AI in iMessage
AI assistant in iMessage
Text Caddy like anyone else. It can keep track of what matters, text first when something needs you, and help across the apps you already use.
Morning! You have a team check-in at 10 and a client review at 2. Maya also asked for the revised deck before noon. Want me to draft her reply or set a reminder before the review?
Draft the reply to Maya and remind me before the meeting
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
- Keep everyday requests in a normal iMessage thread.
- Turn ordinary texts into reminders, email help, calendar updates, and useful research.
- Text first when a reminder is due or a connected app has something important.
- Ask before sensitive actions such as sending an email or changing calendar details.
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
Remind me at 4 to send Jordan the final numbers
Got it. I'll text you at 4 to send Jordan the final numbers
Did anything important come in from the landlord today?
Yes. They sent the renewal terms this morning and asked for an answer by Friday. Want the short version?
Draft a reply saying the terms work and ask when they need the deposit
I drafted a short reply confirming the terms and asking about the deposit deadline. Want me to send it?
Move my dentist appointment to the new time from their email
Their email says Thursday at 3:30 instead of 2. Want me to update the calendar event?
What the workflow looks like
- 1
Start Caddy and open the Messages conversation.
- 2
Save the contact so Caddy is easy to find.
- 3
Send a normal text about what you need.
- 4
Connect an app when it would make that request more useful.
Texts to try
- “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 from their email”
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 briefGet a text before you ask
Use reminders and connected sources so important changes can come to you at the useful moment.
Related: Proactive check-insMove from a message to an action
Ask Caddy to prepare an email reply, then review it in Messages before anything is sent.
Related: AI email reply assistant in iMessageBest 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 sensitive actions such as sending an email or changing calendar details, so you can review the next step first.
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