How Does Reclaim AI Differ From Calendly for Scheduling?

Reclaim AI goes beyond simple meeting booking. While Calendly only handles appointment links, Reclaim orchestrates your entire workweek by auto-scheduling tasks, habits, focus time, and breaks. It reportedly offers 524% more meeting availability and books meetings 15.3% sooner than Calendly links by surfacing time slots it knows can be rescheduled.

Does Reclaim AI Work With Both Google Calendar and Outlook?

Yes. Reclaim AI fully supports both Google Calendar and Microsoft Outlook Calendar. You can sync multiple calendars across both platforms to prevent scheduling conflicts and protect personal commitments on your work schedule. Outlook support was added in May 2025.

How Does the Priority-Based Rescheduling System Work in Reclaim?

Reclaim maps all calendar events from Critical (P1) to Low (P4) priority. When conflicts arise, the AI automatically reshuffles lower-priority items to protect higher-priority work. Flexible holds keep your schedule open for collaboration until space runs out, then locks priorities into place.

What Integrations Does Reclaim AI Support for Task Management?

Reclaim integrates with major project management tools including Asana, Todoist, Linear, Jira, ClickUp, Google Tasks, and more. Tasks from these platforms are automatically time-blocked on your calendar based on due dates, estimated duration, and priority level.

Can Reclaim AI Be Used Across an Entire Organization?

Yes. Reclaim scales from individual users to enterprise-wide deployments. Team and Business plans include team analytics dashboards, no-meeting day policies, focus time company OKRs, delegated access for executive assistants, and enterprise reporting delivered via Slack.

Listed · Reviewed Apr 2026 · 7-criteria rubric

AI Productivity Tools

Reclaim AI

Name: Reclaim AI
Availability: InStock
Author: Reclaim.ai (Dropbox, Inc.)

AI Calendar App That Auto-Schedules Tasks, Habits, and Meetings

by Reclaim.ai (Dropbox, Inc.) · Portland, OR, USA · Founded 2019

Visit Reclaim AI →

Pricing

From $10/user/mo

What is Reclaim AI?

Reclaim AI is an AI-powered calendar management app, now part of Dropbox, that automatically schedules tasks, habits, meetings, and focus time around your existing events. It works with Google Calendar and Outlook Calendar to optimize your workweek using intelligent time blocking and priority-based rescheduling.

On average, users reclaim 7.6 hours per week through the AI scheduling engine. The platform supports team analytics, no-meeting day policies, smart 1:1 meeting coordination, and scheduling links with 524% more availability than traditional booking tools. Reclaim also provides automatic time tracking and weekly productivity reports.

Reclaim AI — AI Calendar App That Auto-Schedules Tasks, Habits, and Meetings Whether you're evaluating Reclaim AI for your team or comparing it to alternatives in the AI Productivity Tools category, this in-depth review covers everything: features, pricing, real user reviews, pros and cons, integrations, and direct comparisons against competitors.

Reclaim AI Demo Video

Key Features 8

AI-Powered Smart Scheduling That Auto-Optimizes Your Entire Calendar Weekly

Focus Time Protection That Flexibly Defends Deep Work Blocks Automatically

Auto-Schedule Tasks, Habits, and Breaks Directly Into Your Calendar

Smart Meetings That Auto-Reschedule Around Conflicts and PTO Seamlessly

Multi-Calendar Sync Across Google and Outlook With Privacy Controls

AI Scheduling Links With 524% More Availability Than Static Tools

Automatic Buffer Time and Travel Breaks Between Meetings and Sessions

Built-In Time Tracking With Weekly Productivity Stats and Insights

Who Is Reclaim AI For

1 Reclaim AI Is for Busy Professionals Needing Focus Time Protection

2 Team Managers Optimizing Meeting Loads

3 Executive Assistants Managing Multiple Calendars

Pros & Cons

Pros 4 benefits

Saves 7.6 Hours Weekly
Strong Google Outlook Integration
Generous Free Lite Plan
Backed By Dropbox Infrastructure

Cons 3 limitations

No Native Mobile App
Advanced Features Require Paid Plans
No Email Inbox Management

Frequently Asked Questions

5 questions

Who is Reclaim AI for?

Reclaim AI is most useful for Reclaim AI Is for Busy Professionals Needing Focus Time Protection, Team Managers Optimizing Meeting Loads and Executive Assistants Managing Multiple Calendars.

Reclaim AI pricing

Reclaim AI uses a freemium model: a usable free tier with optional paid upgrades. Headline pricing: From $10/user/mo. For the current tier breakdown and any limits, see the pricing section above or check the vendor's pricing page directly — limits and prices change.

What's New

New Team OOO Calendars

Automatically sync employees PTO and out-of-office events to a shared team calendar to optimize scheduling and coordination.

Apr 9

New & Improved Reclaim for Slack

Major Slack app upgrade with smarter notifications, daily and weekly digests, conflict alerts, and improved calendar visibility.

Dec 2

View all updates

Security & Privacy

US (AWS us-east-1, us-east-2)

SOC 2 Type II GDPR Compliant CCPA Compliant Data Privacy Framework

End-to-end encryption (AES-256 at rest, TLS in transit) Two-factor authentication (2FA) Role-based access control (RBAC) Principle of least privilege access management Vulnerability scanning (OWASP Top 10, SANS 25)

Collaboration & Teams

Team Workspaces Multi-User Access Role Permissions Real-time Activity Log

Learning & Support

Resources

Documentation Video Tutorials Blog Templates

Support Channels

Email Live Chat Priority Onboarding

Localization

UI Languages

Content Languages

All Features of Reclaim AI