AIssie + Microsoft 365 / Outlook Calendar — AI Booking

AIssie + Microsoft 365 — Outlook Bookings on AutopilotConnect AIssie to Microsoft 365 and it books appointments straight into your Outlook Calendar while the customer is still on the call or chat. It checks availability, prevents clashes, and sends reminders to keep your schedule full.What AIssie + Microsoft 365 doesReal-time Outlook bookingAIssie reads your Microsoft 365 availability and books the appointment on the spot.No clashesLive calendar access means AIssie only offers slots that are actually free.Automated remindersConfirmation and reminder messages before each appointment reduce no-shows.Fits your Microsoft stackBookings land in the Outlook Calendar your team already runs on.How it works01 Connect Microsoft 365Authorise AIssie to view availability and create events in Outlook.02 Set your booking rulesChoose appointment types, durations and buffers so AIssie books the way you work.03 AIssie books for youEvery call and chat that needs a booking lands in your Outlook Calendar.

Appointment booking — AIssie books consultations and appointments into Outlook in real time.

No-show reduction — Automated reminders keep appointments confirmed and the calendar full.

Team scheduling — Bookings appear in the shared Microsoft 365 calendar your team uses.

Frequently asked questionsDoes it work with Outlook Calendar?Yes. AIssie books into the Outlook Calendar in your Microsoft 365 account in real time.Will it create clashes?No. AIssie reads your live availability and only offers slots that are free.Can it send reminders?Yes. AIssie can send confirmation and reminder messages before each appointment.Is the connection secure?Yes. AIssie connects through Microsoft’s standard authorised connection and only accesses the calendar data needed to book.

Explore AIssie

Home About Pricing FAQ Missed Call Calculator Customer Stories Blog Contact AI Voice Receptionist AI Chat Assistant Booking & Scheduling Invoice Follow-ups Integrations AI for Tradies AI for Plumbers AI for Electricians AI for Builders AI for HVAC & Air Conditioning AI for Landscapers AI for Retail AI for Restaurants & Hospitality AI for Real Estate AI for Health & Beauty AI for Freight & Logistics AI for Professional Services AI for Dental Practices AI for Accountants & Bookkeepers AI for Auto Mechanics AI for Cleaners AI for Gyms & Fitness Studios AI for Pest Control AI for Removalists AI for Painters AI for Roofers AI for Carpenters & Handyman AI for Garage Door Services AI for Fencing AI for Tilers AI for Concreters AI for Pool Services AIssie vs Hiring a Receptionist AI Receptionist vs Answering Service AIssie vs Other AI Platforms AI Receptionist vs Voicemail AI Receptionist vs Virtual Assistant AI Receptionist Perth AI Receptionist Sydney AI Receptionist Melbourne AI Receptionist Brisbane AI Receptionist Adelaide AI Receptionist Gold Coast AI Receptionist Canberra AIssie + Xero AIssie + ServiceM8 AIssie + Google Calendar AIssie + Microsoft 365 AIssie + WhatsApp AIssie + HubSpot AIssie + MYOB AIssie + Zapier After-Hours Call Answering Missed Call Recovery Overflow Call Handling Appointment Reminders Quote Follow-Up