Email writing
AI email reply assistant in iMessage
The customer question. The supplier follow-up. The school reply. Tell Caddy what to say, review the message, and let it send the email for you.
Reply to Jamie that the order is ready for pickup Friday, 10 to 4
To: jamie@example.com Subject: Re: Order pickup Hi Jamie, your order is ready. You can pick it up Friday, 10–4. See you then! Want me to send it?
Yes, send it
Sent to Jamie in the order thread.
The problem
Most replies require thread context, tone, timing, and calendar awareness, which makes quick responses slower than they should be.
How Caddy helps
- Read the original thread so you do not need to explain it all again.
- Write the reply with your details, tone, and availability.
- Send it through your connected Gmail account once you approve.
Why Caddy is different
The thread, your instructions, and the draft stay together in iMessage. You can edit a line or approve the whole reply without opening Gmail, and nothing sends before you review it.
What the workflow looks like
- 1
Tell Caddy which email to answer and the outcome you want.
- 2
Review the complete reply in iMessage and make any changes.
- 3
Approve it. Caddy sends the reply and confirms it went through.
Texts to try
- “Reply to Jamie that the order is ready for pickup Friday, 10 to 4.”
- “Follow up with the supplier about when our order will arrive.”
- “Reply to the school that I can help Friday morning. Show me before sending.”
Common scenarios
Keep customers answered
Turn a quick instruction into a complete reply, then approve it in iMessage and let Caddy send it.
Related: AI inbox assistant for GmailFollow up with a supplier
Point Caddy to the order thread and have it write and send the follow-up you approve.
Get the next appointment scheduled
Use your connected calendar to answer availability questions and send a confirmed invitation after review.
Related: AI meeting scheduler in iMessageBest ways to use it
- Say the outcome you want, not the exact wording.
- Ask Caddy to keep replies brief when speed matters.
- Use calendar context when replying about availability.
Frequently asked questions
How does the AI email reply assistant work?
Choose a connected Gmail thread and tell Caddy the outcome you want. Caddy reads the thread, shows the complete reply in iMessage, and sends it once you approve.
Can Caddy write in my voice?
Caddy can use context from the thread and your instructions to draft concise replies that match your preferred tone.
Will Caddy send a drafted email without approval?
No. Every email send and thread reply receives a review step before anything leaves your Gmail account.
Can I edit the draft before sending?
Yes. Reply with the change you want, review the revised draft, and approve only when it is ready.
Can Caddy use my calendar in an email reply?
Yes. If you connect Google Calendar, Caddy can use your availability when it prepares a scheduling reply.
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