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Caddy

A proactive AI assistant that lives in iMessage

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What it does

Caddy is a personal AI assistant that works from an ordinary iMessage conversation. It can turn a text into a reminder, find an important email, prepare a reply, update a calendar event, or research a question without asking you to learn another interface.

The useful difference is that Caddy can text first. Connected tools such as Gmail, Google Calendar, Slack, Linear, and Todoist give it context for morning briefs and timely nudges, while sends and calendar changes stay behind an approval step.

Good for

Email and calendar adminProactive daily briefsContextual remindersApproval-based actions

Works through

iMessage

What stands out

01

Brings the day into one thread

Calendar events, important inbox items, and reminders can arrive as a concise brief inside Messages.

02

Prepares actions across connected tools

Caddy can draft email replies, propose calendar changes, search connected sources, and manage tasks from a text request.

03

Asks before sensitive changes

The official workflow keeps actions such as sending an email or changing calendar details under your approval.

Ways to use it

Requests you can hand off

Remind me at 4 to send Jordan the final numbers.
Did anything important come in from the landlord today?
Move my dentist appointment to the new time in their email.

What to know before you start

Caddy only sees conversations that include Caddy, and connected-app data is available after you grant access.

Review drafts and proposed calendar changes before approving them, especially when a request affects another person.

Common questions

Caddy FAQ

What can Caddy do?

Caddy documents these capabilities: “Brings the day into one thread”, “Prepares actions across connected tools”, “Asks before sensitive changes”. Caddy is a personal AI assistant that works from an ordinary iMessage conversation. It can turn a text into a reminder, find an important email, prepare a reply, update a calendar event, or research a question without asking you to learn another interface.

How do I start using Caddy?

Visit the official site linked on this page for the current access flow and supported iMessage setup.

Where does Caddy work?

Caddy is documented for iMessage. Check the official site for current regional availability.

What should I know before using Caddy?

Caddy only sees conversations that include Caddy, and connected-app data is available after you grant access. Review drafts and proposed calendar changes before approving them, especially when a request affects another person.

How we checked it

Official iMessage use-case page reviewed; reminders, connected services, proactive briefs, and approval controls confirmed.

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