with smart controls instead of a static booking link.
AI Buffer Time: Auto-schedules breaks and travel time between back-to-back meetings.
Multi-Calendar Sync: Syncs multiple Google and Outlook calendars to prevent double-booking.
Pricing
Starting price
$10/mo per seat (Starter plan, billed monthly; $12/mo per seat billed yearly per Reclaim's own pricing page)
Lite: Free forever. 1 user, 1-week scheduling range, 1 calendar sync, 1 scheduling link, 5 AI agents.
Starter: $10/seat/month billed monthly ($12/seat/month billed yearly). Up to 10 users, 8-week scheduling range, 3 calendar syncs, unlimited integrations.
Business: $15/seat/month billed monthly ($18/seat/month billed yearly). Up to 100 users, 12-week scheduling range, unlimited calendar syncs, Team OOO calendar, delegated access, webhooks.
Enterprise: $22/seat/month billed yearly (no monthly option). 100+ users, unlimited AI agents per seat, SSO and SCIM provisioning, org-chart aware scheduling.
Disclaimer: pricing may change, confirm on Reclaim.ai's own pricing page before buying.
Pros
Actually Automates Your Calendar: Reschedules focus time, tasks, and habits automatically instead of requiring manual rearranging.
Smart Meeting Scheduling: Finds optimal meeting times across multiple people's calendars without email back-and-forth.
Works With Existing Calendars: Syncs directly with Google and Outlook rather than forcing a new calendar app.
Usable Free Tier: The Lite plan is genuinely free forever, not just a time-limited trial.
Backed by Dropbox: Acquisition by Dropbox in 2024 suggests continued investment rather than the shutdown risk smaller scheduling startups face.
Cons
Free Tier Is Narrow: Just 1 calendar sync and a 1-week scheduling range limits real use to a single, simple calendar.
Per-Seat Pricing Adds Up: Team plans charge per seat, which scales quickly for larger teams.
Learning Curve: Letting an AI actively move your calendar around takes some trust and tuning before it feels reliable.
Ownership Change: Now part of Dropbox, so its roadmap and pricing are subject to a larger company's priorities rather than an independent startup's.
What Makes It Unique
Calendar That Reschedules Itself: Reclaim treats focus time, habits, and tasks as flexible calendar events it actively reshuffles as new meetings and priorities appear, rather than just suggesting open slots.
Kay Score
7.9
/ 10
