AI Agent Index
ByHeather MacAvelia·Independently reviewed·Published Apr 1, 2026·Updated Sep 29, 2026
Independently verified against live vendor data on Sep 29, 2026.

AI calendar agents for Google Calendar and Outlook that auto-schedule tasks, defend focus time and manage meetings, with an MCP server for Claude and ChatGPT. Lite free, Starter $10/seat/mo.

How we scored it

Autonomy

4/5

Integrations

5/5

Pricing clarity

4/5

Evidence

5/5

Setup

5/5

The facts

Reclaim.ai is an AI calendar for work that uses background scheduling agents to plan and protect time on Google Calendar and Microsoft Outlook. Its Agents schedule Focus Time, Habits, buffer and travel time, and recurring Smart Meetings around each user's priorities, and reschedule that flexible time automatically as meetings move. Tasks synced from connected project tools are time-blocked onto the calendar, and Scheduling Links offer booking pages that respect those priorities. Dropbox acquired Reclaim in August 2024, and the product now operates as Reclaim.ai from Dropbox. The vendor reports more than 600,000 users across 70,000 companies, and its trust center lists GitHub, 1Password, Grafana Labs, Salesforce, Snyk and Airbnb among the companies that have reviewed and trusted it. Reclaim 2.0, a redesign that existing users can request early access to, adds a chat-based Schedule Assistant and a Preview Mode that stages proposed changes in a sandbox calendar until the user applies them. Changes requested through the assistant or through MCP are staged for review first, while the background Agents keep adjusting flexible time under the rules the user has set. Reclaim hosts an MCP server, documented in its help center for Claude, Claude Code, ChatGPT, Microsoft Copilot and Cursor, that lets those assistants read the calendar, find meeting times and propose scheduling changes. Native integrations cover Google Calendar and Outlook, the task tools Todoist, Asana, ClickUp, Jira, Linear and Google Tasks, plus Slack with status sync, Zoom, Google Meet, Microsoft Teams, a Raycast extension and a Google Calendar and Gmail add-on. Business and Enterprise add webhooks, which the help center documents for sending Scheduling Link bookings into CRMs such as HubSpot and Salesforce. Pricing verified live on reclaim.ai/pricing and the vendor's machine-readable pricing file in September 2026, in US dollars. Lite is free forever for a single user, with 5 AI Agents, a one-week scheduling range, 1 Calendar Sync, 1 Scheduling Link and limited integrations. Starter is $10 per seat per month billed annually or $12 billed monthly, for up to 10 seats, with 10 AI Agents per seat, an eight-week scheduling range, 3 Calendar Syncs, 3 Scheduling Links and unlimited integrations. Business is $15 per seat per month billed annually or $18 billed monthly, for up to 100 seats, adding 100 AI Agents per seat, a 12-week range, unlimited Calendar Syncs and Scheduling Links, webhooks, a Team OOO Calendar and Delegated Access for assistants. Enterprise is $22 per seat per month on annual billing only, for more than 100 seats through sales, adding unlimited AI Agents, SSO and SCIM provisioning and org-chart aware scheduling. Analytics-only seats and enterprise pilots are quoted by sales. Reclaim publishes discounts for students and educators (50% for 12 months), nonprofits and startups (20% for three years), and teams switching from another scheduling tool (20% for six months). Reclaim's trust center lists SOC 2 Type 2, GDPR, CCPA and the EU-US Data Privacy Framework, records a first SOC 2 Type II audit completed with A-Lign in November 2023, and offers a data processing agreement. Its privacy policy states that it will not use personal data, including calendar data, to train generative AI models without explicit opt-in consent. The vendor's AI disclosure says core features run on classic machine-learning models and on LLMs hosted privately inside Dropbox's environment, and that features built on third-party LLM providers run only with end-user opt-in, under zero-data-retention terms. Reclaim concentrates on the calendar rather than on project management. Teams that want tasks, projects and documents managed in the same app as their schedule can look at Motion, and teams that already plan inside a shared project workspace can look at ClickUp Brain. People who want a daily planner that gathers tasks from email and chat into one inbox can look at Akiflow, and revenue teams that route inbound leads straight into booked meetings can look at Chili Piper. Current state Q3 2026: Reclaim 2.0 is rolling out with the Schedule Assistant, Preview Mode and the hosted MCP server, and the vendor states that Reclaim saves its users 7.6 hours a week on average.

Pricing

freemium · $10/mo annual

View pricing ↗

Segment

b2b

Setup

easy

Verified

Sep 29, 2026

Transparency

Mostly Public

Contract

Monthly or Annual

Data training

Not Trained

Human in loop

Optional

Capabilities

schedulingworkflow-builderautonomousreporting

Pros & Limitations

Editorial assessment

Pros

  • ✓Background scheduling agents: Focus Time, Habits, buffers and Smart Meetings are scheduled and rescheduled automatically around changing meetings under rules the user sets, so flexible time stays protected without manual calendar edits.
  • ✓Broad integration coverage: native sync with Todoist, Asana, ClickUp, Jira, Linear and Google Tasks, plus Slack, Zoom, Google Meet and Microsoft Teams, and a hosted MCP server for Claude, ChatGPT, Microsoft Copilot and Cursor.
  • ✓A permanent free Lite plan with 5 AI Agents for individuals, published per-seat prices on both billing terms for Starter and Business, and a trust center listing SOC 2 Type 2, GDPR and CCPA.

Limitations

  • –Calendar support is limited to Google Calendar and Microsoft Outlook, so teams that schedule on another calendar system cannot use Reclaim as their scheduling layer, and existing accounts reach Reclaim 2.0 features such as the Schedule Assistant through an early-access request.
  • –Seat bands shape the plan choice: Starter stops at 10 seats and Business at 100, and organizations above 100 seats move to the annual-only Enterprise plan through sales.
  • –Scheduling quality depends on the priorities and due dates kept in connected task tools, and the free Lite plan limits scheduling to a one-week range with 1 Calendar Sync and 1 Scheduling Link.

Technical Details

Deployment
web-app
Model architectureClassic machine-learning models and LLMs hosted privately in Dropbox's environment, with opt-in features on third-party LLM providers under zero-data-retention terms
Autonomous rateBackground Agents reschedule Focus Time, Habits, buffers and Smart Meetings automatically under user-set rules. AI Assistant and MCP changes are staged in Preview Mode until the user applies them. No automation rate is published.
Integrations
Google CalendarMicrosoft OutlookSlackZoomGoogle MeetMicrosoft TeamsTodoistClickUpAsanaLinearJiraGoogle TasksRaycastGmailWebhooksChatGPTClaudeMicrosoft CopilotCursor
Security
SOC 2 Type IIGDPRCCPA

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Rating

4.6/ 5
★★★★★

Editorial score

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Recognition

Rated 4.6 ★MCP Server VerifiedListed 2026
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