Scheduling
AI meeting scheduler in iMessage
Text Caddy your duration and constraints. It checks your Google Calendar, suggests a free time, and prepares the invitation for your review.
Find 30 minutes Tuesday afternoon for Jordan and me, then prepare an invite
You are free Tuesday from 2:30 to 3. I prepared a 30-minute invite for Jordan at that time. I cannot see Jordan’s calendar, so nothing has been sent yet. Want to review the invite?
The problem
Scheduling is simple in theory but expensive in practice when availability, attendees, and context are spread across tools.
How Caddy helps
- Check your connected calendar for open times that match your constraints.
- Prepare the title, attendees, location, notes, and useful buffers.
- Draft a scheduling reply when the conversation started in Gmail.
Why Caddy is different
Caddy keeps the availability check and proposed invite in one text conversation. You see the exact time and guests before anything goes out, and you stay in control of the final invitation.
What the workflow looks like
- 1
Tell Caddy who you need to meet and when it should happen.
- 2
Caddy checks availability and prepares the event details.
- 3
Caddy creates the calendar event or drafts the scheduling message after approval.
Texts to try
- “Find 30 minutes with Jordan next week”
- “Show me my free 30-minute slots Tuesday afternoon”
- “Prepare a Thursday invite for Alex with a 15-minute buffer”
Common scenarios
Find your availability by text
Ask Caddy to check your calendar and suggest meeting times without opening a calendar app.
Turn email coordination into a meeting
When scheduling starts in email, Caddy can draft the reply or prepare the event.
Related: AI email reply assistant in iMessageAdd the right meeting details
Caddy can include attendees, title, notes, location, and video links when preparing the event.
Related: AI calendar assistant in iMessageBest ways to use it
- Include constraints like duration, timezone, and preferred days.
- Ask for prep or travel buffers when the meeting needs them.
- Use related email context when scheduling from a thread.
Frequently asked questions
How does the AI meeting scheduler find time?
Caddy checks a Google Calendar you connected and suggests open times that match the duration, day, timezone, and buffers you requested.
Can Caddy see the other person’s calendar?
Only when that calendar is connected or shared with an account Caddy can access. Otherwise, Caddy suggests times from your availability without claiming the guest is free.
Will Caddy send an invite automatically?
No. An invitation with external attendees requires review before Caddy sends it.
Can Caddy handle timezones and meeting buffers?
Yes. Include the timezone, duration, preferred days, travel time, or prep buffer in your text.
Can Caddy schedule from an email thread?
Yes. With Gmail connected, Caddy can use the scheduling conversation to prepare a reply or calendar invitation for review.
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