Calendly Payments vs Calendly Scheduling vs Callie vs Microsoft 365
Features, pricing model, deployment and platforms side by side, in Productivity. Only published information is shown; a dash means the company hasn't listed it.
| Company | Calendly | Calendly | Calendly | Microsoft |
|---|---|---|---|---|
| Summary | Payments lets people collect money at the moment a meeting is booked, using Stripe or PayPal. | Calendly's scheduling tool shares availability links and event types so invitees can book time that syncs with connected calendars. | Callie is a beta AI assistant that schedules meetings by replying inside ordinary email threads. | Word, Excel, PowerPoint, Outlook, Teams and OneDrive with business e-mail. |
| Type | Software | Software | Software | Software |
| Category | Productivity | Productivity | Productivity | Productivity |
| Pricing | — | Freemium | — | Subscription |
| Deployment | Cloud | Cloud | Cloud | Cloud, Hybrid |
| Platforms | Web | Web | Web | Web, Windows, macOS, iOS, Android |
| Best for | Small business, Mid-size, Enterprise | Small business, Mid-size, Enterprise | Small business, Mid-size, Enterprise | Small business, Mid-size, Enterprise |
| Company HQ | United States | United States | United States | United States |
| Founded | 2013 | 2013 | 2013 | 1975 |
| Information source | Official website | Official website | Official website | Official website |
| Card and PayPal payments at booking | Yes | Not listed | Not listed | Not listed |
| Custom payment links | Yes | Not listed | Not listed | Not listed |
| Prepaid meeting packages | Yes | Not listed | Not listed | Not listed |
| Invoices for project work | Yes | Not listed | Not listed | Not listed |
| Customisable availability and event types | Not listed | Yes | Not listed | Not listed |
| Calendar sync with Google and Microsoft | Not listed | Yes | Not listed | Not listed |
| Round-robin and team routing | Not listed | Yes | Not listed | Not listed |
| Meeting polls | Not listed | Yes | Not listed | Not listed |
| Automated reminders and follow-ups | Not listed | Yes | Not listed | Not listed |
| Booking page and custom link | Not listed | Yes | Not listed | Not listed |
| Scheduling analytics | Not listed | Yes | Not listed | Not listed |
| Scheduling over email | Not listed | Not listed | Yes | Not listed |
| Handling of one-off changes | Not listed | Not listed | Yes | Not listed |
| Answers to meeting questions in the app | Not listed | Not listed | Yes | Not listed |
| Office apps | Not listed | Not listed | Not listed | Yes |
| Business e-mail | Not listed | Not listed | Not listed | Yes |
| Teams | Not listed | Not listed | Not listed | Yes |
| OneDrive and SharePoint | Not listed | Not listed | Not listed | Yes |
| Copilot | Not listed | Not listed | Not listed | Yes |
| Screenshot | — | — | — | — |
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