Microsoft 365 / Outlook calendar for your AI receptionist, connected for you.

Booking turns on with the AI receptionist. We connect Microsoft 365 / Outlook calendar now; until that is switched on for your line, the receptionist takes a message instead.

What it will do on a call

1. A caller asks for an appointment. The receptionist checks open times in Microsoft 365 / Outlook calendar, offers two or three, reads the one they pick back to them and books it only after they say yes.
2. A caller needs to move or cancel. The receptionist finds the booking that matches the number they are calling from and changes it in Microsoft 365 / Outlook calendar once they confirm.

What you can do with it

• Callers book an estimate or consultation straight into the office's Outlook calendar while the line would otherwise go to voicemail.
• A caller who booked by phone reschedules without a round of phone tag.
• The front desk stops copying times from voicemail into Outlook by hand.
• Offices already on Microsoft 365 or Outlook.com that don't want a separate booking tool.

Use cases

Industries

What the AI receptionist will do on calls

• Checks the calendar for open times inside your bookable hours and offers two or three.
• Reads the time back and books only after the caller says yes. The event has the caller's name, callback number and reason.
• Checks the time is still free at the moment it books, so two callers can't take the same slot.
• Moves or cancels a booking only if the AI made it and the caller is calling from the number that booked it.
• If Microsoft 365 doesn't answer within a few seconds, takes a message instead and tells the caller the team will confirm.

A sample call

How setup works

Guided setup: our team connects it with you and tests it on your account before callers rely on it. Our team connects it with you, usually within 1-2 business days. It's part of our free assisted setup, on every package.

1. Choose Connect on this page or in the app. If it shows Guided setup, Connect opens a short form and our team connects it with you.
2. On a call with us, sign in with the Microsoft 365 or Outlook.com account whose calendar takes bookings, and approve the permissions below.
3. If Microsoft says the app needs admin approval, your admin opens the Microsoft Entra admin center, Enterprise applications, Admin consent requests (or uses the approval link we send) and grants consent for TimberSwitch once. Then sign in again.
4. Tell us which calendar to book into (your main calendar unless you say otherwise), your time zone, bookable hours for each day, appointment length, the gap to leave between appointments, and how far ahead callers may book.
5. In the app, turn on booking, moving and cancelling when you're ready. Checking open times is on by default.
6. Call your number and book a test appointment, then check it appears in Outlook with the caller's name and number.

What it costs

Works with the AI receptionist, an add-on to any plan once it launches.

Good to know

• Some Microsoft 365 organizations turn off user consent for new apps. Then an admin has to approve TimberSwitch once in the Microsoft Entra admin center before anyone can connect.
• One mailbox's calendar per connection, and you sign in as that mailbox. Shared mailboxes, room calendars and staff-by-staff calendars come later.
• Busy, tentative and out of office times block a slot; times shown as Free or Working elsewhere count as open.
• The AI only moves or cancels appointments it booked. Anything your team added by hand stays with your team.
• Each check or booking adds about a second to the call. A slow answer from Microsoft means the AI takes a message instead of booking.
• Booking on calls needs the AI receptionist, which is on the Receptionist and Front Desk packages.

Questions

Related integrations

Microsoft is a trademark of its owner; TimberSwitch is not affiliated. Facts about Microsoft's product last checked October 3, 2026.