
Calendly
The scheduling link everyone recognizes — so ubiquitous it's basically internet infrastructure at this point
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The Verdict
“Calendly is the gold standard for meeting scheduling and needs no introduction. It's a must-have in any GTM stack, especially for teams booking demos and discovery calls. The free tier is excellent, and the Teams plan with Salesforce integration is essential for growing sales organizations.”
Best For
Anyone who books meetings — it's the universal standard that prospects recognize and trust
Not Great For
Revenue teams needing inbound lead routing, round-robin assignment, and CRM-native scheduling — Chili Piper does that better
Overview
Calendly is a scheduling automation platform that eliminates back-and-forth emails by letting people book meetings based on real-time calendar availability. Trusted by 100,000+ organizations including 86% of Fortune 500 companies, it integrates with calendars, video tools, and CRMs.
Sales teams, recruiters, customer success, anyone who books meetings
all sizes
Capabilities
Key Features
- Calendar-based scheduling automation
- Round-robin meeting distribution
- Lead qualification and routing
- 100+ integrations
- Team scheduling pages
- Automated reminders and follow-ups
- Meeting polls
- Payment collection (Stripe/PayPal)
- Form-based lead screening
- Browser extension
Benefits
- Eliminate scheduling back-and-forth completely
- Route qualified leads to the right rep automatically
- Increase meeting show rates with automated reminders
- Book meetings from emails, websites, or LinkedIn
Pros & Cons
Pros
- +Industry-leading scheduling UX — everyone knows Calendly
- +Generous free tier
- +Deep Salesforce and HubSpot integrations
- +Round-robin and lead routing for teams
- +100+ integrations
Cons
- -Not a sales engagement platform — just scheduling
- -Enterprise pricing jump is steep ($15K/yr minimum)
- -Limited customization on branding for free/Standard
- -Some prospects find it impersonal
- -No built-in video or call recording
Outbound Use Cases
Financials & Scale
| Plan | Price | Limits | Features |
|---|---|---|---|
| Free | $0 | 1 event type, 1 calendar | Customize availability, Video conferencing, Mobile apps, Browser extensions |
| Standard | $10/seat/mo (annual) | Unlimited event types, 6 calendars | HubSpot, Mailchimp, Zapier, Stripe/PayPal, Automated reminders, 24/7 chat support |
| Teams | $16/seat/mo (annual) | Unlimited event types, 6 calendars | Salesforce sync, Round-robin meetings, Lead routing, HubSpot/Marketo/Pardot |
| Enterprise | Starting at $15K/yr | Full enterprise features | Microsoft Dynamics, SAML SSO, Domain control, Audit log, Dedicated support |
Calendly's free tier covers basic scheduling. Professional is $12/user/mo. Teams is $16/user/mo. Cal.com is free and open-source. SavvyCal is $12/user/mo. Chili Piper is $30+/user/mo but adds routing. For basic meeting scheduling, Calendly's free tier is enough. For revenue teams, consider Chili Piper's routing capabilities.
The Reddit Pulse
Community Pros
- +Industry standard for scheduling
- +Dead simple UX
- +Great integrations
- +Reliable and polished
Community Cons
- -Sharing link can feel impersonal/hurt conversions in B2B outbound
- -Pricing increased significantly
- -Cal.com is free open source alternative
- -Round-robin locked behind expensive plans
Reddit Questions
- ? Does sending a Calendly link hurt conversion?
- ? Calendly vs Cal.com (open source)?
- ? Is Calendly worth paying for vs free alternatives?
Thinking of Switching?
Competitive Landscape
Technical Stack
Integrations
Head-to-Head Comparisons
Company Intel
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