Calendly + 365agents: route phone bookings to your Calendly events
365agents connects natively to Calendly via OAuth. Your AI agent matches the caller's intent to the right Calendly event type, checks live availability, and books directly — no manual scheduling links.
Written By Rick Garcia
Last updated 15 days ago
365agents connects natively to Calendly via OAuth. Instead of sending callers to a scheduling link and hoping they follow up, your AI agent matches the caller's intent to the right Calendly event type, reads live availability, and books the appointment live on the phone. The Calendly event exists before the caller hangs up.
What this makes possible
•Right event type, every time — 30-min consult, 60-min strategy session, 15-min intro call — the AI picks the right one based on what the caller asks for
•Live availability — pulled from Calendly in real time, respecting your scheduling rules, availability windows, and buffers
•Round-robin routing — if you use Calendly's round-robin feature across multiple team members, the AI respects the assignment logic
•Collection of pre-meeting questions — the AI captures the answers to the custom questions you already have configured in Calendly
•Reschedule and cancel via callback — callers who need to change an existing Calendly appointment can do it on the phone
How a real call flows
•Caller: "I want to book a 30-minute intro call."
•AI identifies the matching Calendly event type, checks open slots
•AI proposes the next 2–3 available times
•Caller picks a time, AI collects the pre-meeting question answers Calendly requires
•AI creates the Calendly event — caller and you both receive the standard Calendly confirmation email
How to connect
•Admin dashboard → Integrations → Calendly
•Click "Connect" and sign in to your Calendly account
•Grant access to the event types the AI should book
•Map any custom intake questions to your agent's conversation flow
•Test with a call
Who this is for
•Consultants, coaches, and solo professionals who already use Calendly
•Sales teams that run on Calendly for discovery calls
•Service businesses with mixed in-person and video scheduling
•Any business where leads have a "book a call" button and you want an AI to do the same job for phone leads
Related
•HubSpot + 365agents (for CRM sync)
Get started
Book a demo and we'll connect your Calendly account during onboarding.