Calendar automation

Keep your calendar updated

Caddy helps your calendar reflect real life by turning plans, deadlines, and recurring obligations into events.

Keep your calendar current
CaddyExample workflow

Add that massage I booked to my calendar and make sure to block travel time too

Done, added the massage and a 15min travel block to your cal

The problem

Important timing details often arrive in email or texts, but calendars only stay useful if someone keeps updating them.

How Caddy helps

  • Detect dates, times, locations, and recurring commitments in email or messages.
  • Create calendar events for appointments, auditions, meetings, errands, and work routines.
  • Add prep blocks or follow-up reminders around important events.

Why Caddy is different

Caddy lives in Messages, so the workflow starts where you already text. It can text first when something matters, use connected tools when you allow it, and ask for approval before sensitive actions like sending email or changing calendar details.

What the workflow looks like

  1. 1

    Tell Caddy about an event or an email with the details and ask it to make a calendar event.

  2. 2

    Caddy extracts the relevant event details and asks for approval when needed.

  3. 3

    The calendar event is created with useful context attached.

Texts to try

  • Add this audition and travel time to my calendar
  • Make a recurring Friday block to approve payroll
  • Put an hour on the cal with Coop whenever we're both free tomorrow

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: Never miss an important email

Add travel and prep blocks

Caddy can create surrounding blocks so the calendar reflects the real time needed, not just the appointment.

Keep recurring routines visible

Use recurring blocks for payroll, planning, admin work, or anything that should not depend on memory.

Related: Replace Apple Reminders

Best 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. Caddy can use details from an email or message to prepare a calendar event and ask for confirmation when needed.

Can Caddy add travel time or prep time?

Yes. You can ask Caddy to include travel blocks, prep blocks, reminders, or recurring routines.