Reclaim.ai, Motion, Calendly and Sunsama all promise a better calendar — but they automate very different things. This guide compares what each one actually does: auto-scheduling your own work, booking meetings with other people, or planning your day by hand with help.
First, an honest distinction: only Reclaim.ai and Motion automatically place your own tasks into free time on your calendar. Calendly is for letting other people book you. Sunsama does not auto-schedule at all — it guides a manual daily planning routine. Pick by the job, not by the label "AI".
Free Lite plan. Starter is $10/seat/mo billed annually ($12 monthly).
Teams pricing, billed annually. Solo users pay from $29/mo billed annually. No free plan.
Free plan with one event type. Standard is $10/seat/mo billed annually ($12 monthly).
Billed annually ($22/mo billed monthly). No free plan — 14-day free trial.
| Reclaim.ai | Motion | Calendly | Sunsama | |
|---|---|---|---|---|
| Best for | Defending focus time, habits and tasks on an existing calendar | Replacing a task manager + calendar with one AI-planned workspace | Letting clients and prospects book meetings with you | A deliberate daily planning habit, reviewed morning and evening |
| What it automates | Places tasks, habits and focus blocks into gaps; re-plans when meetings move | Places tasks into gaps by duration, priority and deadline; re-plans as things change | Booking pages, reminders, round-robin assignment — not your own work | Very little by design: it structures your planning, you place the blocks |
| Free plan / trial | Free Lite plan (1 user, limited syncs and links) | No free plan — 7-day trial | Free plan (1 event type, 1 calendar) | No free plan — 14-day trial, no card required |
| Paid plans from | $10/seat/mo billed annually (Starter) | $19/seat/mo billed annually for teams; $29/mo billed annually for individuals (Pro AI) | $10/seat/mo billed annually (Standard) | $17/mo billed annually ($22 monthly) |
| Calendar support | Google Calendar, Outlook | Google, Outlook, iCloud Calendar | Google, Outlook, iCloud and others for availability checks | Google, Outlook, Apple calendars |
| Task sources | Built-in tasks plus Todoist, Asana, ClickUp, Jira, Linear, Google Tasks and more on paid plans | Its own task and project manager (you work inside Motion) | Not a task manager | Pulls tasks from Asana, Todoist, Trello, Notion, Jira, ClickUp and more |
| Watch out for | Plan limits on scheduling range (8–12 weeks), calendar syncs and links on lower tiers; no native mobile app as of published roadmaps | Higher price, separate pricing for individuals vs teams, and AI features metered by monthly credits (7,500–15,000/seat) | Team features such as round-robin need the Teams plan ($16/seat/mo billed annually) | The daily planning routine itself takes time every morning — that is the product, for better or worse |
Prices are per seat where the vendor prices per seat, USD, before tax, as published by the vendors in November 2026. Plans change — always confirm the current price on the vendor's site before you buy.
Reclaim.ai (owned by Dropbox since August 2024, still sold as its own product) connects to Google Calendar or Outlook and automatically schedules the work that usually never makes it onto a calendar: tasks, recurring habits, focus blocks, breaks and 1:1s. When a meeting lands on top of them, the blocks move. It also offers scheduling links, so it covers basic booking as well. Plans run Lite (free, 1 user), Starter ($10/seat/mo billed annually, $12 monthly, up to 10 seats), Business ($15/$18, up to 100 seats) and Enterprise ($22/seat/mo billed annually), with limits that scale by scheduling range, calendar syncs and number of scheduling links.
Motion started as an auto-scheduling calendar and has grown into an all-in-one work app: tasks and projects, docs, a meeting notetaker, booking pages and AI chat, all built around an engine that places each task into free time based on its duration, priority and deadline, then re-plans when things slip. Pricing is split by audience: for individuals, Pro AI is $29/mo billed annually ($49 monthly) and Business AI is $39/mo billed annually ($69 monthly); for teams, Pro AI is $19/seat/mo billed annually and Business AI $29/seat/mo, which adds capacity planning, Gantt charts and time tracking. AI usage is metered in monthly credits per seat. There is no free plan — a 7-day trial is the entry point.
Calendly solves a different problem from the other three: it does not plan your work, it publishes booking pages so clients, prospects and candidates can pick a time that matches your availability. The free plan covers one event type and one calendar; Standard ($10/seat/mo billed annually, $12 monthly) adds unlimited event types, multiple calendars, payments and reminders; Teams ($16/$20) adds round-robin scheduling, routing forms and admin controls; Enterprise starts at $15,000/year. It is included here because many people searching "AI scheduling" actually need booking, not auto-planning — and because its newer AI add-ons (a notetaker and assistant, sold as "Plus" tiers) do not change that core distinction.
Sunsama is the deliberate opposite of auto-scheduling. Each morning it walks you through a guided routine: review unfinished work, pull today's tasks from tools like Asana, Todoist, Notion, Trello or Jira, check the load against your real capacity, and timebox the day onto your calendar yourself. It closes with an end-of-day shutdown and review. Pricing is a single Pro plan at $17/mo billed annually ($204/year) or $22/mo billed monthly, with an AI assistant included. There is no free plan, but the 14-day trial does not require a credit card.
Clockwise shut down on March 27, 2026, after its team joined Salesforce. The service — a team calendar optimiser known for protecting focus time by moving flexible meetings — gave users roughly a week's notice. Prepaid subscriptions were refunded pro rata, Clockwise-managed events were removed from calendars, and user data was deleted rather than transferred to Salesforce.
Clockwise's own shutdown notice pointed users to Reclaim.ai as the migration path for focus time, habits and scheduling links, and Reclaim published a feature-by-feature migration guide. If you found this page while looking for a Clockwise replacement, Reclaim.ai above is the closest match on published features; Motion is the alternative if you also want to replace your task manager. We do not link to Clockwise because there is nothing left to sign up for.
"Meetings eat my work time" points to Reclaim or Motion. "Booking meetings takes too many emails" points to Calendly. "I never plan my day at all" points to Sunsama. The tools barely overlap — misdiagnosing the problem is the common mistake.
Reclaim and Sunsama sit on top of the calendar and task tools you already have. Motion asks you to move your tasks and projects into it. A layer is a smaller change; a replacement is a bigger one with a bigger payoff if you commit.
Check the solo vs team price split (Motion), the tier where limits stop biting (Reclaim's sync and link caps), the tier that unlocks team booking (Calendly Teams), and monthly-vs-annual gaps everywhere. Annual billing is cheaper, but only after a trial proves the fit.
Reclaim and Calendly have free plans; Sunsama offers 14 days without a card; Motion offers 7 days. Run one normal, messy week through your top candidate — auto-schedulers in particular only prove themselves against real meetings, not an empty calendar.
An AI scheduler (Reclaim, Motion) arranges your own tasks and focus time around your meetings, and re-arranges them when plans change. A booking tool (Calendly) lets other people reserve slots with you. Many freelancers eventually use one of each — they solve different problems.
On published pricing, Reclaim's free Lite plan is the only permanent free option with auto-scheduling, and its Starter plan at $10/mo billed annually is the cheapest paid auto-scheduler here. Calendly's free plan is cheaper for pure booking (also $0), while Sunsama ($17/mo billed annually) and solo Motion ($29/mo billed annually) cost more.
No. Clockwise shut down on March 27, 2026, after its team joined Salesforce, and it directed its users to Reclaim.ai. Any "Clockwise review" that presents it as a current option is out of date — see the section above.
All four support both Google Calendar and Outlook on their current published pages. Motion and Sunsama also list Apple/iCloud calendar support. Team-wide features (such as Reclaim's Business-tier controls or Calendly's routing) may still depend on your plan.
Both. Reclaim prices per seat up to 100 seats on Business and adds team features such as a team out-of-office calendar and delegated access; Motion's team pricing is per seat with capacity planning on Business AI; Calendly's Teams plan is built for shared booking. The main caveat: calendar-optimisation features work best when the whole team uses the same tool.
Because this guide is compiled from the vendors' published specifications and pricing, not from paid placements or invented testing. Where a judgment appears (for example, "a bigger commitment"), it follows directly from the documented facts shown next to it, so you can judge for yourself.