Calendar integration almost killed our product launch
Three weeks before launch, we're demoing our voice AI to a dental clinic. Perfect demo. AI sounds natural, understands everything, books the appointment. Dentist watches, nods along. Then says: "So your receptionist still has to put this in Google Calendar?" Me: "Uh, yeah, for now." Dentist: "Then what's the point? You've just added a step." Ouch. But he was right. We had built this amazing conversational AI that could understand context, handle interruptions, sound completely human. But it couldn't actually DO anything. The receptionist still had to manually enter every appointment. Spent the next month fixing it. Turns out calendar integration is way harder than I thought. The problems nobody warns you about, Timezones are evil User in California says "book me for 3 PM." Our server in Virginia creates appointment at 3 PM Eastern. User shows up at 3 PM Pacific, appointment was 3 hours ago. Now we explicitly confirm: "Just to confirm, that's Tuesday at 3 PM Pacific time, correct?" Double booking race conditions Two people call at the same time, both get offered 2 PM, both say yes. Now you have two people scheduled for the same slot. Had to build a slot holding system. When AI offers you a time, it holds it for 5 minutes. Nobody else sees it as available during that window. The "next Tuesday" problem There are 52 Tuesdays in a year. Which one did you mean? Started always including the full date: "Tuesday, February 4th" so there's no confusion. What actually works now We support Google Calendar, Outlook, and Calendly. Each has different APIs and different quirks but we built an abstraction layer so the AI doesn't care which one you use. The flow: 1. User asks to book 2. AI checks actual availability in real-time 3. Offers specific times 4. Holds the slot 5. Gets confirmation 6. Creates the event with all details 7. Sends invites to everyone Whole thing takes about 45 seconds. Real results That same dental clinic is now a paying customer. Their receptionist went from handling 50+ booking calls a day to maybe 10. The AI handles the rest.