Calendar automation
AI calendar assistant in iMessage
Point Caddy to the school website, a booking email, or an appointment confirmation. It finds the details and puts the events in Google Calendar for you.
Add the dentist appointment from Dr. Kim’s email and block 20 minutes to get there
Added Thursday, 2:30–3:30, with the office address. I also blocked 2:10–2:30 for the trip there.
The problem
Important timing details often arrive in email or texts, but calendars only stay useful if someone keeps updating them.
How Caddy helps
- Find dates, times, and locations in Gmail, on a website, or in your text.
- Create or update events in your connected Google Calendar.
- Add travel time, prep blocks, and recurring events around the plans.
Why Caddy is different
Plans often arrive somewhere other than your calendar. Caddy turns those scattered details into a useful calendar from the iMessage thread where you noticed them.
What the workflow looks like
- 1
Tell Caddy about an event or an email with the details and ask it to make a calendar event.
- 2
Caddy extracts the relevant event details and asks for approval when needed.
- 3
The calendar event is created with useful context attached.
Texts to try
- “Find our school’s calendar on its website and add this term’s half days to mine.”
- “Add the dentist appointment from their email, with 20 minutes to get there.”
- “Put the confirmed flights and hotel stay from my booking emails on my calendar.”
Common scenarios
Create calendar events from email
Forward or reference an email and ask Caddy to extract the date, time, location, and prep details.
Related: Important email alerts by textAdd travel and prep blocks
Caddy can create surrounding blocks so the calendar reflects the real time needed, not just the appointment.
Make a clear owner-only update
Create or update an event directly when the details are clear and no external invitation is sent.
Related: AI assistant in iMessageBest ways to use it
- Ask for recurring time blocks for repeating work like payroll approval or weekly planning.
- Tell Caddy whether travel time, prep time, or reminders should be included.
- Use calendar automation with important email alerts for events that arrive by email.
Frequently asked questions
Can Caddy create calendar events from emails?
Yes. With Gmail and Google Calendar connected, Caddy can use the date, time, location, and other details from an email to create an event.
Can Caddy add travel time or prep time?
Yes. You can ask Caddy to include travel blocks, prep blocks, reminders, or recurring routines.
Does every calendar change need approval?
No. Caddy can make a clear owner-only change from your request. An event with external attendees requires approval before invitations are sent.
What happens when the date or time is unclear?
Caddy asks a short follow-up instead of guessing when a date, time, calendar, or account is ambiguous.
Which calendar can Caddy update?
Caddy can update a Google Calendar account you connect. If you connect more than one account, specify which calendar when it is not obvious.
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