# Reclaim.ai

> Reclaim.ai is an AI calendar and time-blocking tool that writes protected blocks for focus time, recurring habits, tasks pulled from project management tools, and recurring meetings directly onto Google Calendar or Microsoft Outlook, then reschedules those blocks automatically as the week changes. It is calendar automation and defensive time blocking rather than a booking-link product: it does include scheduling links, including round robin, but its core job is deciding how you spend the hours nobody has booked, not publishing a page where strangers pick a slot. Plans run from a free Lite tier for one user to Starter at $10 and Business at $15 per seat per month on annual billing, with Enterprise at $22 and a 100-seat minimum. Reclaim was acquired by Dropbox in August 2024 for a reported $40.2 million and still operates under its own brand.

- Category: Scheduling & Booking (https://saastracker.org/categories/scheduling)
- Website: https://reclaim.ai
- Starting price: $0 (free Lite plan for one user); $10 per seat per month for Starter on annual billing
- Free plan: Lite, free forever, for 1 user: 5 AI Agents, 1 week of scheduling range (scheduling links excepted), 1 Calendar Sync, 1 scheduling link, 2 connected calendars, both Google Calendar and Outlook, and a restricted integration set (Google Tasks, Slack, Zoom, and Google Meet only).
- Free trial: No fixed paid trial window is published on the pricing page; the free Lite plan is the evaluation path, and Starter and Business can be started month to month without an annual commitment.
- Founded: 2019, HQ: Portland, Oregon, United States, Ownership: Owned by Dropbox, Inc. (NASDAQ: DBX) since August 2024; operated as a separate brand
- Profile last reviewed: 2026-08-30
- Canonical profile: https://saastracker.org/products/reclaim-ai

## Overview

The distinction most buyers get wrong is the one that decides whether Reclaim is worth anything to them. Calendly, Cal.com, SavvyCal, and TidyCal all solve an outward problem: other people need to find a time with you, and email ping-pong is a bad way to do it. Reclaim solves an inward one: your calendar is already full of other people's meetings, and the work you are actually accountable for has no time on it. Reclaim takes focus goals, recurring routines, and a task list, finds real open slots, and writes calendar events for them, so the time is defended before someone else claims it.

The second thing that separates it from a plain time-blocking exercise is that the blocks move. Reclaim's events carry a flexibility and priority setting, so when a meeting lands on top of a focus block, the block relocates rather than being silently overwritten, and a task with a Thursday deadline gets rescheduled ahead of a habit that can slip. That behaviour is the product. It is also the source of most complaints, because a calendar that rearranges itself is a calendar you have to trust, and people who dislike it usually dislike it for that reason rather than for anything missing.

Reclaim was built in Portland, Oregon in 2019 by Patrick Lightbody and Henry Shapiro, raised $9.5 million across two rounds (a $4.8 million seed led by Index Ventures in May 2021 and a further $3.2 million in October 2022), and was acquired by Dropbox on 20 August 2024 for a reported $40.2 million. About 25 people moved across with the founders. At acquisition the company reported more than 320,000 users across 43,000 companies; the current site claims more than 600,000 users across 70,000 companies.

The product remains recognisably itself two years later, which is the honest answer to the acquisition question. Since the deal it has shipped full Microsoft Outlook support (May 2025), a 2.0 release that reframes the feature set as configurable AI Agents with a chat Assistant and a preview mode, a Claude MCP integration, and an appearance as a Dropbox-published app inside ChatGPT (April 2026). Pricing is still public and self-serve. It has also gone up: the published annual rates at the time of the acquisition were $8, $12, and $18 per seat, against $10, $15, and $22 today.

## How it works

1. You connect a calendar (Google Calendar or Microsoft Outlook, both fully supported since May 2025) and set working hours, plus optional personal hours for routines that belong outside the workday. Reclaim reads every connected calendar to compute what time is genuinely free, and writes its own events back to one target calendar.

2. You configure AI Agents for the categories of time you want defended. A Focus Time agent takes a weekly target, say fifteen hours of deep work, and finds slots for it. Habits are recurring routines with a window rather than a fixed slot: a daily 30-minute planning block that can land anywhere between 8am and 10am, and that skips or moves rather than colliding. Buffer agents add travel or decompression time around meetings automatically.

3. Tasks come in from the tools you already use. Reclaim syncs with Asana, ClickUp, Jira, Linear, Todoist, and Google Tasks, and schedules each task against its duration, priority, and due date, splitting large items into multiple work sessions. It schedules backwards from the deadline, so a task with no room left before its due date surfaces as a problem rather than as an unmet intention.

4. Everything Reclaim schedules is flexible by design. When a meeting is accepted, a task overruns, or a habit is skipped, the affected blocks are recomputed and moved within their allowed windows, with higher-priority items displacing lower-priority ones. Scheduling links exploit the same mechanism in the other direction: a booking link can offer a slot that is currently occupied by a flexible block, because Reclaim knows it can relocate that block if someone books.

5. On top of that sit the coordination and reporting layers. Smart Meetings auto-schedule and auto-reschedule recurring meetings across attendees, Calendar Sync mirrors busy blocks between multiple accounts (work and personal, or two employers), Insights and Time Tracking report where the week actually went, and the 2.0 Assistant accepts plain-language instructions such as clearing a day, staging the changes in a preview before applying them.

## Best for

Knowledge workers, founders, and teams of roughly 2 to 100 people on Google Calendar or Outlook whose problem is that meetings have eaten the week, who use one of the six supported task tools, and who are willing to let software move their own calendar events around.

## Not the right fit for

- Anyone whose real need is a booking page. Reclaim's scheduling links are good, but if the job is publishing availability and taking bookings, Cal.com does it free, TidyCal does it for $29 once, and Calendly does it with a domain everyone recognises.
- Appointment-based service businesses. There is no payment collection on scheduling links, no packages or memberships, and no front-desk tooling, so a clinic, salon, or coaching practice selling sessions needs Acuity, Setmore, or SimplyBook.me instead.
- Mobile-first users. As of August 2026 there is still no native iOS or Android app; the mobile experience is the web app, and this is the single most frequently cited gap in user reviews.
- People who will not tolerate a self-rearranging calendar. If seeing yesterday's plan move overnight is going to cause anxiety or a support ticket, the core mechanic of the product is the thing you dislike, and no configuration fixes that.
- Small teams that need SSO or SCIM. Both sit on the Enterprise tier, which carries a 100-seat minimum and is annual only, so a 20-person company with an identity-provider requirement has no path to it.

## Features

### Defensive time blocking

The core engine: recurring, flexible calendar events that Reclaim creates, defends, and relocates on your behalf.

- **Focus Time**: You set a weekly target for uninterrupted deep work and Reclaim finds and books the hours, refilling the goal as meetings displace blocks. It is the clearest expression of what the product does: a stated intention becomes defended calendar time rather than a hope.
- **Habits**: Recurring routines defined by a window rather than a fixed slot, for example lunch between 12 and 2, or a weekly review any time Friday afternoon. Habits move within their window instead of colliding, and can be marked as ideal, high, or low priority to control what yields to what.
- **Buffer Time**: Automatic decompression and travel gaps around meetings, added as real events so that a booking link or a colleague cannot fill the ten minutes between two calls.
- **Smart Meetings**: Recurring one-on-ones and team meetings that Reclaim schedules and reschedules across attendees' availability, resolving conflicts rather than leaving a standing invite on a slot that stopped working months ago.
- **Priority and flexibility settings**: Every scheduled item carries a priority and a degree of flexibility, which is what makes automatic rescheduling defensible rather than chaotic: a deadline-bound task displaces a low-priority habit, not the other way round.
- **AI Agents (2.0)**: The 2.0 release repackages Focus Time, Habits, Buffers, Smart Meetings, and meeting-quality checks as configurable agents, and plan limits are now expressed in agents per seat: 5 on Lite, 10 on Starter, 100 on Business, unlimited on Enterprise.
- **Working and personal hours**: Separate windows for work and personal commitments, so routines that belong to your evening are not scheduled into a Tuesday morning and vice versa.

### Tasks and project tool sync

Where the to-do list becomes calendar time, using the task tool you already run rather than a new one.

- **Task auto-scheduling**: Each task carries a duration, a priority, and a due date, and Reclaim places it into open time working backwards from the deadline, so an impossible week shows up as unscheduled work rather than as a surprise on Friday.
- **Six task integrations**: Two-way sync with Asana, ClickUp, Jira, Linear, Todoist, and Google Tasks. Only Google Tasks is available on the free Lite plan; the rest require a paid seat.
- **Work session splitting**: A six-hour task is broken into several shorter sessions placed across the week, which fits how deep work actually happens and avoids demanding a single unbroken afternoon that does not exist.
- **Auto-rescheduling on conflict**: Task blocks relocate when meetings land on them, up to the deadline. Past the deadline Reclaim stops pretending and flags the task instead.
- **Task analytics**: Reporting on time scheduled against tasks and where it went, which is the input for the honest conversation about whether commitments and capacity match.

### Calendars and scheduling links

The outward-facing half: multiple calendars kept honest, and booking links that can move your own blocks to create availability.

- **Google Calendar and Microsoft Outlook**: Both are fully supported. Outlook and Microsoft 365 support shipped in May 2025 with real-time two-way sync, closing a gap that had made Reclaim a Google-only product for its first five years.
- **Connected calendars**: Availability is computed across every connected account, so a personal calendar can block work time without exposing its contents. Lite allows 2 connected calendars; paid plans are unlimited.
- **Calendar Sync**: Mirrors events from one calendar onto another as busy blocks that stay current as the source changes, which is how contractors with two employers and anyone with a split work and personal life avoid double bookings. Lite allows 1 sync, Starter 3, Business and Enterprise unlimited.
- **Scheduling links**: One-on-one, team, and round robin links with custom durations, screening questions, buffers, reminders, redirects, and a target calendar. High-priority links can offer slots currently held by flexible blocks, because Reclaim can move those blocks if a booking lands.
- **Personalised one-off links**: A single-use link with its own priority, availability rules, title, and durations for one specific invitee, rather than reusing a global event type.
- **Team OOO Calendar and Delegated Access**: A shared out-of-office view and the ability to let an assistant or manager manage someone else's Reclaim setup. Both are Business and Enterprise features.
- **Webhooks**: Booking created, updated, and cancelled events posted to your endpoint with a signed header, available on Business and Enterprise. This is the closest thing Reclaim offers to a public API.

### Assistant, insights, and administration

The 2.0 layer and the parts that decide whether an IT department will sign off on it.

- **AI Assistant with Preview Mode**: A chat panel that accepts plain-language instructions such as clearing a day or rebalancing a week, and stages the resulting changes in a preview before anything is written to the calendar. The preview matters: it is the concession to people who do not want an agent acting unilaterally.
- **Insights and Time Tracking**: Reporting on how the week divided between meetings, focus, and habits, with a per-category breakdown. Useful for spotting a trend; thin if you want it to tell you what to change, which is a recurring review complaint.
- **Workforce analytics**: Team-level aggregates of focus time and meeting load for managers, plus enterprise reporting and org-chart-aware scheduling intelligence on the top tier.
- **Slack status sync**: Sets your Slack status and Do Not Disturb automatically during Reclaim events, which is what stops a focus block from being purely decorative.
- **ChatGPT app and Claude MCP**: Reclaim ships as a Dropbox-published app inside ChatGPT (April 2026) for scheduling, conflict resolution, and day review in conversation, and exposes an MCP integration for Claude. This is the most visible product benefit of the Dropbox ownership so far.
- **SSO and SCIM**: SAML single sign-on and SCIM user provisioning are Enterprise features, and Enterprise requires a minimum of 100 seats and annual billing.
- **Add-ons and extensions**: A Google Calendar add-on and a Raycast extension for macOS, alongside the web app. There is no native mobile client.

## Use cases

- **Founder whose calendar is 70 percent meetings**: Investor calls, hiring loops, and customer conversations fill the week, and the strategy work that only the founder can do gets pushed to evenings and weekends because it is the only time nobody can book. Outcome: A Focus Time agent books a weekly deep-work target into real slots and refills the goal when meetings displace it, so the protected hours exist on the calendar before anyone else can claim them, and the week's true capacity becomes visible rather than assumed.
- **Engineering or product team running work in Jira or Linear**: Tickets carry estimates and due dates, but nothing connects those estimates to actual hours, so a sprint is committed on optimism and discovered to be undeliverable in the last three days. Outcome: Reclaim pulls tasks from Jira or Linear and schedules each against its estimate and deadline, splitting long items into sessions. Work that will not fit before its due date surfaces as unscheduled at the start of the sprint rather than at the end.
- **Consultant or contractor with two calendars**: One client's calendar does not see the other's, so double bookings happen roughly monthly and each one costs an apology and a reschedule. Outcome: Calendar Sync mirrors each account onto the other as busy blocks without exposing event details, and scheduling links compute availability across both, so the double bookings stop without either client seeing the other's meetings.
- **Operations lead at a 40-person company on Microsoft 365**: Meeting load has crept up, nobody can quantify it, and the company wants focus-time norms without buying a full work platform at $29 a seat. Outcome: Business at $15 per seat gives every employee unlimited agents up to 100, Team OOO visibility, delegated access for assistants, and workforce analytics that quantify meeting load against focus time, on the Outlook calendars the company already runs.

## Pricing

Per seat per month across four tiers, billed monthly or annually, with annual billing cheaper. All members of a team must be on the same plan type. Plan limits are expressed in AI Agents per seat, scheduling range in weeks, Calendar Syncs, scheduling links, and connected calendars rather than in usage volume. Enterprise carries a 100-seat minimum and is annual only. Attendee Users, meaning people on a Smart Meeting of three or more who do not hold a paid seat, are counted separately against the team account.

- **Lite**: Free forever, 1 user. 5 AI Agents, 1 scheduling link, 1 Calendar Sync, 2 connected calendars; Scheduling range limited to 1 week, which is the binding constraint; Integrations limited to Google Tasks, Slack, Zoom, and Google Meet. The one-week scheduling horizon, not the agent count, is what makes Lite a demo rather than a working setup: tasks due in a fortnight cannot be planned for.
- **Starter**: $10 per seat per month, billed annually ($12 monthly). 10 AI Agents per seat, up to 10 seats; 8 weeks of scheduling range, 3 Calendar Syncs, 3 scheduling links; Unlimited connected calendars and the full integration list including Todoist, Asana, ClickUp, Jira, and Linear. The tier that makes the product usable for one person or a very small team; the 10-seat ceiling is a hard cap, not a soft one.
- **Business**: $15 per seat per month, billed annually ($18 monthly). 100 AI Agents per seat, up to 100 seats; 12 weeks of scheduling range, unlimited Calendar Syncs and scheduling links; Team OOO Calendar, Delegated Access, and webhooks support. Webhooks, delegated access, and the team out-of-office view sit here, which makes Business the practical tier for anything beyond a handful of individual users.
- **Enterprise**: $22 per seat per month, annual billing only, 100-seat minimum. Unlimited AI Agents per seat; SSO and SCIM user provisioning; Org-chart-aware scheduling intelligence and enterprise reporting. The 100-seat minimum matters more than the price: a small company that needs SSO cannot buy it here at any number of seats.

Billing notes:

- Published annual rates as of August 2026 are $10, $15, and $22 per seat per month for Starter, Business, and Enterprise; monthly billing is $12 and $18 for Starter and Business, and Enterprise is annual only.
- Those rates are higher than they were at the time of the Dropbox acquisition, when the published annual prices were $8, $12, and $18. That is roughly a 25 percent increase across the paid tiers in two years.
- Enterprise requires a minimum of 100 seats, so SSO and SCIM are unavailable to small businesses regardless of budget.
- Everyone on a team account must be on the same plan, which prevents mixing a few Business seats into a Starter team to unlock webhooks or delegated access.
- Attendee Users, meaning non-seat attendees on Smart Meetings of three or more people, are counted against the account. The pricing page carried a launch promotion making them free through 31 July; that window has now passed, so confirm the standing rate before sizing a team that uses Smart Meetings heavily.
- The pricing page runs periodic promotional discounts for new users, so the price a buyer sees on a given day may be below the list rate; the list rate is what renewal is based on.

Value assessment: Against the only product that does the same job, Reclaim is the cheaper answer by a wide margin: $10 or $15 a seat against Motion's $19 or $29, with a free tier Motion does not have and no AI credit meter to model. Against booking-link tools it is not comparable and should not be compared, since it has no payments, no commerce layer, and a narrower link feature set than Calendly at the same $10. The place the value argument weakens is at the edges of the plan structure. Lite's one-week horizon means the free tier cannot really be used, Starter's 10-seat cap arrives quickly for a growing company, and Enterprise's 100-seat minimum puts SSO out of reach for exactly the businesses this site is written for. Judged as what it is, a per-seat time-blocking layer over a calendar you already own, $15 a seat is fair and the 25 percent price rise since 2024 is not enough to change that.

## Strengths

- The most mature implementation of adaptive time blocking available at this price: blocks carry priority and flexibility, so the calendar rearranges itself sensibly instead of leaving stale plans in place.
- Full parity across Google Calendar and Microsoft Outlook since May 2025, which removes the single biggest historical reason a Microsoft shop had to rule it out.
- Task integrations with six real project tools (Asana, ClickUp, Jira, Linear, Todoist, Google Tasks) rather than a proprietary task list, so it layers onto an existing stack instead of demanding you migrate to one.
- Scheduling links that can offer slots occupied by flexible blocks, because the system knows it can move them; the vendor claims this yields substantially more bookable availability than static booking pages, which is at least directionally credible given the mechanism.
- Materially cheaper than Motion, the only direct competitor, at $10 or $15 per seat against $19 or $29, with no usage meter layered on top.
- SOC 2 Type II certification, GDPR and CCPA commitments backed by a DPA and standard contractual clauses, AES-256 encryption at rest, and the security posture of a public-company parent.

## Limitations

- There is still no native iOS or Android app as of August 2026. Mobile use means the web app or a home-screen shortcut, and this is the most frequently repeated complaint in verified user reviews for a product whose whole value is being consulted several times a day.
- The rescheduling behaviour is genuinely aggressive, and it is a real dividing line. Reclaim writes everything to your primary calendar and moves it without asking, so there is no clean view of the calendar without Reclaim's blocks, and users report friction when they want to move a task's block manually on the fly.
- Google-first heritage still shows. Outlook only reached full support in May 2025 after five years of Google-only development, and it remains the newer of the two paths, so a Microsoft-only team should test the specific features it depends on rather than assuming parity.
- Insights and Time Tracking are high-level. They will tell you the split between meetings and focus time; they will not tell you what to change, which several reviewers name as the gap.
- The free Lite plan is too limited to run on. One week of scheduling range, one scheduling link, one Calendar Sync, two connected calendars, and four integrations make it an evaluation tool rather than a free product in the way that Cal.com's or zcal's free tiers genuinely are.
- As a booking tool it is incomplete: no payment collection on scheduling links, no packages, memberships, or commerce, and a narrower link feature set than Calendly at the same $10 price point.
- Parent-company dependency is a real, if so far unrealised, risk. Reclaim is a $40.2 million line item inside a public company whose core business is under pressure; Dropbox cut 20 percent of its workforce (528 roles) ten weeks after the acquisition closed, and Reclaim's roadmap now serves a parent's platform strategy as well as its own users. The evidence since is reassuring rather than alarming, but the dependency is structural and does not go away.

## Comparisons

- **Reclaim.ai vs Motion**: This is the only genuine head-to-head in the category, because both products auto-schedule work onto your calendar rather than publishing availability to strangers. Motion is the broader purchase: it wants to own the task list, the projects, the docs, and the meeting notes, and it prices accordingly at $19 or $29 per seat with an AI credit meter on top and no free tier. Reclaim is the narrower and cheaper one: it layers over the calendar and task tool you already run, syncs with six project tools instead of replacing them, and costs $10 or $15 with no usage meter. The decision is mostly about scope. If you want one system to replace a project tool, a notetaker, and a docs tool, Motion's price is defensible. If you already have Jira, Linear, or Asana and want the time-blocking layer without a migration, Reclaim is the better-shaped and less expensive answer. Motion also has native desktop and mobile apps, which Reclaim does not.
- **Reclaim.ai vs Calendly**: These products are routinely compared and they solve opposite problems, which is the single most useful thing to understand before buying either. Calendly turns your availability into a link other people book, with routing forms, round robin, CRM sync, SMS reminders, and payment collection through Stripe and PayPal. Reclaim decides what happens in the hours nobody booked. Reclaim's scheduling links are better than a courtesy feature (round robin, priority-aware slots that can displace flexible blocks, personalised one-off links) but they collect no payments, do not route inbound leads, and do not sync two ways with a CRM. At the same $10 per seat, a sales team distributing inbound demos should buy Calendly and a knowledge worker drowning in meetings should buy Reclaim. Plenty of people should sensibly run Calendly's free tier alongside Reclaim rather than choosing.
- **Reclaim.ai vs Cal.com**: Cal.com is the strongest free booking product in the category, with unlimited event types, unlimited calendars, payments, and a Calendly importer at no cost for one user, plus an API and embeddable React components for developers. Reclaim gives away almost nothing free that is usable, and has no equivalent developer story: its only programmatic surface is scheduling-link webhooks on Business and above. Set against that, Cal.com does not schedule your work, does not sync tasks from Jira or Todoist, and does not defend focus time. The honest recommendation for most small businesses is both: take Cal.com free for the booking link, and pay Reclaim for the time blocking, which together still costs less than Motion for one seat.
- **Reclaim.ai vs SavvyCal**: SavvyCal spends its entire design budget on the person receiving your link, overlaying their calendar on your availability so choosing a time takes one glance, and it is the tool to send when the recipient is senior enough that a bare slot grid feels presumptuous. Reclaim spends its budget on the shape of your own week and treats the link as a downstream consequence of the schedule it maintains. The overlap is small enough that neither substitutes for the other. If your complaint is that people find your booking link rude or awkward, SavvyCal at $10 or $12 fixes exactly that. If your complaint is that there is nothing left in the calendar between the meetings your link generated, SavvyCal will not help and Reclaim will.
- **Reclaim.ai vs zcal**: zcal is the answer to the question Reclaim is not asking. It gives one user unlimited scheduling links, unlimited connected calendars, meeting polls, Stripe payments, and designed booking pages for nothing, with paid tiers from $7 per seat. If a booking page is the entire requirement, buying Reclaim to get one is paying $10 to $15 a seat for a worse version of a free product. The comparison only becomes interesting once the problem shifts from being booked to having nothing left after being booked, at which point zcal has no answer at all: no time blocking, no task scheduling, no focus defence. Treat zcal as a complement rather than a competitor, and be honest about which of the two problems you actually have.
- **Reclaim.ai vs Cronofy**: Both products care about the messy reality of real calendars, and they sell to entirely different buyers. Cronofy is infrastructure: a scheduling API and calendar sync layer that software companies embed in their own products, published from around $139 a month with a free developer account, covering Google, Microsoft 365, Exchange, and Apple. Reclaim is a finished application for employees, covering Google and Outlook only. If you are building booking into your own software, Reclaim is not a candidate and Cronofy is the obvious one. If you want a calendar that manages your team's week, Cronofy is a toolkit you would have to build the product on top of. The only real crossover is multi-calendar sync, where Reclaim's Calendar Sync solves for one person what Cronofy solves for a platform.

## Implementation

- Setup time: Fifteen minutes to connect a calendar, set working hours, and create a first Focus Time agent and a habit. Connecting a task tool adds another few minutes per integration. Getting a schedule you trust takes one to two weeks of correcting durations and priorities, which is behaviour change rather than configuration.
- Learning curve: Moderate, and almost entirely about trust rather than interface. The concepts (priority, flexibility, scheduling window) are simple, but the first time Reclaim moves something you cared about, you either learn to set priorities properly or you stop using it. The 2.0 Assistant's preview mode exists specifically to soften that moment. Teams should expect one person to become the internal expert on habit and priority configuration.
- Onboarding: Fully self-serve. The free Lite plan and month-to-month paid billing mean no sales conversation is needed below Enterprise, and there is no implementation fee. Enterprise, with its 100-seat minimum, is the only tier that requires contacting sales.
- Migration: There is nothing to migrate in the usual sense, because Reclaim reads and writes calendars you already own rather than replacing them. The real migration work is the reverse: deciding what to do with the manual time blocks already sitting in the calendar, since leaving them there gives Reclaim less room and duplicating them causes visible clutter. Leaving Reclaim is also relatively clean, since the events it created remain in Google or Outlook, though they stop adapting. Note there is no general public API, so scripted export or a custom two-way sync is not an option; webhooks on Business and above cover scheduling-link events only.

## Platform, API & security

- Platforms: Web application, Mobile web (no native iOS or Android app as of August 2026), Google Calendar add-on, Raycast extension for macOS, ChatGPT app (Dropbox-published)
- API: No general-purpose public API is published. Business and Enterprise plans support outbound webhooks for scheduling-link events (meeting created, updated, and cancelled) with a signed request header. Programmatic access otherwise runs through the integration catalogue, the Claude MCP integration, and the ChatGPT app.
- Compliance: SOC 2 Type II, GDPR, CCPA, EU-US Data Privacy Framework
- Data residency: United States only. Infrastructure runs on AWS with redundancy between the us-east-1 and us-east-2 regions; no EU or other regional hosting option is published, which is worth checking against any data-localisation requirement.
- SSO: SAML single sign-on and SCIM user provisioning on the Enterprise tier, which carries a 100-seat minimum and annual billing.
- Security notes: SOC 2 Type II certified since September 2023 and renewed subsequently. TLS enforced in transit with modern ciphers, AES-256 encryption at rest with rotating keys. Calendar access runs over OAuth to Google and Microsoft. The vendor states it does not sell or share user data with third parties for profit or co-marketing. International transfers are handled through a data processing addendum and standard contractual clauses. Buyers should note that Reclaim reads the content of connected calendars in order to schedule against them, which is a broader permission than a booking link requires.

## Support

- Channels: Email and in-app support, Help centre with searchable articles, Dedicated support arrangements on Enterprise
- Documentation: A detailed help centre covering every feature, plan gating, integration setup, and the 2.0 migration, plus a product blog and periodic research reports on calendar and productivity data drawn from the user base.
- Community: An active public roadmap and feature request board, plus substantial third-party discussion in productivity communities. There is no large vendor-run forum.

## Company

- Founded: 2019
- Founders: Patrick Lightbody, Henry Shapiro
- Headquarters: Portland, Oregon, United States
- Ownership: Owned by Dropbox, Inc. (NASDAQ: DBX) since August 2024; operated as a separate brand
- Employees: Approximately 25 people joined Dropbox with the acquisition in 2024; current headcount is not disclosed separately from the parent.
- Funding: Raised $9.5 million across two rounds before the acquisition: $4.8 million led by Index Ventures in May 2021 and a further $3.2 million in October 2022, with investors including Character, Flying Fish, and Operator Partners. Acquired by Dropbox on 20 August 2024 for a reported $40.2 million.

Funding history:

- Seed (2021): $4.8M. Led by Index Ventures, announced May 2021.
- Follow-on round (2022): $3.2M. October 2022, taking total funding to $9.5 million before the acquisition.
- Acquisition by Dropbox (2024): $40.2M reported. Announced 20 August 2024; the founders and roughly 25 colleagues joined Dropbox and the brand continued to operate.

Timeline:

- 2019: Founded in Portland, Oregon by Patrick Lightbody and Henry Shapiro as an AI calendar that defends time for work rather than publishing availability to others.
- 2021: Raises $4.8 million led by Index Ventures; Habits, Tasks, and Smart Meetings become the core feature set, built exclusively against Google Calendar.
- 2022: Raises a further $3.2 million and restructures pricing into the four-tier Lite, Starter, Business, and Enterprise shape it still uses, with Starter at $8 per seat annually.
- 2024: Dropbox acquires Reclaim on 20 August for a reported $40.2 million. The founders and about 25 colleagues join Dropbox; the company reports more than 320,000 users across 43,000 companies at the time.
- 2024: On 30 October, ten weeks after the acquisition closed, Dropbox cuts 20 percent of its global workforce (528 roles), citing softening demand in its core business. Reclaim continues to ship.
- 2025: Full Microsoft Outlook Calendar support launches on 13 May with real-time two-way sync, ending five years as a Google-only product and opening the Microsoft 365 market.
- 2026: Reclaim ships as a Dropbox-published app inside ChatGPT in April, alongside Dropbox and Dropbox Dash apps, for scheduling and conflict resolution in conversation; a Claude MCP integration also lands.
- 2026: Reclaim 2.0 rolls out, reframing the feature set as configurable AI Agents with a chat Assistant and a staged Preview Mode. Published annual pricing stands at $10, $15, and $22 per seat, and the site claims more than 600,000 users across 70,000 companies.

## Integrations

Google Calendar, Microsoft Outlook Calendar and Microsoft 365, Google Tasks, Todoist, Asana, ClickUp, Jira Software, Linear, Slack, Zoom, Google Meet, Raycast, ChatGPT (Dropbox-published app), Claude (via MCP)

## FAQ

### What is Reclaim.ai used for?

Reclaim.ai is used to automate a working calendar. It writes protected blocks for focus time, recurring habits, buffer time around meetings, and tasks pulled from tools like Jira, Asana, Todoist, ClickUp, Linear, and Google Tasks, placing them into genuinely free slots on Google Calendar or Microsoft Outlook and moving them automatically when meetings land or priorities change. It also provides scheduling links, including round robin, and calendar sync between multiple accounts. The core job is deciding how you spend the hours nobody has booked, not publishing a page where other people book you.

### How much does Reclaim.ai cost?

Lite is free forever for one user. Starter is $10 per seat per month on annual billing ($12 monthly) and covers up to 10 seats. Business is $15 per seat annually ($18 monthly) and covers up to 100 seats. Enterprise is $22 per seat, annual billing only, with a 100-seat minimum. All members of a team must be on the same plan, and Attendee Users on Smart Meetings of three or more people are counted separately against the account.

### Does Reclaim.ai have a free plan?

Yes, the Lite plan is free forever, but it is limited enough that most people will treat it as an evaluation rather than a product. Lite covers one user with 5 AI Agents, one scheduling link, one Calendar Sync, two connected calendars, and integrations restricted to Google Tasks, Slack, Zoom, and Google Meet. The binding constraint is the one-week scheduling range: Reclaim cannot plan anything more than seven days ahead, so tasks due in a fortnight are simply not scheduled.

### Is Reclaim.ai still independent, and who owns it?

It is not independent. Dropbox, Inc. acquired Reclaim.ai on 20 August 2024 for a reported $40.2 million, and it has operated as a Dropbox-owned brand since. Founders Patrick Lightbody and Henry Shapiro joined Dropbox along with roughly 25 colleagues. The product still runs at reclaim.ai under its own name with its own published, self-serve pricing.

### What has actually changed since Dropbox acquired Reclaim.ai?

The evidence is mostly positive and one part is not. The product has kept shipping: full Microsoft Outlook support in May 2025, a Reclaim 2.0 release built around configurable AI Agents and a chat Assistant, a Claude MCP integration, and an appearance as a Dropbox-published app inside ChatGPT in April 2026. Pricing has stayed public and self-serve rather than moving to quote-only, and the brand and domain have survived. The one adverse change is cost: published annual prices have risen from $8, $12, and $18 per seat at the time of the acquisition to $10, $15, and $22 today, roughly 25 percent. The structural risk is that Dropbox cut 20 percent of its workforce ten weeks after the deal closed, so a buyer should understand this is a small line item inside a company under pressure in its core business, even though Reclaim itself has been treated as a growth asset so far.

### What are Reclaim.ai's main weaknesses?

Four recur across verified reviews. There is still no native iOS or Android app, so mobile means the web app. The automatic rescheduling is aggressive, everything is written to your primary calendar, and there is no clean view of the calendar without Reclaim's blocks. Insights and Time Tracking are high-level enough that reviewers say they show the problem without suggesting a fix. And the free plan's one-week scheduling horizon makes it unusable as a permanent free tier. Beyond those, the booking-link side lacks payment collection, and SSO sits behind a 100-seat Enterprise minimum.

### Does Reclaim.ai work with Outlook?

Yes, fully. Reclaim launched Microsoft Outlook Calendar support on 13 May 2025 with real-time two-way sync, and all core features (focus time, habits, tasks, smart meetings, scheduling links, and calendar sync) work on Outlook and Microsoft 365. It is worth noting that Reclaim was Google-only for its first five years, so the Outlook path is the newer of the two and a Microsoft-only team should test the specific features it depends on during evaluation.

### Reclaim.ai vs Calendly: which should a small business choose?

They solve opposite problems. Calendly turns your availability into a link other people book, with routing forms, round robin, CRM sync, and payment collection through Stripe and PayPal. Reclaim decides what happens in the hours nobody booked, and its scheduling links, while capable, collect no payments and do not route inbound leads. A sales team distributing inbound demos should buy Calendly. A knowledge worker or team whose calendar is already full and whose real work has no time on it should buy Reclaim. Many people should run Calendly's free tier alongside Reclaim rather than choosing between them.

### Reclaim.ai vs Motion: what is the difference?

Motion is the only true competitor, since both auto-schedule work onto the calendar. Motion is the broader and more expensive product: it wants to own your tasks, projects, docs, and meeting notes, costs $19 or $29 per seat with an AI credit meter and no free tier, and has native desktop and mobile apps. Reclaim is narrower and cheaper at $10 or $15 per seat with no usage meter, layers over the calendar and task tool you already run by syncing with Asana, ClickUp, Jira, Linear, Todoist, and Google Tasks, and has no native mobile app. Choose Motion if you want one system to replace several; choose Reclaim if you want the time-blocking layer without a migration.

### How does Reclaim.ai decide when to move my calendar events?

Every item Reclaim schedules carries a priority and a degree of flexibility, plus a window it is allowed to move within. When a meeting is accepted, a task overruns, or a habit is skipped, Reclaim recomputes the affected blocks and relocates them inside their windows, with higher-priority items displacing lower-priority ones. Tasks are scheduled backwards from their due dates, so work that cannot fit before its deadline is flagged rather than quietly dropped. The 2.0 Assistant adds a preview step, staging proposed changes before they are written to the calendar.

### Does Reclaim.ai have an API?

Not a general-purpose public one. Business and Enterprise plans support outbound webhooks for scheduling-link events (meeting created, updated, and cancelled) with a signed request header, and there are official integrations plus a Claude MCP integration and a ChatGPT app. If you need to read or write Reclaim data programmatically beyond scheduling-link events, that is not currently supported, and a scripted export is not an option. Cal.com or Cronofy are the products to look at if a documented scheduling API is the requirement.

### Is Reclaim.ai secure and GDPR compliant?

Reclaim is SOC 2 Type II certified (originally certified in September 2023 and renewed since), enforces TLS in transit, encrypts data at rest with AES-256, and states commitments to GDPR and CCPA backed by a data processing addendum and standard contractual clauses for international transfers. Data is hosted in the United States on AWS across the us-east-1 and us-east-2 regions, with no published EU residency option, which matters for organisations with data-localisation requirements. SSO and SCIM are Enterprise features. Note also that Reclaim reads connected calendar content in order to schedule against it, a broader permission than a simple booking link requires.

### Does Reclaim.ai have a mobile app?

No. As of August 2026 there is no native iOS or Android application. Reclaim runs as a web app that works in mobile browsers and can be added to a phone home screen, and there are a Google Calendar add-on and a Raycast extension for macOS. This is the most frequently repeated complaint in user reviews, and it is a genuine consideration for a tool you are expected to consult several times a day.

## Editorial verdict

Reclaim.ai is the best-value product in a category of exactly two. It does something no booking link does, turning stated intentions about focus, routines, and tasks into defended calendar time that rearranges itself as the week changes, and it does it for $10 or $15 a seat against Motion's $19 or $29, without a credit meter and without demanding you move your task list. Buy it if your problem is that meetings have consumed the week and the work you are accountable for has nowhere to live; do not buy it if what you actually need is a page where people book you, because Cal.com and zcal do that free and Calendly does it better. The honest caveats are that there is still no mobile app, the free tier's one-week horizon makes it a demo, the rescheduling behaviour is a genuine dividing line, and SSO is locked behind a 100-seat minimum. On the ownership question, the record since August 2024 is better than most acquisitions of this size: the brand, the domain, the self-serve pricing, and the roadmap have all survived, and the biggest releases in the product's history shipped after the deal. Prices are up about 25 percent and Reclaim's fate is now tied to a parent whose core business is under pressure, which is a risk to price in rather than a reason to walk away.

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Source: SaaSTracker (https://saastracker.org), an independent editorial project. This profile is compiled from public information, carries no peer reviews or paid placement, and was last reviewed 2026-08-30. Awards are judged on published criteria: https://saastracker.org/methodology