Scheduling

AI meeting scheduler in iMessage

Give Caddy the scheduling job. It checks your calendar, uses the email thread for context, and sends the invitation once you approve.

CaddyExample: the customer call is scheduled

Jamie said Tuesday afternoon works. Schedule a 30-minute order consultation when I’m free

You’re free 2:30–3pm Tuesday. Invite Jamie at jamie@example.com to “Order consultation” then?

Yes, send the invite

Created the event and sent Jamie the invitation for Tuesday, 2:30–3pm.

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

“Schedule a 30-minute customer consultation Tuesday afternoon and show me the invite.”
“Find an hour on my calendar for the supplier visit next week.”
“Send the calendar invite for the time Jamie and I agreed by email.”

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 use the agreed time to create the event and send the invitation after review.

Add the right meeting details

Caddy can include attendees, title, notes, location, and video links when preparing the event.

Best 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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