Reclaim.ai review: a restrained AI calendar, judged on what it documents

Prices and features checked: 2026-11-09. Prices in the currency the vendor shows, checked on the date shown; we do not convert.

Verdict and who it is for

Reclaim.ai does one job well: it defends time you already have. You tell it how many hours of focus you need, which habits matter (lunch, exercise, planning), and it books those blocks into free gaps in Google Calendar or Outlook, marks them flexible, and moves them when a meeting lands on top. It does not decide what you should work on, and since the 2.0 release it frames every function as an "agent" you configure and can approve by chat ^[1][2].

We did not run a multi-week field test for this review, and we will not invent one. What we did on 2026-11-09: read Reclaim's pricing page, six feature pages, the integrations page, the help centre's calendar-sync and billing collections, the privacy policy and the security page, and record what they say. Our criteria, stated up front:

1. Does the product do what its documentation says, and nothing it cannot do? We judge the documented scope, not a demo.
2. Calendar coverage. Google, Microsoft 365, iCloud.
3. Price for the job. What the free plan withholds, and whether the paid tier buys the thing you came for.
4. Data posture. Training on your calendar, retention, hosting region, deletion.
5. Ownership risk. Reclaim has been a Dropbox company since August 2024; what does that mean for a subscriber?

Verdict. If your calendar is busy enough to generate conflicts and lives in Google or Outlook, Reclaim.ai is the most restrained AI calendar on the market: it fails quietly (a focus block drifts to a worse hour) rather than loudly (a day rearranged around a bad estimate). The Lite plan is genuinely free and enough for one calendar. The paid Starter plan at USD 10 per seat per month billed yearly is worth it only if you need more than one synced calendar, a scheduling range beyond one week, or more than one scheduling link ^[1]. Skip it if your calendar is mostly empty, if you live in iCloud, or if you want a tool to tell you what to do next.

For the record: Reclaim's affiliate programme pays 40 percent recurring commission for twelve months on work-email referrals, the highest rate of any product on this site ^[3]. That does not affect the verdict. The same criteria put Motion ahead for people whose problem is the task list rather than the meetings, and Motion runs a one-time bounty programme that we have not joined.

What Reclaim.ai does, as documented

Reclaim's feature pages describe seven scheduling functions, each now implemented as an AI agent in Reclaim 2.0 ^{[2][4][5][6][7]}:

Function	What the vendor documents	Plan where it appears
Habits	Recurring routines auto-scheduled into free time, rescheduled around PTO and meetings, synced to Google Calendar and Outlook; "100+" templates	Lite and up [2]
Tasks	Tasks pulled from Jira, Asana, ClickUp, Todoist, Google Tasks and Linear, turned into calendar time; deadline-aware; tasks split into focused sessions	Lite (limited integrations), Starter and up (unlimited) [4]
Focus Time	A weekly target of protected hours; proactive and reactive scheduling modes; optional auto-decline of conflicting meetings; chat approvals; org-wide policies on Enterprise	Lite and up [5]
Smart Meetings	Recurring one-to-ones and team meetings placed automatically and moved around conflicts; optional attendees; meeting analytics	Lite and up [6]
Scheduling Links	Booking pages; round-robin and team links; the page claims "524% more meeting availability", a vendor figure we cannot check	Lite: 1 link; Starter: 3; Business: unlimited [1][7]
Buffer Time, Planner, Time Tracking	Breaks and travel time between events; a daily plan view; time analytics across meetings, tasks and work-life metrics	Described in navigation only; we did not read those pages
AI Assistant and MCP	Chat with the assistant to plan and reprioritise; manage the calendar from Claude, ChatGPT and Cursor via MCP	Listed on the integrations page and in the 2.0 help docs [8][9]

Two things stand out. First, the restraint: every function moves blocks that you defined. Reclaim never generates a to-do list for you, which is why it fails less visibly than a planner. Second, the "agent" framing in 2.0 is mostly a change of interface, with chat approvals and per-agent limits, rather than a new capability. The help centre states that new users who signed up after May 2026 are on 2.0 and that the legacy 1.0 collection still holds 100 articles for users who have not upgraded ^[9]. If you read a review from 2024 or 2025, it describes the old interface.

Why does any of this matter? The research frame is modest. A review of the time-management literature found that planning behaviours are consistently associated with a greater sense of control over time, higher job satisfaction and lower stress, while the link to measured performance is weaker and less consistent B^[10]. In a laboratory simulation of office work, interrupted participants finished faster but reported significantly higher stress, frustration and time pressure B^[11]. A tool that keeps focus blocks on the calendar is, at best, a way to buy fewer interruptions and more control, not more output. Our Focus Planner lets you set a target for protected hours before you pay anyone to defend them.

Calendar sync: what the help centre says, and what it does not

"Reclaim ai calendar sync" is the fastest-growing search about the product in our database, at 210 US searches a month, up 120 percent year on year as of 2026-11-09 ^[12]. People are asking because sync is where the limits are. From the help centre, read on 2026-11-09 ^[13][14]:

• Supported calendars. "Calendar Sync is only supported for calendars connected to a Google Calendar or Microsoft Outlook account." iCloud is not supported directly. The vendor's workaround is to share an iCloud calendar into Google Calendar, with the explicit warning that "you may experience long delays in events synced from shared calendars" ^[13].
• Plan limits. Lite allows one Calendar Sync, Starter three, Business and Enterprise unlimited ^[1]. If you want a personal and a work calendar kept in step, Lite covers it; a third calendar means Starter.
• When sync stops working. The troubleshooting article gives a two-step procedure: disable and re-enable the sync policy, waiting a few minutes between toggles because "this operation can take some time", and if that fails, send the event URL to support ^[14]. No expected sync latency is stated anywhere we read.
• Data handling of synced calendars. The security page says Reclaim stores data from the primary calendar on your account and holds data from other synced calendars in memory only, without storing it ^[15].

We cannot give you a sync-failure log from our own use, and we will not fabricate one. What we can say is that the documentation itself concedes delays for shared calendars, offers no latency target, and makes the user responsible for the first repair step. If sync reliability is your reason for buying, run the free Lite plan with your real calendars for two weeks before you upgrade; that is the only sync test that counts.

Apps. We found no native mobile or desktop application documented anywhere we read. The Habits FAQ points users to "the corresponding mobile calendar apps" for Google or Outlook, and the only desktop integration is Raycast on Mac ^[2][8]. Reclaim lives in the browser and in your calendar.

Integrations

Read from the integrations page on 2026-11-09 ^[8]:

• Calendars: Google Calendar and Outlook Calendar. iCloud is absent.
• Task sources: Jira, Asana, Google Tasks, Todoist, ClickUp, Linear. Microsoft To Do and Notion are absent.
• Communication and tooling: Slack (status and control), Zoom, Raycast, webhooks (Business and up), Claude and ChatGPT via MCP.

If your tasks live in one of the six supported tools, Reclaim will schedule them without asking you to move. If they live in Notion, Things or Microsoft To Do, you will be retyping, and that is usually where a Reclaim trial dies. Choose the task manager first; the calendar follows.

Team scheduling

Starter supports up to 10 seats, Business up to 100 and Enterprise "over 100" ^[1]. Business adds unlimited calendar syncs and scheduling links, webhooks, a team out-of-office calendar and delegated access for assistants; Enterprise adds SSO and SCIM provisioning, org-chart-aware scheduling and, on the Focus Time page, organisation-wide focus policies ^[1][5]. Smart Meetings handles recurring team meetings and one-to-ones, with meeting analytics ^[6].

Reclaim became the default landing place for teams when Clockwise, the former team specialist, announced it would no longer be available from 27 March 2026 and named Reclaim.ai as its recommended alternative ^[16]. If your team is migrating, Business at USD 15 per seat billed yearly is the equivalent tier.

Pricing and the free plan (checked 2026-11-09)

Plan	Yearly billing, per seat per month	Monthly billing	What you get that the plan below does not
Lite	Free	Free	5 AI agents, 1 user, 1-week scheduling range, 1 Calendar Sync, 1 Scheduling Link, limited integrations
Starter	USD 10	USD 12	10 agents per seat, up to 10 seats, 8-week range, 3 Calendar Syncs, 3 Scheduling Links, unlimited integrations
Business	USD 15	USD 18	100 agents per seat, up to 100 seats, 12-week range, unlimited syncs and links, webhooks, team OOO calendar, delegated access
Enterprise	USD 22	Not available monthly	Unlimited agents, over 100 seats, SSO and SCIM, org-chart-aware scheduling

Source: Reclaim pricing page, read 2026-11-09; yearly billing is labelled as saving 20 percent ^[1]. Feature pages mention a free 14-day trial of the paid tiers ^[5][8]. Prices were served in USD; EU buyers pay VAT at checkout. The pricing page still carried a launch promotion stating that "Attendee Users" are free "through July 31st" with no year given, so check what an attendee seat costs before you roll Smart Meetings out to a team.

Pricing history, as far as the record shows. The help centre's billing collection contains an article titled "Reclaim Legacy plans (Free, Pro, & Team)", which tells us the plan structure was renamed from Free, Pro and Team to Lite, Starter, Business and Enterprise at some point before 2026-11-09; we did not read that article and will not quote old prices from memory ^[17]. Our research database recorded the current Lite, Starter, Business and Enterprise prices on 2026-11-09, two years and three months after the Dropbox acquisition, and they match what the page served us ^[18]. We will update this table quarterly; if the numbers move, the change will be logged here with the date.

The Dropbox question

Dropbox acquired Reclaim.ai in August 2024 for undisclosed terms; the whole team of 22 joined Dropbox B^[19]. Reclaim's own About page now reads "Reclaim.ai, now a part of Dropbox", and every page carries a "Reclaim.ai from Dropbox" logo ^[20]. Three practical consequences, from the documents rather than from speculation:

• The legal entity has not changed. The privacy policy, last updated 25 June 2025, names Reclaim.ai Inc as the responsible party and does not mention Dropbox in the text; the footer copyright is still Reclaim.ai, Inc. When an employer pays for your seat, Reclaim processes your work calendar as a data processor for the employer ^[21].
• The product has kept shipping. The 2.0 release in 2026, the MCP integrations and the agent model all post-date the acquisition ^[9].
• Pricing has not been merged into a Dropbox bundle. As of 2026-11-09, Reclaim is sold on its own pricing page with its own plans ^[1]. Whether that lasts is unknowable; a quarterly check is the honest answer.

Data policy

From the privacy policy (updated 25 June 2025) and the security page (updated 6 May 2025), read on 2026-11-09 ^[21][15]:

• AI training. Reclaim states it will not use, and will not allow its service providers to use, your personal data to train generative AI unless you have given separate, explicit prior consent or opted in.
• Calendar data. Not used for advertising; not read by humans except in listed circumstances; encrypted in transit and at rest; never shared with corporate affiliates.
• Hosting and certification. All data hosted in the USA across two AWS regions; SOC 2 Type II.
• Retention and deletion. Personal data is kept "for as long as reasonably necessary", with no period stated. Self-service account deletion wipes calendar data from Reclaim's systems within one hour.

For EU users the US-only hosting is the item to weigh; for everyone, the explicit no-training default is better than many competitors' wording.

Limitations, from the vendor's own documents

• Google and Outlook only; iCloud works only through a shared calendar with acknowledged delays ^[13].
• No native mobile or desktop app documented ^[2][8].
• Lite is capped at one week of scheduling range, which means the free plan cannot place a focus block for next Tuesday ^[1].
• Six task sources; no Notion, Things or Microsoft To Do ^[8].
• No documented sync latency target; the first repair step is yours ^[14].
• The pricing page carries stale promotional text, which does not inspire confidence in what else may be out of date.

Who should not buy Reclaim.ai

• Your calendar is mostly empty. There is nothing to defend.
• You want to be told what to do next. Reclaim defends; Motion plans.
• Your organisation blocks third-party OAuth grants to the work calendar. Reclaim cannot operate without one.
• You need EU data residency. Hosting is US-only ^[15].
• Your tasks live outside the six supported tools.

Reclaim vs Motion vs Akiflow (and the Clockwise note)

Tool	Model	Price (checked 2026-11-09)	Free plan	Calendars	Who should not buy
Reclaim.ai	Defends focus time, habits and meetings you defined	Lite free; Starter USD 10 yearly / 12 monthly per seat; Business 15 / 18 [1]	Yes	Google, Outlook	People with empty calendars or who want to be told what to do
Motion	Plans your task list into the calendar and re-plans it	Pro AI USD 29 yearly / 49 monthly; team seats from USD 19 yearly [22]	No, trial	Google, Microsoft 365, iCloud	Anyone whose duration estimates are optimistic
Akiflow	Manual consolidation of tasks from many tools onto the calendar, keyboard-first	Pro USD 19 yearly (228 a year) / 34 monthly [23]	No, trial	Google, Outlook, iCloud	People who want automation
Sunsama	Guided daily planning ritual, manual scheduling	Pro USD 17 yearly (204 a year) / 22 monthly [24]	No, trial	Google, Outlook	People who will not keep the ritual
Clockwise	Team meeting optimisation	Discontinued from 27 March 2026; prepaid time refunded [16]	—	—	Everyone; the vendor points to Reclaim

Our comparison of AI calendar assistants goes through all four in more depth, and our overview of AI productivity tools places them against the general assistants.

What to do next

Set a target first. Spend five minutes in the Focus Planner working out how many protected hours a week you need; a target makes a trial measurable. Then start Reclaim.ai on the free Lite plan with your real calendars and watch two things for a fortnight: whether focus blocks survive, and whether sync stays current. Upgrade to Starter only when you hit a Lite ceiling you can name: a second or third synced calendar, a scheduling range beyond one week, or a second booking link. If your real problem is the task list, trial Motion instead and be honest about your estimates.

Frequently asked questions

Is Reclaim.ai free?

Yes. The Lite plan is free forever and includes five AI agents, one user, one Calendar Sync, one Scheduling Link and a one-week scheduling range (checked 2026-11-09). Starter costs USD 10 per seat per month billed yearly or USD 12 monthly and lifts those limits to three syncs, three links and an eight-week range.

Does Reclaim.ai work with Outlook and iCloud?

Google Calendar and Outlook Calendar are supported. iCloud is not: the help centre says Calendar Sync works only with Google or Microsoft Outlook accounts, and suggests sharing an iCloud calendar into Google Calendar while warning that synced events from shared calendars may see long delays.

Who owns Reclaim.ai?

Dropbox. The acquisition was announced in August 2024 for undisclosed terms, and Reclaim's About page describes the company as "now a part of Dropbox". The privacy policy still names Reclaim.ai Inc as the responsible entity, and the product is still sold on its own pricing page.

Does Reclaim.ai train AI on my calendar?

The privacy policy (updated 25 June 2025) states that Reclaim will not use, or allow its service providers to use, your personal data to train generative AI unless you separately and explicitly consent or opt in. Calendar data is encrypted in transit and at rest, hosted in the USA, and deleted within one hour of a self-service account deletion.

Reclaim or Motion?

Reclaim if meetings keep eating your focus time and your tasks already live in Jira, Asana, ClickUp, Todoist, Google Tasks or Linear: it defends the blocks you define and has a free plan. Motion if your problem is the task list itself and you want it placed on the calendar for you; it costs USD 29 per month billed yearly, has no free plan, and depends on honest duration estimates.

Is there a Reclaim.ai mobile app?

We found no native mobile or desktop app in the documentation read on 2026-11-09. The help centre points users to the Google Calendar or Outlook mobile apps, where Reclaim's blocks appear as ordinary events, and the only desktop integration listed is Raycast for Mac.

Sources and evidence

1. Reclaim.ai pricing (plans, limits, yearly and monthly prices) — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/pricing (retrieved 2026-11-09)
2. Reclaim.ai features: Habits — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/features/habits (retrieved 2026-11-09)
3. Reclaim affiliate program (40% recurring on work-email referrals, 25% personal, 12 months) — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/affiliate-program (retrieved 2026-11-09)
4. Reclaim.ai features: Tasks — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/features/tasks (retrieved 2026-11-09)
5. Reclaim.ai features: Focus Time — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/features/focus-time (retrieved 2026-11-09)
6. Reclaim.ai features: Smart Meetings — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/features/smart-meetings (retrieved 2026-11-09)
7. Reclaim.ai features: Scheduling Links — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/features/scheduling-links (retrieved 2026-11-09)
8. Reclaim.ai integrations — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/integrations (retrieved 2026-11-09)
9. Reclaim 2.0 help docs (collection) and help centre home: 2.0 for sign-ups after May 2026, legacy 1.0 collection — Reclaim.ai (Dropbox) (2026), vendor page A help.reclaim.ai/en/collections/19647810-reclaim-2-0-help-docs (retrieved 2026-11-09)
10. A review of the time management literature — Claessens BJC, van Eerde W, Rutte CG, Roe RA (2007), systematic review B doi.org/10.1108/00483480710726136 (retrieved 2026-11-09)
11. The cost of interrupted work: more speed and stress — Mark G, Gudith D, Klocke U (2008), RCT B doi.org/10.1145/1357054.1357072 (retrieved 2026-11-09)
12. Productivity Signal keyword database, US/en rows "reclaim ai", "reclaim ai review", "reclaim ai calendar sync" (DataForSEO Labs keyword_overview, keyword_suggestions and historical_search_volume, location 2840) — Productivity Signal research, via DataForSEO (2026), dataset A dataforseo.com/ (retrieved 2026-11-09)
13. Calendar Sync overview: keep multiple schedules in sync (Google and Outlook only; iCloud via shared calendar with delays) — Reclaim.ai help centre (2026), vendor page A help.reclaim.ai/en/articles/3600762-calendar-sync-overview-keep-multip (retrieved 2026-11-09)
14. Why are my events not being synced? — Reclaim.ai help centre (2026), vendor page A help.reclaim.ai/en/articles/6556414-why-are-my-events-not-being-synced (retrieved 2026-11-09)
15. Reclaim.ai security (updated 6 May 2025): SOC 2 Type II, US hosting, primary-calendar storage, one-hour deletion — Reclaim.ai (Dropbox) (2025), vendor page A reclaim.ai/security (retrieved 2026-11-09)
16. Clockwise pricing page (shutdown notice, 27 March 2026; Reclaim.ai recommended) — Clockwise (2026), vendor page A www.getclockwise.com/pricing (retrieved 2026-11-09)
17. Reclaim billing help collection, including "Reclaim Legacy plans (Free, Pro, & Team)" (titles read; article bodies not read) — Reclaim.ai help centre (2026), vendor page B help.reclaim.ai/en/collections/3523053-billing (retrieved 2026-11-09)
18. Productivity Signal evidence database, record PM-23 (Reclaim.ai prices) and PM-13 (Dropbox acquisition), recorded 2026-11-09 — Productivity Signal research (2026), dataset A reclaim.ai/pricing (retrieved 2026-11-09)
19. Dropbox acquires Index Ventures-backed AI scheduling tool Reclaim.ai — TechCrunch (2024), report B techcrunch.com/2024/08/22/dropbox-acquires-index-ventures-backed-ai-sc (retrieved 2026-11-09)
20. About Reclaim.ai ("now a part of Dropbox") — Reclaim.ai (Dropbox) (2026), vendor page A reclaim.ai/about (retrieved 2026-11-09)
21. Reclaim.ai privacy policy (updated 25 June 2025): generative AI, calendar data, affiliates, controller — Reclaim.ai Inc (2025), vendor page A reclaim.ai/privacy (retrieved 2026-11-09)
22. Motion pricing — Motion (2026), vendor page A www.usemotion.com/pricing (retrieved 2026-11-09)
23. Akiflow pricing — Akiflow (2026), vendor page A akiflow.com/pricing (retrieved 2026-11-09)
24. Sunsama pricing — Sunsama (2026), vendor page A sunsama.com/pricing (retrieved 2026-11-09)