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Calendar · Direct connection · Starter

Your Outlook schedule gets the appointment while Penny takes the call.

Keep booking in the Microsoft calendar your office uses. Penny checks its busy times and your working hours, then writes the appointment the caller accepts so the office can see the agreed visit.

14 days of Pro included. No credit card.

The fields your office receives

Source fieldDestination
Service and caller nameOutlook event subject
Agreed date and timeEvent start and end
Service address, when suppliedEvent body
Calendar free/busy informationPenny’s availability check
Direction
Outlook provides free/busy information. Penny creates the appointment in the connected calendar.
When it happens
The availability check and booking happen within the conversation. Penny confirms the booking after Outlook accepts it.

Connecting one mailbox does not give Penny access to every staff member’s schedule. Confirm the calendar covered by your connection. If there is no open time or the connection fails, Penny records a callback request.

Set up the connection

  1. 1

    Sign in with the appointment account

    Choose Outlook Calendar in Penny’s Integrations settings. Use the Microsoft account that holds the appointments you want Penny to book.

  2. 2

    Complete the permission check

    Approve the requested calendar permissions. If your Microsoft organization requires administrator approval, have your administrator finish that step before testing.

  3. 3

    Align the working day

    Confirm the calendar or mailbox shown in the connection. Check Penny’s timezone and business hours against the office’s Outlook calendar.

  4. 4

    Listen to a booking and inspect the event

    Place a test call and accept an available appointment. Open Outlook to compare the date, time, caller name, and service address with the conversation.

Penny appointment and calendar setup
Penny’s appointment settings before connecting a calendar. This sample shows the Google connection control; use your Outlook Calendar account’s approved connection procedure.

Illustrative Outlook appointment

Subject
Consultation — Sample Caller
Start
September 16, 2026, 9:00 a.m. Eastern
End
September 16, 2026, 10:00 a.m. Eastern
Body
Office consultation; caller-provided location
Sample Outlook event: the connected calendar gives your office the agreed local time.

Check the first result

Verify the event appears in the intended mailbox with the correct timezone. Block another test time in Outlook and confirm Penny respects that busy period.

Questions about this connection

Can Penny see every staff member’s schedule?

The connection covers the calendar or mailbox you authorize. Confirm that scope with your Microsoft administrator and use the schedule your office intends Penny to book.

How do I know the connection is ready?

Verify the event appears in the intended mailbox with the correct timezone. Block another test time in Outlook and confirm Penny respects that busy period.

Provider reference

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