How Ollie's AI health agent books members with live health experts in a few taps
Ollie's AI health agent schedules members into live sessions with registered health experts, on the web and on WhatsApp. Each expert's calendar and session types live in Cal.com, members see only the open times inside the Ollie app, and every booking comes back to Ollie through a webhook. Ollie never built a scheduler or synced a calendar by hand.


Ollie builds AI health agents for wellness and healthcare brands. A member talks to the agent on the web or on WhatsApp, and it answers, guides and books them into live sessions with registered health experts.
- Industry
- Telehealth
- Company size
- 11-50
- Founded
- 2020
- Website
- ollie.health
The Organization: Ollie builds AI health agents for wellness and healthcare brands. A member opens the agent on the web or on WhatsApp, asks a question, and is guided from there. When the right next step is a conversation with a person, the agent books the member into a live session with one of Ollie's registered health experts.
The Challenge: Each of Ollie's experts sets their own availability, and members need to book those times without a back-and-forth. Ollie wanted its agent to offer only the slots that are open, for the right length of session, and to know about every booking the moment it is made. Building that in-house would have meant writing a scheduling system and syncing each expert's calendar by hand.
The Solution: Cal.com holds each expert's calendar and their session types, a 30-minute and a 60-minute one. Inside the Ollie app, an embedded scheduler shows a member only the open times, and the booking takes a few taps. Every booking is sent back to Ollie through a webhook, so the agent and the member's record stay in step with the expert's calendar.
Want to try Cal.com yourself? Get started free or book a demo.
Why Cal.com?: Open source, with the option to self-host, and integrations with the calendar and CRM tools the experts already use. Reliable and fast enough to sit inside a product, and booking links that Ollie can shape to its own flows.
“Ollie's experts each set their own availability, and members need to book those times without a back-and-forth. Cal.com holds each expert's calendar and session types, shows members only open times in an embedded scheduler inside the Ollie app, and sends each booking back to Ollie through a webhook. Ollie did not have to build a scheduling system or sync calendars by hand.”
The Impact: Members go from a chat with the agent to a confirmed session with a health expert in a few taps, on the web or on WhatsApp. Experts keep control of their own time, and Ollie's team spends its engineering on the agent rather than on a scheduler.
Find the interview with Ollie Health below:
What do you use Cal.com for?
Healthcare, scheduled bookings.
How does Cal.com fit into your work?
Ollie uses Cal.com to power expert bookings, letting its AI health agent schedule members into live sessions with registered health experts in a few taps on web and WhatsApp.
Which features matter most?
The open-source nature and self-hosting capability, integrations with other tools such as calendar and CRM, reliability and speed, and the flexibility of the booking links.
What has Cal.com changed for you?
Ollie's experts each set their own availability, and members need to book those times without a back-and-forth. Cal.com holds each expert's calendar and session types (30 and 60 minutes), shows members only open times in an embedded scheduler inside the Ollie app, and sends each booking back to Ollie through a webhook. Ollie did not have to build a scheduling system or sync calendars by hand.