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Calendar Scheduling · Smart Scheduling

Reclaim.ai

Reclaim.ai is an AI calendar assistant that layers on top of Google Calendar or Outlook. It auto-schedules tasks, habits, focus time, breaks and meetings, then reshuffles them as priorities move. A free forever plan is available.

Acquired GDPR compliant Free plan · Free trial Freemium No public API 13+ Verified by Guidaio
Overview

What is Reclaim.ai?

Reclaim.ai is an AI calendar that sits on top of Google Calendar or Outlook Calendar rather than replacing either. Your existing calendar stays the source of truth, and Reclaim adds a scheduling layer that turns intentions into real slots, then keeps moving them as the week changes.

The product is organised around AI agents. Focus Time defends a weekly deep-work target. Habits place recurring routines, from lunch to exercise, inside smart time windows. Tasks pull work from Jira, Asana, ClickUp, Linear, Todoist and Google Tasks and give each item a slot by priority. Smart Meetings turn recurring invites into flexible events that reschedule themselves when they clash, while Meeting Quality agents chase missing RSVPs, absent video links and declined rooms. Scheduling Links cover booking pages, multiple durations and booking caps, and Buffer Time adds breaks, prep and travel around meetings.

Above all of that sits a conversational AI Assistant, reachable through MCP connectors such as Claude and ChatGPT, which proposes changes and waits for approval before applying them. Agent quotas scale with the plan: five on the free tier, ten per seat on Starter, a hundred on Business, unlimited on Enterprise.

For teams, Reclaim adds analytics built on the calendar itself, including a Deep Work Index, meeting load, fragmentation and departmental trends, presented as system-level insight rather than individual monitoring. Company-wide Initiatives standardise focus time, meeting agendas, buffer time, Slack notifications and no-meeting days, with SSO and SCIM provisioning on Enterprise.

The company claims 600,000 users across 70,000 companies, a 4.8 rating on G2, and averages of 7.6 extra focus hours and 2.3 fewer meetings per week. Security is documented in some detail: SOC 2 Type II, GDPR, CCPA and Data Privacy Framework compliance, AWS hosting in the United States, a published subprocessor list, and an explicit promise that customer data is not used to train language models without an opt-in.

Reclaim.ai Inc. was founded in 2019 in San Francisco by Henry Shapiro and Patrick Lightbody, and has been part of Dropbox since August 2024.

What it does

  • Auto-schedules your tasks from Jira, Asana, ClickUp, Linear, Todoist and Google Tasks straight onto the calendar
  • Defends a weekly focus time goal and moves it around as new meetings land
  • Finds the best slot for recurring meetings and resolves scheduling conflicts automatically
  • Places recurring habits such as lunch, workouts and planning routines at the best available time
  • Shares availability through scheduling links with priority rules, multiple durations and booking caps
  • Syncs several Google and Outlook calendars to stop double bookings, and mirrors your status in Slack
  • Measures where the week actually went: deep work, meeting load, fragmentation and work-life balance
Audience

When to use Reclaim.ai / When not to

A quick filter to help you decide if Reclaim.ai is the right fit.

When to use Reclaim.ai

  • Managers and team leads whose weeks are eaten by back-to-back meetings and who need protected time for deep work
  • Product, engineering and design teams that already track work in Jira, Asana, Linear or ClickUp and want it scheduled automatically
  • Executive assistants and admin staff juggling several calendars, who need delegated access to other people's schedules
  • Sales, marketing and customer-facing teams that book meetings constantly and want smarter scheduling links than a plain booking tool
  • Operations and HR leaders looking for calendar-level analytics on meeting load, fragmentation and work-life balance across departments

When not to use Reclaim.ai

  • Anyone not using Google Calendar or Outlook Calendar: Reclaim layers on an existing calendar and cannot replace one
  • Developers looking for a documented public API: only outbound webhooks are published, and only on Business and Enterprise plans
  • Organisations that need their data to stay inside the EU: all hosting is in the United States, with no announced regional option
  • People who want a native mobile app: the site advertises no iOS or Android application and links to no app store
  • Teams shopping for a project management tool: Reclaim schedules tasks pulled from other systems, it does not replace them
Get started

How to use Reclaim.ai

A typical end-to-end flow, from setup to results.

  1. Create an account at app.reclaim.ai, with no credit card required
  2. Connect a Google Calendar or Outlook Calendar account; permissions are requested just in time through OAuth
  3. Optionally install the free Reclaim add-on from the Google Workspace Marketplace
  4. Set a weekly focus time goal and choose the proactive or reactive defence mode
  5. Activate habits from the template library so lunch, exercise and routines get a slot
  6. Connect your task lists, such as Jira, Asana, ClickUp, Linear, Todoist or Google Tasks, so work lands on the calendar by priority
  7. Convert your recurring meetings into Smart Meetings in one click
  8. Create scheduling links with the durations, priority rules and booking caps you want, then share or embed them
  9. Add Slack for status sync and Zoom for conferencing; on Business or Enterprise, configure webhooks in Team Settings
  10. Use the AI Assistant to reprioritise, resolve conflicts or draft agendas, approving each change before it is applied
Quick read

Pros & Cons

Pros

  • A genuinely free forever plan with five AI agents and no credit card
  • Works on the calendar you already use, so there is nothing to migrate from Google or Outlook
  • Written commitment that customer data is not used to train language models without an explicit opt-in
  • Unusually open on security: SOC 2 Type II, a dated subprocessor list, a public DPA and a status page
  • Self-service deletion that clears calendar data from the systems within an hour
  • Documented discounts for students, nonprofits, startups and people switching from a competitor
  • Broad coverage in a single product: tasks, habits, meetings, booking links, buffers and analytics

Cons

  • Useless without a Google Calendar or Outlook Calendar account
  • No native mobile application is advertised anywhere on the site
  • No public API documentation; webhooks exist, but only on Business and Enterprise plans
  • All hosting is in the United States, with no EU data residency option announced
  • The free plan is tight: one user, a one-week scheduling range, one calendar sync and one scheduling link
  • Pricing is layered, with four tiers, different annual and monthly rates and add-on packs for meeting attendees
  • Site and documentation are English-only, and Enterprise is unavailable on monthly billing
Pricing

Pricing & Plans

A permanent free plan is available: the Lite tier is free forever for a single user and requires no credit card, and every new account additionally receives a 14-day trial of the Business plan. The lowest paid entry point is the Starter plan at USD 10.00 per seat per month on annual billing, rising to USD 12.00 per seat per month when billed monthly.

Lite, free forever
  • five AI agents
  • focus time
  • habits
  • buffer time
  • smart meetings and meeting quality
  • limited to one user
  • a one-week scheduling range
  • one calendar sync
Business, USD 15.00 per seat/month billed annually or USD 18.00 billed monthly, flagged as Most Popular
  • 100 AI agents per seat
  • up to 100 seats
  • a twelve-week range
  • unlimited syncs and links
  • webhooks
  • team out-of-office calendar and delegated access
Enterprise, USD 22.00 per seat/month on annual billing only
  • unlimited agents
  • more than 100 seats
  • everything in Business plus SSO
  • SCIM provisioning
  • org-chart aware scheduling and company-wide focus time reports
Team add-ons sold through sales
  • analytics-only seats
  • an enterprise pilot
  • and Attendee User packs of three
  • six or ten that each include a free seat
Special offers — Students, educators and faculty: 50% off for twelve months · Qualified nonprofits: 20% off for three years · Qualified startups: 20% off for three years · Switching from Clockwise, Motion or Calendly: 20% off for six months · Annual billing: advertised as 20% off on the pricing banner, and as 29% in the same page's FAQ · A 14-day free trial of the Business plan on every new account · Referral programme: a free Business subscription is possible when the people you refer sign up, even on the free Lite plan · Promotional banners seen on 23 August 2026: 30% off Starter and Business 'today only', and 20% off with the code MEETINGS
Prices and plans listed above may evolve. Always check the official pricing page before subscribing.
Trust & Privacy

Data, GDPR & hosting

A consolidated view of how Reclaim.ai handles your data.

GDPR overview

GDPR compliance is claimed in writing. The security page states that Reclaim complies with GDPR, SOC 2, CCPA and the Data Privacy Framework, and the mechanisms behind that claim are published rather than asserted. Transfers rely on the European Commission's Standard Contractual Clauses, backed by certification under the EU-U.S. Data Privacy Framework, its UK Extension and the Swiss-U.S. Framework. A Data Processing Addendum sits online, with a signed copy on request. An Article 27 representative is named for the EU, Osano International Compliance Services Limited in Dublin, alongside a UK equivalent in Belfast. Data subject rights are listed in full and exercised through a dedicated DSAR form, reinforced by in-product self-service deletion. Complaints are answered within 45 days, with JAMS as independent recourse. Privacy questions go to privacy@reclaim.ai.

Who owns the data?

Reclaim states plainly that your data is yours. The security page commits to never selling or sharing calendar data for profit or co-marketing, and staff only look at calendar content if you ask them to during a support case, or in a rare critical emergency. Only the calendar attached to your account is stored; calendars connected for Calendar Sync are held in memory just long enough to copy an event. Deletion is self-service and wipes calendar data within an hour. Where an employer pays for your access, Reclaim acts as a processor on that employer's behalf, so the employer, not you, sets the terms.

Reuse rights

The published documents describe what Reclaim does with your data rather than granting you a licence over anything it holds. Personal and calendar data serve a listed set of purposes: running the service, blocking time, producing your analytics, answering support requests, sending administrative and marketing email, preventing fraud, improving the product and meeting legal obligations. Logs are anonymised before they reach subprocessors, and calendar data is encrypted in transit and at rest. The privacy policy is explicit about generative AI: personal, calendar and app data will not train a large language or other generative model unless you have given prior explicit consent or opted in through the product. OpenAI is the only AI subprocessor listed, and it is opt-in only. Content you create inside the tool, such as tasks, habits and scheduling links, stays yours to export, edit or delete at any time, and account deletion removes it.

Data retention & training

Retention summary
Reclaim does not publish a fixed retention period for active accounts. Its privacy policy keeps personal data for as long as reasonably necessary for the stated purposes, for as long as there is a business need, or for as long as the law requires, whichever is longest. Deletion is where the commitments get concrete: you can delete your account yourself, and Reclaim says calendar data is wiped from its systems within an hour, with the events it created removed from your calendar. Under the Data Processing Addendum, customer personal data is deleted within 30 days of termination, copies included, unless the law says otherwise. Calendars connected only for Calendar Sync are never stored, merely held in memory long enough to copy an event. Confirmation of deletion can be requested from support@reclaim.ai.
Trains on customer data
No
Training opt-out available
Yes
Subprocessors disclosed
Yes
DPA available
Yes
GDPR contact

Hosting summary

Reclaim runs its infrastructure on Amazon Web Services and states that all data is hosted in the USA, with redundancy between the us-east-1 and us-east-2 regions. Every one of the nineteen subprocessors on the published list sits in the United States, among them AWS, Google Cloud, Microsoft, Cloudflare, Stripe, Intercom and Datadog; OpenAI appears separately, in an opt-in AI section. Calendar data is encrypted in transit and at rest, access is role-based, and Reclaim says it follows the AWS CIS Benchmark. The AWS facilities themselves carry SOC 1, SOC 2, PCI Level 1, HITRUST and ISO 27001 audits. For users outside the United States, transfers are covered by the European Commission's Standard Contractual Clauses and by certification under the EU-U.S., UK and Swiss-U.S. Data Privacy Frameworks. No European or other regional hosting option is offered, so a European customer should assume its calendar data physically leaves the EU. Availability is claimed at 99.9%, with a public status page.

Hosting countries
🇺🇸 United States
Watch-outs

Things to keep in mind

Risks and trade-offs to weigh before adopting Reclaim.ai.

  • Connecting Reclaim means granting broad access to your calendar and contacts on Google or Microsoft, so read the requested scopes before accepting them
  • The published impact figures are the vendor's own, with no methodology behind them, and the site's own counts disagree from one page to another
  • Letting an agent rearrange your week can erode the habit of deciding what matters yourself; the approval step exists for a reason, so use it
  • Calendar analytics that measure focus, meeting load and fragmentation are easy to turn into individual performance monitoring, whatever the stated intent
  • All data lives in the United States, which may not sit well with a European employer or anyone with strict residency requirements
  • The registered address is a private mail box in San Francisco, not necessarily an operational head office
  • Reclaim has belonged to Dropbox since August 2024, so roadmap, pricing and support commitments now depend on a third party
Setup

Setup & Integrations

Technical difficulty

Very low. Setting Reclaim up means creating an account, with no credit card, and granting OAuth access to a Google or Outlook calendar; permissions are requested just in time and documented on the security page. Nothing is installed locally, though a free Google Calendar add-on is available. The rest is configuration inside the product: a focus goal, habits picked from a template library, task lists to connect. Only two things need technical hands, namely webhooks on Business and Enterprise, which require an HTTPS endpoint and signature verification, and enterprise rollout with SSO and SCIM.

Deployment

Web appSlack appPlugin

Integrations

Google Calendar Outlook Calendar Google Meet Zoom Slack Claude ChatGPT Jira Software Asana ClickUp Linear Todoist Google Tasks Raycast
Company

Behind Reclaim.ai

Company name
Reclaim.ai Inc.
Founded
28/07/2019
Country of origin
🇺🇸 United States
Headquarters
548 Market St PMB 83627, San Francisco, California 94104-5401
UBO
Dropbox, Inc.
UBO country
🇺🇸 United States
Domain registrar country
🇫🇷 France
Legal contact
Support contact

Fundraising

Seed round of USD 4.8 million, announced on the company's own blog
An official Reclaim.ai post on Medium describes USD 6.3 million raised from around 50 investors
Aggregators such as Tracxn and Crunchbase report roughly USD 9.5 million in total across two rounds, a figure the site itself does not confirm
Institutional backers listed on the about page: Index Ventures, Flying Fish, Gradient Ventures, Operator Partners, Buffalo Ventures, Correlation Ventures, Firebolt Ventures, Kleiner Perkins, Character and CoFound Partners
Angel investors listed include Tope Awotona of Calendly, Raj Dutt of Grafana, Jason Warner of GitHub, Tom Killalea of MongoDB, Alex Solomon of PagerDuty, Gokul Rajaram and Lenny Rachitsky
Acquired by Dropbox in August 2024; financial terms were not disclosed

Social

Official links

Resources

All the official URLs gathered for verification and reference.

Compare

Alternatives

Tools that compete with or complement Reclaim.ai.

C ClockwiseM MotionC CalendlyG Google CalendarO Outlook CalendarM Microsoft Viva InsightsS SkedPalS SunsamaD DoodleA AkiflowM MorgenC ClickUpW WorklyticsA ActivTrakM Microsoft CopilotC Copilot CoworkC Claude CoworkG Google Gemini
FAQ

Frequently asked questions

Which calendars does Reclaim.ai work with?
Google Calendar and Outlook Calendar. Reclaim runs on top of the account you already use, and it can sync several calendars at once so work and personal commitments never double-book.
Is there a free plan?
Yes. The Lite plan is free forever for a single user and needs no credit card. Every new account also starts with a 14-day trial of the Business plan, then rolls into Lite if you do not subscribe.
How much does the cheapest paid plan cost?
Starter costs USD 10.00 per seat per month on annual billing, or USD 12.00 per seat per month if you pay monthly.
Is my calendar data used to train AI models?
Not unless you choose it. The privacy policy states that personal, calendar and app data will not train large language or generative models without prior explicit consent or an express opt-in. OpenAI is the only AI subprocessor listed, and it is opt-in only.
Where is the data hosted?
In the United States, on Amazon Web Services, with redundancy between the us-east-1 and us-east-2 regions. Every subprocessor on the published list is located in the USA.
Can I delete my account and my data?
Yes. Deletion is self-service from inside the account. Reclaim says calendar data is wiped from its systems within an hour and the events it created are removed from your calendar. Under the Data Processing Addendum, customer data is deleted within 30 days of termination.
Does Reclaim.ai offer a public API?
No public API documentation is published. The site documents outbound webhooks for scheduling link bookings, firing when a meeting is created, rescheduled or cancelled, and these are available on Business and Enterprise plans only.
What is the minimum age to use it?
Thirteen. Under-13s are not authorised to use the service, and users under 18 need a parent or guardian to agree to the terms on their behalf.
Are there any discounts?
Yes: 50% for twelve months for students, educators and faculty, 20% for three years for qualified nonprofits and startups, and 20% for six months when switching from Clockwise, Motion or Calendly.
Who is behind Reclaim.ai?
Reclaim.ai Inc., founded in San Francisco in 2019 by Henry Shapiro and Patrick Lightbody. The company has been part of Dropbox since August 2024.
Conclusion

Should you pick Reclaim.ai?

Reclaim.ai has been around since 2019 and it shows. The product is not a calendar you switch to but a scheduling layer you bolt onto the one you already run, and that single decision explains most of what follows: adoption costs almost nothing, yet the tool is worthless if you are not on Google Calendar or Outlook.

What it does well is turn intentions into time. A focus goal, a set of habits and a task list in Jira or Asana all become real slots that move themselves when the week fills up. Add meeting rescheduling, buffers, booking links and calendar-level analytics, and one subscription covers ground that usually takes three separate tools.

The privacy posture is stronger than the category average. SOC 2 Type II, a dated subprocessor list, a public DPA, an Article 27 representative in Dublin and a written commitment that no customer data trains a language model without an explicit opt-in: that last point is rare enough to be worth noting.

The reservations are practical rather than principled. Everything is hosted in the United States, with no announced European option. There is no documented public API, only webhooks, and only on the higher tiers. No mobile app is advertised. The pricing table is layered, with four tiers, different annual and monthly rates and add-on packs for meeting attendees, and the site's own figures do not always agree with each other from page to page.

Finally, Reclaim.ai has been part of Dropbox since August 2024. Nothing on the site suggests a change of course, but a product whose roadmap now belongs to a larger owner deserves a second look before a company-wide rollout. For an individual the free plan makes the question academic: it costs nothing to find out.