Reclaim.AI is an AI-powered calendar assistant that automatically schedules tasks, protects focus time, manages recurring habits, and optimises meetings directly within Google Calendar and Microsoft Outlook. It solves one of the most painful problems for knowledge workers and teams: calendars filling up with meetings before important work ever gets scheduled, leaving professionals constantly reactive and overworked.

It is best suited for individuals, managers, and teams at companies of all sizes who need their calendar to work intelligently without manual maintenance. Its core AI capabilities include adaptive time blocking, smart meeting scheduling across attendees, priority-based task auto-scheduling, Slack status sync, people analytics, and real-time rescheduling when priorities shift.

What sets Reclaim apart from alternatives like Motion and Clockwise is its philosophy of working as an intelligent layer on top of your existing calendar rather than replacing it, combined with its breadth of features spanning personal habits and enterprise-wide OKRs in a single platform. In August 2024, Reclaim was acquired by Dropbox, giving it significantly more resources to accelerate its roadmap.

Close alternatives: Motion, Clockwise, Calendly, Akiflow.

Reclaim.AI Key Features

• AI Focus Time: Set a weekly focus time goal and let the AI automatically defend uninterrupted deep work blocks on your calendar, flexibly protecting them as space fills up and releasing them when you have room to breathe.
• AI Habits: Schedule flexible recurring routines — such as lunch, exercise, or learning — that automatically adjust around meetings and other priorities rather than sitting as rigid calendar blocks that get ignored.
• AI Tasks: Connect your to-do list and project management tools, and let Reclaim automatically schedule time to complete each task by its deadline, reordering and rescheduling as priorities shift throughout the week.
• AI Smart Meetings: Automatically find the optimal time for recurring and one-off meetings across all attendees’ calendars, with auto-rescheduling when conflicts arise so you never waste time on calendar back-and-forth.
• AI Scheduling Links: Share your availability for external meetings with smart priority controls that surface far more availability than standard booking tools — the product claims 524% more slots than Calendly links — by factoring in what Reclaim knows can safely flex.
• AI Calendar Sync: Automatically block your availability across multiple Google and Outlook calendars and accounts to prevent conflicts, with syncing that covers personal, work, and client calendars in one coordinated view.
• AI Buffer Time: Auto-schedule breaks before and after meetings, and smart travel time before in-person events, so you arrive prepared and never run one meeting directly into the next.
• AI Planner: A daily and weekly planning view that gives you a clear picture of your smart events, upcoming tasks, and available capacity, with the ability to drag and auto-reschedule directly from the planner.
• People Analytics and Time Tracking: Track how time is actually spent across meetings, tasks, focus time, and personal routines — with individual dashboards for personal insight and anonymous team-level dashboards for managers to reduce burnout and improve team capacity planning.
• Enterprise Initiatives: Deploy company-wide productivity OKRs such as Focus Time Initiatives, No-Meeting Day Initiatives, and Meeting Hygiene Initiatives that propagate policies across the entire organisation and report on progress through executive dashboards.

Reclaim.AI Key Customers

Notable companies using Reclaim include GitHub, Zapier, HubSpot, Indeed, Miro, Instacart, Spotify, Twilio, Zendesk, JetBrains, PagerDuty, and GitLab. The platform reports over 600,000 users across 70,000 companies as of April 2026.

Who are the Founders / CEO of Reclaim.AI?

Patrick Lightbody is the Co-founder and CEO of Reclaim.AI. He is a serial entrepreneur based in Portland, Oregon, with a long track record in SaaS and developer tools. He previously spent 11 years at New Relic as a senior leader, and before that co-founded and sold two software testing companies. He is also known as one of the original contributors to Selenium, the widely used open-source web testing framework. He and Henry Shapiro previously worked together at New Relic, which is where the idea for Reclaim was formed.

Henry Shapiro is the Co-founder of Reclaim.AI. He brings a product and GTM background from a decade in high-growth monitoring and analytics companies, primarily New Relic. He served as a founding product manager at multiple Portland-area startups before co-founding Reclaim in 2019.

Where is Reclaim.AI Headquartered?

Reclaim.AI is headquartered in Portland, Oregon, USA, with a team that joined Dropbox following the acquisition in August 2024. The product continues to operate independently under the Reclaim brand within the Dropbox organisation.

Reclaim.AI News and Status

Reclaim.AI was founded in 2019 and raised a total of $9.5 million across two funding rounds, with investors including Index Ventures, Gradient Ventures, Calendly, Character.vc, Flying Fish, Operator Partners, Grafana CEO Raj Dutt, and former GitHub CTO Jason Warner. [Source: TechCrunch]

In August 2024, Dropbox acquired Reclaim.AI for an undisclosed amount (estimated at approximately $40 million by MarketScreener). The full team of approximately 25 employees joined Dropbox, and the product has continued to operate independently with no changes to pricing or customer support. Since the acquisition, the product has shipped significant updates including full Microsoft Outlook Calendar support launched in August 2025. [Source: Reclaim blog, GeekWire]

As of April 2026, Reclaim holds a 4.8-star rating on G2 from over 120 verified reviews and is trusted by more than 600,000 users across 70,000 companies worldwide.

Who Should Use Reclaim.AI?

Here are some of the best use cases for Reclaim.AI:

• Automatically protecting deep work and focus time on a calendar that keeps filling up with meetings.
• Scheduling recurring 1:1s and team meetings at the best time across everyone’s availability without back-and-forth emails.
• Syncing tasks from project management tools like Asana, Jira, or ClickUp directly into the calendar with auto-scheduled time to complete them before deadlines.
• Maintaining healthy habits like lunch breaks, exercise, or learning time that consistently get pushed out by meetings.
• Deploying company-wide focus time or meeting hygiene initiatives across entire organisations and measuring their impact.

This makes it ideal for the following customer profiles:

• Individual knowledge workers and professionals who are tired of their calendar deciding their day for them and want AI to automatically defend time for what matters most.
• Managers and team leads who need to maintain regular 1:1s, protect their team’s focus time, and reduce meeting overload without manually coordinating every scheduling decision.
• Engineering and product teams who have sprint commitments and deep work needs that frequently get eroded by reactive meetings and ad hoc requests.
• Sales teams who need smart scheduling links to book client meetings faster while keeping focus time intact for follow-up and preparation work.
• Executive assistants who manage complex multi-person calendars and need intelligent tools for handling delegation, conflicting priorities, and real-time rescheduling.
• HR and people operations teams who want visibility into team-level burnout signals, meeting load, and work-life balance metrics to make data-informed workforce decisions.
• Enterprise organisations seeking to roll out AI-powered productivity initiatives across thousands of employees with measurable outcomes and executive-level reporting.

Reclaim.AI Pros

• Saves Measurable Hours Every Week Without Manual Effort — Reclaim’s own published data shows users save an average of 7.6 hours of focus time per week. Multiple case study customers back this up with concrete numbers: AllCloud reported 9.8 additional hours per employee weekly, QuitCarbon employees saved 4.1 hours each, and Seibert’s engineering lead reported saving 5–10 hours personally. [Source: reclaim.ai/customers]
• Users Describe It as Irreplaceable — Across Job Functions — The breadth and consistency of praise on the official customers page is notable. Users range from finance assistants to engineering managers to solopreneurs, and many use language like “I don’t know how I’d function without it,” “it’s the first thing I install with every new account,” and “can’t live without it.” This depth of loyalty across very different roles signals genuine cross-functional utility. [Source: reclaim.ai/customers]
• 4.8 Stars on G2 with Consistent Praise for the Scheduling Engine — G2 reviewers consistently highlight the adaptive AI scheduling as the standout feature — specifically the way it defends time proactively, reschedules automatically when priorities change, and integrates tasks from project management tools without requiring manual calendar management. The platform scores 9.8/10 for automated scheduling and prioritisation on G2. [Source: G2]
• Works Alongside Your Existing Calendar Rather Than Replacing It — A recurring theme in reviews is that Reclaim enhances the calendar people already use rather than forcing them into a new system. A long-term user reviewing the platform noted that for people managing multiple Google or Outlook calendars, Reclaim handles the synchronisation in a way that Google itself cannot do natively. [Source: G2]
• Particularly Valuable for ADHD and Executive Functioning Challenges — Multiple user testimonials specifically call out the benefit for ADHD and executive functioning: “Reclaim is a godsend that levels life’s playing field for ambitious ADHDers,” and “as someone with ADHD, the time blocking is very helpful.” The structured automation reduces decision paralysis and keeps priorities visible without requiring constant manual maintenance. [Source: reclaim.ai/customers]
• Dropbox Acquisition Means Greater Resources and Roadmap Stability — For teams evaluating long-term vendor risk, being part of Dropbox provides meaningful confidence that the product will continue to be maintained and developed. Since the acquisition, Reclaim has shipped Outlook support and improved Focus Time features, validating that the acquisition has accelerated rather than stalled the roadmap. [Source: Reclaim blog]

Reclaim.AI Cons

• No Native Mobile App — the Single Biggest Complaint Across Reviews — As of April 2026, Reclaim has no iOS or Android app. Users can view Reclaim-scheduled events on their phone through their regular calendar app, but cannot add tasks, adjust priorities, or change settings on mobile. Multiple reviewers on G2 and third-party review sites describe this as a significant gap, particularly for business owners and professionals who manage their day on the go. [Source: G2]
• Free Plan Has Been Scaled Back Over Time — Long-time free users on Trustpilot have noted that the Lite plan originally offered more generous limits (3 calendars, 16 habits) and has since been reduced to 1 calendar, 1 habit, and a 1-week scheduling range, creating pressure to upgrade. New users may not notice this, but it has frustrated users who signed up under the original terms.
• Recurring Tasks and Habits Behave Differently in Ways That Feel Unintuitive — G2 reviewers note that the platform separates “Tasks” and “Habits” as distinct concepts, but users expecting to create recurring tasks find themselves forced to use Habits, which have different UI behaviour — they do not appear in the task tray, require multiple clicks to mark complete, and sit in a separate view. This disconnect between the two features creates friction for users expecting a unified to-do system. [Source: G2]
• Outlook Support Is Newer and Has Minor Limitations — While Outlook Calendar integration launched in August 2025, some reviewers note it does not yet fully match the depth and reliability of the Google Calendar experience. Specific constraints exist around API differences — for example, hashtags must appear in event titles rather than RSVP notes — and scheduling link accuracy with non-Reclaim Outlook users may be slightly reduced.
• Difficulty Fully Removing Reclaim After Account Deletion — Several Trustpilot reviews report that after deleting their accounts and disconnecting Reclaim from Google Calendar, calendar notifications and event holds created by Reclaim persist and are difficult to clean up manually. This is a friction point for users who trial the product and decide not to continue.
• Requires Some Initial Setup Investment to Unlock Full Value — While onboarding is smooth, fully understanding and configuring the priority system — P1 through P4, proactive vs. reactive Focus Time, Habit vs. Task distinctions — takes roughly a week of regular use before the AI is making genuinely optimal decisions. Users who connect their calendar and immediately expect perfect scheduling may be disappointed before they have completed the configuration.

Reclaim.AI Integrations

Reclaim.AI operates as an intelligent layer on top of your existing calendar and task tools. Key integrations include:

• Calendars: Google Calendar (full native integration), Microsoft Outlook Calendar (launched August 2025, comprehensive feature support)
• Task Management: Asana, Jira, ClickUp, Todoist, Linear, Google Tasks — all with bidirectional sync that auto-schedules tasks and updates completion status back to the source tool
• Communication: Slack (status sync that auto-updates your Slack status based on calendar events and sets Do Not Disturb during focus time)
• Video Conferencing: Zoom (auto-adds Zoom links to smart meetings, syncs status when joining/leaving calls), Google Meet (auto-adds meet links), Microsoft Teams
• Productivity Tools: Raycast (Mac command launcher for quick task creation, scheduling links, and calendar access), Google Calendar and Gmail add-on (manage smart events directly from Google Calendar and Gmail)
• Automation: Webhooks support on Business and Enterprise plans for sending booking events to CRMs and other destinations
• Coming Soon: HubSpot CRM integration, Salesforce integration (both listed on pricing page as upcoming)

Reclaim.AI Free Plan

Reclaim offers a permanent free plan called Lite, with no credit card required. All new signups also receive a 14-day free trial of the Business plan before rolling into Lite.

The Lite free plan includes: unlimited tasks, unlimited buffer time, 1 scheduling link, 1 habit, 1 personal calendar sync, a 1-week scheduling range for smart events, limited integrations (Google Tasks, Slack, Zoom, Google Meet), and the Planner, smart colour-coding, and weekly productivity reports.

Key limitations of the free plan worth understanding: the 1-week scheduling range means AI can only defend and schedule events one week out, which limits proactive planning. Only 1 habit is allowed, making it difficult to protect more than one recurring routine. Only 1 scheduling link restricts use cases for people managing multiple meeting types. Full task management integrations (Asana, Jira, ClickUp, Todoist, Linear) are locked to paid plans.

Why you might need to upgrade:

• To plan and schedule events more than 1 week in advance.
• To create more than 1 scheduling link for different meeting types.
• To connect task management tools like Asana, Jira, ClickUp, or Todoist.
• To set up more than 1 recurring habit (unlimited on paid plans).
• To access Smart Meetings with auto-rescheduling for team coordination.
• To access People Analytics and team-level reporting for managers.
• To enable OOO Calendar syncing, delegated access, or webhook support (Business and Enterprise only).

Reclaim.AI Paid Plan Pricing

Reclaim offers both monthly and annual billing. Annual plans save 20% compared to monthly. The Enterprise plan is only available on annual billing.

Note: Attendee Users (users who attend Smart Meetings with 3+ people without a paid Reclaim seat) are free through July 31, 2026 as a launch promotion. After that date, additional packs of Attendee Users are available as add-ons at published rates on the pricing page.

Reclaim.AI Discounts

Reclaim publishes several explicit discount programmes directly on its pricing page at reclaim.ai/pricing:

• Annual Plan — 20% Off: Choosing annual billing saves 20% across Starter and Business plans.
• Student and Education Discount — 50% Off: A 50% discount for 12 months for verified students, educators, and faculty. reclaim.ai/pricing/education-discount
• Nonprofit Discount — 20% Off: A 20% discount for 3 years for qualified nonprofits. reclaim.ai/pricing/nonprofit-discount
• Startup Discount — 20% Off: A 20% discount for 3 years for qualified startups. reclaim.ai/pricing/startup-discount
• Switching Providers Discount — 20% Off: A 20% discount for 6 months when switching from Clockwise, Motion, or Calendly. Reclaim also advertises a 100% price-match guarantee for users switching from Clockwise. reclaim.ai/pricing/switching-providers-discount
• Referral Programme: Users can earn a free Business plan subscription by referring friends who sign up, even if those friends stay on the free Lite plan.
• Promo Code: The code MEETINGS is advertised on the site banner for 20% off.

Reclaim.AI Alternatives

How is Reclaim.AI Different from Other Alternatives?

Reclaim’s key advantage is the combination of breadth and depth within a calendar-first approach. Motion goes deeper on project management but forces you into a new system and charges significantly more.

Clockwise focuses on teams but lacks the personal productivity depth of habits and task integrations that individual contributors value. Calendly handles external booking but has no intelligence beyond that. Reclaim sits in a unique position: it covers scheduling links, focus time, habits, tasks, team analytics, and enterprise initiatives in a single platform, all while staying invisible inside the calendar tools teams already use. Its Dropbox backing also gives it more long-term investment and roadmap stability than most competitors in this space.

Choose Reclaim when you want AI to make your existing calendar smarter rather than switching to an entirely new productivity system.