Not receiving texts?

AI in iMessage

AI assistant in iMessage

Text Caddy what needs doing. It can turn emails into calendar events, send the replies you approve, and work through tasks on websites. One conversation, fewer loose ends.

CaddyExample: an email becomes a calendar update

Move my dentist appointment to the new time in their email

Moved it to Thursday at 3:30. The office address and appointment notes are still on the event.

The problem

Most assistants add another app to check and wait for you to open it. You still have to notice what matters and start every task yourself.

How Caddy helps

  • Find the details in emails or on websites and put the dates in your calendar.
  • Write and send email replies after you review them.
  • Fill shopping carts and work through online bookings and check-in.
  • Text first when something important changes, then help you handle it.

Why Caddy is different

Caddy fits into the conversation you already use. There is no separate assistant app to learn or dashboard to keep checking. It can bring something to you, help with the next step, and leave sensitive actions in your control.

Caddy in action

CaddyExample: a school reply, sent

Reply to the school email that I can help Friday morning

To: school@example.com Subject: Re: Friday volunteers Hi, I can help this Friday morning. Let me know what time to arrive. Want me to send it?

Send it

Sent your reply to the school.

CaddyExample: receipts filed and logged

Put these receipts in my household expenses sheet and save the photos in Drive

Added all three expenses to your sheet and saved the photos in your Receipts folder, with a link beside each entry.

What the workflow looks like

  1. 1

    Open your Caddy conversation in Messages.

  2. 2

    Text the job you want done and any useful details.

  3. 3

    Connect an app or sign in to a website when the task needs it.

  4. 4

    Review any outgoing email, invitation, or purchase and get the result back in the thread.

Texts to try

  • Find our school calendar online and add next month’s half days to mine.
  • Reply to the plumber that Thursday morning works. Show me before sending.
  • Add the groceries from this dinner plan to my online cart.

Common scenarios

Start the day in one text

Let Caddy bring calendar and email context into a concise morning message you can act on.

Related: Daily brief

Get a text before you ask

Use reminders and connected sources so important changes can come to you at the useful moment.

Related: Proactive check-ins

Move from a message to an action

Ask Caddy to write the reply, review it in Messages, and approve it to have Caddy send it.

Related: AI email reply assistant in iMessage

Best ways to use it

  • Write the way you would text a helpful person. You do not need special commands.
  • Start with one connected app and add another only when it helps with a real task.
  • Review drafts and proposed changes before you approve them.

Frequently asked questions

Do I need to download another app?

No. On iPhone, Caddy works through a normal iMessage conversation, so there is no separate Caddy app to learn.

Can Caddy read my other iMessage conversations?

No. Caddy sees messages in conversations that include Caddy, not unrelated conversations with other people.

Can Caddy text me first?

Yes. Caddy can send scheduled reminders, a useful morning brief, and relevant updates from the tools you choose to connect.

Which apps can Caddy use?

Caddy can work with connected tools such as Gmail, Google Calendar, Slack, Linear, and Todoist when a request needs their context.

When does Caddy ask for approval?

Caddy asks before sending emails or invitations and placing orders. Clear changes to your own calendar can happen from your request.

Carry less

Start with one text

AI Assistant in iMessage: No New App | Caddy