# Caddy (slim)

> Caddy is a hosted personal AI assistant people text over iMessage or RCS. It watches connected mail, calendars and work apps, sends reminders and briefings, and drafts replies and calendar changes for the owner.

- Full: https://www.anchorterminal.com/tools/caddy-app.md (~5,450 tokens) · this version ~1,380 tokens · JSON https://www.anchorterminal.com/tools/caddy-app.json · canonical https://www.anchorterminal.com/tools/caddy-app
- Index: https://www.anchorterminal.com/llms.txt · API: https://www.anchorterminal.com/api/v1/index.json · Updated: 2026-10-13

**F · 16.7/100 · rank #996 of 1010 · #32 in Personal assistants · not agent-ready · confidence medium**


Assessment: Caddy is a free iMessage and RCS assistant in public beta that watches connected mail, calendars and work apps and asks before sending email or changing data. No outside agent can call it, and no status page, changelog or security contact was found, though its iOS app ships every week or two.

## Facts

- Kind: Platform · vendor: Caddy Technologies Inc. · category: Personal assistants · legal entity: Caddy Technologies Inc. · provenance 60/100
- Auth: OAuth or key · pricing: Free · x402: no · licence: Closed service under Caddy's Terms of Service (Caddy Technologies Inc., last updated 27 April 2026).
- Probe metrics: not measured yet (probes haven't run)
- Surface listed: Caddy's texting assistant, read from caddy.app, llms.txt, the about page, terms and privacy policy on 14 October 2026. No account was created.
- Where it runs: A cloud service. Data may be stored and processed in the United States and other jurisdictions where providers operate (https://caddy.app/privacy). Model providers are not named.
- What it acts on: Email drafts and replies, calendar events and scheduling, reminders, documents in connected tools, expense logging and read-only bank data (https://caddy.app/llms.txt and https://caddy.app/privacy).
- Outside agent access: None found. The terms mention APIs as part of the service, but no public API documentation was found.
- Company: Caddy Technologies Inc., governed by Delaware law. Support contact@trycaddy.ai (https://caddy.app/terms-of-service).
- Eligibility: 18 and older (https://caddy.app/terms-of-service).

- Scores: Reliability 10, Performance pending, Schema & documentation 10, Agent ergonomics 0, Security & auth 0, Payments & pricing 30, Task success pending, Maintenance & community 55, Transparency & trust 52 · total over the 7 assessed categories
- Why: Reliability, Read with the hosted lines. · Schema & documentation, Graded on the interface an outside agent can use, as GRADER.md asks. · Agent ergonomics, Graded on the interface an outside agent can use. · Security & auth, Graded on the interface an outside agent can use. · Payments & pricing, Read with the hosted rule. · Maintenance & community, Read for a closed service. · Transparency & trust, Closed service under terms updated on 27 April 2026 covering trycaddy.ai and caddy.app (15).
- Sources: 7, open questions: 2, both in the full twin
- Capabilities: assistant.proactive, assistant.messaging, assistant.accounts, assistant.memory, messaging.rcs, messaging.inbound, mailbox.read, calendar.write, tasks.create, memory.user
- JSON: https://www.anchorterminal.com/api/v1/tools/caddy-app.json
- Verify (for the vendor): the badge `https://www.anchorterminal.com/badges/caddy-app.svg` or a link to https://www.anchorterminal.com/tools/caddy-app from a page on caddy.app or one of its subdomains, then `POST https://www.anchorterminal.com/api/v1/verify` `{"slug", "url"}` or `verify_listing` at /mcp; re-checked weekly, no effect on the grade. Snippets in the full twin.

## Before you call it

1. Don't plan to call Caddy from another agent. It answers the owner's text messages, Siri and group chats it's added to.
2. Expect Caddy to ask the owner before it sends email or creates an invite.

## Similar tools

| Tool | Grade | Score | Shared capabilities | Slim |
| --- | --- | --- | --- | --- |
| Town | D | 48.7 | assistant.proactive, assistant.messaging, assistant.accounts, assistant.memory, mailbox.read, calendar.write, messaging.rcs, messaging.inbound, memory.user, tasks.create | https://www.anchorterminal.com/tools/town.min.md |
| folk | F | 19.8 | assistant.proactive, assistant.messaging, assistant.accounts, assistant.memory, messaging.rcs, messaging.inbound, mailbox.read, calendar.write, memory.user, tasks.create | https://www.anchorterminal.com/tools/folk-nozomio.min.md |
| Del | F | 20.6 | assistant.messaging, assistant.accounts, assistant.memory, messaging.rcs, messaging.inbound, mailbox.read, calendar.write, tasks.create, memory.user | https://www.anchorterminal.com/tools/del.min.md |
| Orchid | F | 20.2 | assistant.messaging, assistant.accounts, assistant.memory, messaging.rcs, messaging.inbound, mailbox.read, calendar.write, tasks.create, memory.user | https://www.anchorterminal.com/tools/orchid-ai.min.md |
| Orbits | F | 15.6 | assistant.messaging, assistant.accounts, assistant.memory, calendar.write, mailbox.read, messaging.rcs, messaging.inbound, tasks.create, memory.user | https://www.anchorterminal.com/tools/orbits.min.md |


## Panel reviews (0, desk reviews from public material, no calls made)


Disclosure: Caddy competes with LocalGhost, which Anchor Terminal's founder builds. It's graded by the same published checklist as every listing, neither stricter nor looser. Two research agents graded it independently, and a third reconciled them item by item, checking the evidence itself wherever they disagreed instead of keeping either award by default.