Caddie vs Calendly
Calendly and Caddie both give you a booking link where guests pick a time in their own time zone. Calendly is the specialist: payments, routing forms, round robin and deep integrations, with one event type on its free plan. Caddie's booking links are one part of a Mac app for your whole day: unlimited links free while in beta, your habits and routines count as busy, and every booking lands next to your tasks and notes. Pick Calendly for sales teams and payments; Caddie if you want your own time protected without another subscription.
Caddie vs Calendly at a glance
| Caddie | Calendly | |
|---|---|---|
| Platforms | Mac (Apple silicon, macOS 13.3+); notes, tasks and calendar in any browser; iPhone in beta | Web, with apps and a browser extension |
| Price | Free while in beta, then $10 a month for everything | Standard $10 per seat a month billed yearly; Teams $16 |
| Free plan | Everything, while in beta | 1 event type, 1 calendar |
| Meeting notes | Records on your Mac, no bot on the call; live transcript in the notch; notes when the call ends | Notetaker as a paid add-on |
| Meeting promises become tasks | Yes: every promise becomes a task on your day; Linear issues created live on the call | No |
| Dictation in any app | Yes: hold fn in any app; learns names from your notes and calendar; English and Hinglish | No |
| Notes | Yes: notes that sort themselves, search, journal; imports from Notion, Obsidian, Evernote, Apple Notes | No |
| Tasks and calendar | Yes: tasks and Google Calendar in one day view, with a Planner that plans your morning | No |
| Booking links | Yes | Yes: payments (Stripe, PayPal), workflows; round robin and routing on Teams |
| AI agents | Yes: agents with routines, running on your own Claude Code or Codex | Callie (beta), a paid add-on |
| MCP server for agents | Yes: usecaddie.app/mcp | Not listed on its pricing page |
Which should you choose?
Choose Calendly if
- You take payments when people book.
- Your sales team needs routing forms and round robin by rules.
- You use Outlook or many integrations (CRMs).
Choose Caddie if
- You want more than one link without paying.
- Your lunch, gym and focus blocks should never be offered.
- You'd like bookings beside your tasks, notes and meeting notes on your Mac.
- You use Google Calendar and Meet.
Does Caddie do everything Calendly does?
No. Caddie covers what most people use: weekly hours, notice, a booking window, buffers, a daily cap, questions, reminders, rescheduling and team links. It doesn't take payments, route with forms, or connect Outlook or Zoom.
How does each protect your time?
Calendly reads your connected calendars. Caddie does too (Google), and also treats your Caddie habits and routines (lunch, gym, deep work) as busy, so nobody books over them unless you allow it for that routine.
What happens after a booking?
Both put an event on your calendar and email both sides. In Caddie the call is then recorded with no bot, and its promises become tasks on your day.
How much do Caddie and Calendly cost?
Calendly's free plan has one event type and one calendar; Standard is $10 per seat a month billed yearly, Teams $16. Caddie is free while in beta, then $10 a month for everything in Caddie, booking links included.
Questions people ask
Is Caddie a free Calendly alternative?
Yes: unlimited booking links, free while Caddie is in beta.
Can Caddie take payments for bookings?
Not yet. Calendly takes payments through Stripe and PayPal on paid plans.
Does Caddie work with Zoom?
Not yet: Google Meet, a place, or a phone call.