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Raegan vs Reclaim: Inbox or Calendar First?

September 4, 2026 · Comparisons · 8 min

By Anton Gulin, founder of Raegan

TL;DR: Raegan and Reclaim solve different problems. Reclaim is an AI scheduling tool, now owned by Dropbox, that defends focus time and auto-arranges your calendar. Raegan is a private, self-hosted personal AI assistant that triages your inbox, drafts replies in your voice, and reaches you across 20-plus channels. Reclaim was used by 320,000 people across more than 43,000 companies before its 2024 Dropbox acquisition, a sign of how large the calendar-automation category has grown.

Most "Raegan vs Reclaim" searches assume these tools compete. They mostly don't. One runs your calendar. The other runs your inbox and admin. This comparison lays out what each actually does, who it suits, public pricing, and where the line between them sits, so you can pick by job rather than by category label.

If you are still mapping the wider field, start with the personal AI assistant overview, or see the related Raegan vs Motion breakdown, since Motion and Reclaim play in the same calendar lane.

Raegan vs Reclaim: what is the real difference?

The real difference is category. Reclaim is a calendar and scheduling assistant that protects focus time and rearranges your day automatically, per reclaim.ai. Raegan is a private, self-hosted personal AI assistant that handles email, briefings, and operations across the channels you already use, per raegan.ai. One optimizes time on a calendar. The other does work for you and reports back.

That distinction matters because they rarely replace each other. A founder drowning in email gets little relief from a tool that perfects calendar blocks. A manager whose problem is meeting overload gets little from an inbox assistant. The right question is not which is better, but which job you are trying to fix.

Here is the like-for-like view before the detail.

Sources for each cell are listed at the end. Vendors change prices often, so confirm before you buy.

What does Reclaim do, and who is it for?

Reclaim is an AI calendar that automatically schedules work, meetings, and personal commitments on top of your existing Google Calendar or Outlook, per its homepage. It bills itself as the "#1 AI calendar for work" and uses specialized AI agents for focus time, habits, buffer time, and smart meetings to defend your time and adapt your schedule as priorities shift. Its own FAQ cites an average of 7.6 added hours of focus time per week.

Who it's for: Reclaim is built for everyone from individuals to company-wide enterprise deployments, per reclaim.ai, with a clear lean toward teams that live in their calendar. Managers, EAs running delegated access, and companies standardizing scheduling are the core fit.

Reclaim was acquired by Dropbox in August 2024, when its founders reported the app was used by more than 320,000 people across over 43,000 companies, including PagerDuty, Zapier, and GitHub, per SiliconANGLE and TechCrunch. It now sits inside Dropbox's broader productivity push.

Pricing: Reclaim has a genuine free Lite tier, capped to one calendar sync and a one-week scheduling range, per its pricing page. Paid plans on the annual rate run Starter at $10, Business at $15, and Enterprise at $22 per seat per month, with monthly rates slightly higher. It is one of the more affordable assistants in this space because it does one thing well rather than many things.

What it does not do: Reclaim is not an email assistant. It does not read, triage, or draft your inbox, and it does not reach you across messaging apps. That is by design. It is a scheduling specialist, not a do-everything assistant.

What does Raegan do, and who is it for?

Raegan is a private personal AI assistant for business owners and founders who run a company day to day. It reads and triages email, drafts replies in your voice, manages your calendar, turns calls and ideas into searchable notes, runs research and returns a sourced brief, and sends a morning daily briefing described as a clean two-minute summary of your day, per raegan.ai.

Who it's for: Owner-operators whose real bottleneck is the inbox and the admin behind it, not their calendar blocks. The framing on the site is direct: you did not start a business to run your inbox.

Two things set it apart from a calendar tool. First, it is reachable across 20-plus channels like WhatsApp, iMessage, Slack, Telegram, and email, so you delegate by voice, text, or forwarded email with no new app to learn. Second, it is private and self-hosted: it runs on your own server, built on Hermes, the open-source autonomous agent from Nous Research, and the site states your email, notes, and conversations stay yours, never shared, never sold, and not pooled with other customers.

The approval gate: Raegan drafts replies but does not send anything customer-facing automatically. You approve before anything sends, per raegan.ai. That keeps a human in control of outbound, which matters when the assistant is writing in your name.

Pricing: Raegan is the more expensive option here, with early-supporter rates of Core at $300 per month, Pro at $500, and a custom Concierge tier for teams. It is pre-launch and onboarding in small groups. The price reflects scope: it does the work of an assistant, not the tuning of a calendar.

How do the prices compare?

Reclaim and Raegan sit at opposite ends of the price scale because they do different amounts of work. Reclaim's paid entry point is $10 per seat per month on the annual plan; Raegan's entry is $300 per month, per each vendor's pricing pages. The chart below plots the public entry price for each, plus the human roles Raegan's own site benchmarks against.

The gap is not a quality gap. Reclaim is cheap because scheduling is one focused job. Raegan costs more because it does the work an assistant does, on your own server, across every channel you use. Match the price to the problem you are actually solving.

Which one should you choose?

Choose by your bottleneck. If your day is won or lost on the calendar, if focus time keeps getting eaten and meetings sprawl, Reclaim is the stronger and far cheaper fit, and its free tier lets you test that before paying. If your real problem is a flooded inbox and the operational follow-through behind it, a scheduling tool will not touch it, and a private AI assistant like Raegan is the closer match.

Many owners need both, and that is fine. Reclaim can guard the calendar while a separate assistant clears the inbox. Raegan is one option among several for that second job, and it is honestly aimed at owner-operators who value privacy and self-hosting, not at casual users who just want calendar tidying. If you want the email side handled in your voice with you approving what sends, see how an AI email assistant fits, or compare the broader field in best AI assistants for business owners 2026.

FAQ

Is Raegan a competitor to Reclaim?

Not directly. Reclaim is an AI scheduling tool that automates your calendar, while Raegan is a private personal AI assistant that triages email, drafts replies, briefs you, and runs admin across 20-plus channels. They solve different problems, so many owners could use both: Reclaim for the calendar, Raegan for the inbox and operations.

Who owns Reclaim?

Dropbox owns Reclaim. Dropbox acquired Reclaim.ai in August 2024, when the founders reported the app was used by more than 320,000 people across over 43,000 companies, including PagerDuty, Zapier, and GitHub, per SiliconANGLE and TechCrunch. Reclaim now operates inside Dropbox's broader productivity portfolio as a shared cloud service.

Does Reclaim manage email?

No. Reclaim is a calendar and scheduling assistant. It defends focus time, automates habits and buffer time, and arranges meetings on top of Google Calendar or Outlook, per reclaim.ai. It does not read, triage, or draft your inbox. For email work, you need an email-focused assistant rather than a scheduling tool.

Is Raegan private and self-hosted?

Yes. Raegan runs on your own server and is built on Hermes, the open-source autonomous agent from Nous Research, per raegan.ai. The site states your email, notes, and conversations stay yours, are never shared or sold, and are not pooled with other customers. Reclaim, by contrast, is a shared cloud service operated by Dropbox.

How much do Raegan and Reclaim cost?

Reclaim has a free Lite tier and paid annual plans at $10 (Starter), $15 (Business), and $22 (Enterprise) per seat per month, per its pricing page. Raegan uses early-supporter pricing of Core $300 per month, Pro $500, and a custom Concierge tier. The gap reflects scope: Reclaim does scheduling; Raegan does inbox, briefings, and operations.

Sources

1. Reclaim product, AI calendar, agents for focus time and meetings, "built for everyone." Reclaim, 2026. https://reclaim.ai
2. Reclaim pricing: free Lite (1 calendar sync, 1-week range), Starter $10, Business $15, Enterprise $22 per seat/mo annual. Reclaim, 2026. https://reclaim.ai/pricing
3. Dropbox acquires Reclaim, 320,000 users across 43,000+ companies, August 2024. Reclaim founders' note. https://reclaim.ai/blog/dropbox-acquires-reclaim
4. Dropbox acquisition, 320,000 users / 43,000 companies, PagerDuty/Zapier/GitHub. SiliconANGLE, 2024. https://siliconangle.com/2024/08/22/dropbox-acquires-ai-powered-calendar-app-reclaim-ai/
5. Dropbox acquires Reclaim, AI scheduling, August 22, 2024. TechCrunch, 2024. https://techcrunch.com/2024/08/22/dropbox-acquires-index-ventures-backed-ai-scheduling-tool-reclaim-ai/
6. Raegan positioning, email triage, daily briefing, 20+ channels, self-hosted on Hermes (Nous Research), approval-gated email, pricing (Core $300 / Pro $500 / Concierge), human EA and CoS benchmarks. Raegan, 2026. https://raegan.ai

Want an assistant that runs privately on your own server and clears the inbox in your voice, not just tidies your calendar? Get early access to Raegan.