# Caddy

Personal AI assistant that coordinates life and work through messaging and monitors connected apps.

Canonical profile: https://ki-agentenkompass.de/en/agents/caddy/
Editor: [Michael Meierhoff](https://ki-agentenkompass.de/en/about/)
Sources reviewed: 2026-11-09
Basis: provider documentation. Examples are editorial suggestions, not hands-on product tests.

## Overview

Standalone Caddy Technologies Inc. service integrating existing apps.

- Provider: Caddy Technologies Inc.
- Product family: Caddy
- Profile type: Managed personal messaging assistant in public beta.
- Environment: iMessage on iPhone, RCS on Android; no separate app required.
- Connections: Email, calendars, messages and other connected work data; optional financial data through Plaid.
- Setup: Start Caddy through messaging and authorize the required services.
- Pricing model: Free entry is advertised. Paid features and prices are presented within the service.

## Key features

### Work in chat

Supports text, voice messages and group chats.

Source: https://caddy.app/

### Organize calendars

Coordinates calendars and reminders.

Source: https://caddy.app/

### Proactive updates

Recognizes needs in connected apps and reports next steps.

Source: https://caddy.app/about

### Prepare replies

Drafts replies directly from work context.

Source: https://caddy.app/about

### Learn preferences

Adapts assistance to preferences and working style.

Source: https://caddy.app/

## Example workflows

### Coordinate schedules

- Your input: A scheduling request and calendar access.
- Possible result: Coordinated events and reminders in chat.
- What to check: Check timezone, participants and the calendar entry.

### Follow up on messages

- Your input: Authorized message context and a desired outcome.
- Possible result: Reply draft and next tasks.
- What to check: Check recipients, content and execution before completion.

## Requirements and limits

### Public beta

Limitation: Errors are possible; review information and performed actions yourself.

Source: https://caddy.app/

### Permissions

Requirement: Connected services require authorization; actions may run without further confirmation depending on configuration.

Source: https://caddy.app/terms-of-service

### Messaging dependency

Limitation: Messaging-provider issues can interrupt replies.

Source: https://caddy.app/

## A good fit if …

- you want to coordinate tasks in your messenger
- you want proactive updates from connected apps
- you want to coordinate shared plans in group chats

## Less suitable if …

- you need guaranteed accuracy and fixed resumption commitments
- you want a self-hosted system with freely selectable models

Editorial assessment based on provider documentation. Not a product test.

## Usable AI models

Models not stated

AI providers process context; specific models, model selection, BYOK, routing and local inference are publicly unspecified.

- Model families named: None named
- Model choice: Not stated
- Your own API key: Not stated
- Router or custom endpoint: Not stated
- Local models: Not stated

Partly documented · Sources accessed on: 2026-11-09

- [Caddy · Privacy policy](https://caddy.app/privacy)

## Europe & regional availability

Product access, country availability and data processing are assessed separately.

Reviewed scope: Caddy · Documented product access
Reviewed on: 2026-11-09

### Access and regional conditions

Availability still unclear

iMessage and Android RCS are listed; a definitive country list is absent. Data processing includes the US.

Region covered: EU/EEA, United Kingdom and Switzerland

Documented reason: The conditions of the specific access route and connected services apply.

Official source: https://caddy.app/
Official source: https://caddy.app/privacy

## Accounts & permissions

Based on provider documentation. Permissions depend on the account, integration and organization policies. Review the permissions actually requested before use.

Configuration covered: Caddy · Account and permissions
Sources reviewed: 2026-11-09

### Account used

Documented with conditions: Account holders are responsible for credentials and integration permissions; a separate role model is unspecified.

Evidence: https://caddy.app/terms-of-service

### Admin approval

Documented with conditions: Actions follow instructions and configuration; further confirmation may be omitted.

Evidence: https://caddy.app/terms-of-service

### Data access & team sharing

Documented with conditions: Actions extend into authorized integrations. Plaid access concerns financial data, not money transfers.

Evidence: https://caddy.app/privacy

## Prices and included usage

Pricing checked: 2026-11-09

Free entry is advertised. Paid features and prices are presented within the service.

The linked source does not fully specify plans or usage charges.

Pricing details: https://caddy.app/

## Operation & oversight

Based on public provider documentation. Assessments are editorial inferences from the stated properties. Actual time requirements and reliability have not been measured.

Deployment covered: Caddy · Execution and resumption
Sources reviewed: 2026-11-09

### Files and working state

Documented with conditions: Conversation history remains in the account; a public task-state model is absent.

Evidence: https://caddy.app/privacy

### Sign-ins

Documented: Integrations require authorization. With Plaid, Caddy does not receive bank login credentials.

Evidence: https://caddy.app/privacy

### Starting further runs

Documented: User instructions and integration events can trigger workflows.

Evidence: https://caddy.app/terms-of-service

### Human intervention

Documented with conditions: Chat replies steer next steps; formal pause or cancellation guarantees are unspecified.

Evidence: https://caddy.app/about

### Detecting errors

Documented with conditions: For missing replies, the FAQ mentions messaging issues and support; automatic retry behavior remains unspecified.

Evidence: https://caddy.app/

### Resuming after failures

Open in reviewed sources: Stored history is accessible; guaranteed resumption of interrupted actions is publicly unspecified.

Evidence: https://caddy.app/privacy

### Editorial assessment

Editorial assessment for the documented access route. Each criterion lists requirements and unresolved operating details.

## Memory and conversation continuity

Scope: Caddy account, connected services and messaging chats.
Sources accessed: 2026-11-09

Conversation history and learned preferences; separate memory storage and retrieval mechanics unspecified.

### Storage and scope

Partly documented: The service processes conversation history and derived information, with storage in the US and other provider regions. A separate memory backend is unspecified.

- [Caddy · Privacy policy](https://caddy.app/privacy)

### Selection and timing

Partly documented: Caddy learns preferences through use and monitors connected apps. Timing and selection rules for durable learned entries are unspecified.

- [Caddy · Product overview](https://caddy.app/)
- [Caddy · About](https://caddy.app/about)

### Inspect, edit and delete

Partly documented: History/account content can be deleted; account deletion generally allows 30 days plus up to 30 further days for backups. A per-memory editor is unspecified.

- [Caddy · Privacy policy](https://caddy.app/privacy)

### Agent and channel boundaries

Partly documented: Personalization concerns the user and connected apps; group chats are supported. Memory isolation across groups or projects is unspecified.

- [Caddy · Product overview](https://caddy.app/)

### Retrieval

Partly documented: Learned preferences inform assistance; context may be sent to AI providers. Semantic search, ranking and context selection are unspecified.

- [Caddy · Product overview](https://caddy.app/)
- [Caddy · Privacy policy](https://caddy.app/privacy)

### Session reset and compaction

Partly documented: History is generally retained for the account’s lifetime. Reuse after session restart/reset and context compaction are publicly unspecified.

- [Caddy · Privacy policy](https://caddy.app/privacy)

## Context

Errors are possible; review information and performed actions yourself.

Official product documentation reviewed. Workflows and assessments are editorial; hands-on product tests are outside the scope of this directory.

## Open points

Europe, availability still unclear:
- Access and regional conditions

## Sources

- https://caddy.app/

- https://caddy.app/about

- https://caddy.app/terms-of-service

- https://caddy.app/privacy

## Provider

Caddy Technologies Inc. lists a corporate address in Delaware, USA.

- Operator: Caddy Technologies Inc.
- Organization: Software provider
- Website: https://caddy.app/
- Reviewed: 2026-11-09

- Provider source: https://caddy.app/

[Sources and method](https://ki-agentenkompass.de/en/sources/)
