Calendly Pricing Guide: How Much Does It Cost & Is It Worth It?

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Calendly is an online scheduling tool that helps you automate appointment booking and eliminate the back-and-forth of setting up meetings. Instead of emailing back and forth to find a time that works, you can share your personalized booking link.

One of the best benefits of Calendly is that its pricing plans won’t put a toll on your budget. Calendly pricing plans are highly cost-effective, except for the enterprise plan. But that doesn’t mean you can't save money on the enterprise plan. 

In this Calendly pricing guide, you will learn all about Calendly's different pricing plans, along with their features and drawbacks. Therefore, you can choose the right plan based on your needs. Let’s get started. 

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TL;DR

• Ranging from a free plan for individuals to an enterprise-tier starting at $15,000/year, Calendly has plans suited for different company sizes and scheduling needs.
• Advanced scheduling, integrations (Salesforce, HubSpot, Zapier), team management, branding, and payment collection via Stripe/PayPal are only available in paid plans.
• While the enterprise plan is expensive, businesses can use benchmarking data and negotiation tactics to secure better pricing.
• Competitors like HubSpot Meetings, Acuity Scheduling, and Doodle offer similar scheduling functionalities if Calendly isn’t the right fit.
• Companies can leverage CloudEagle.ai’s price benchmarking data and negotiation insights to get the best deal on Calendly subscriptions.

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1. What is Calendly?

Calendly is an online scheduling tool that helps you automate appointment booking. Instead of the usual back-and-forth emails to find a meeting time, you simply share your personalized Calendly link, and others can pick an available time that works for them.

Despite your industry, Calendly will cater to all your communication needs. Here are some key features you should know about:

• Sync Your Calendar: Connect Calendly with Google, Outlook, or other calendars to avoid double bookings.
• Set Your Availability: Define your preferred meeting times, buffer periods, and daily limits.
• Automate Scheduling: Let Calendly handle time zone adjustments and eliminate conflicts.
• Integrate with Your Tools: Use Calendly with Zoom, Microsoft Teams, Salesforce, HubSpot, and more.
• Send Automatic Reminders: Reduce no-shows with email and SMS reminders.
• Schedule as a Team: Use round-robin or collective scheduling for team meetings.

With the right Calendly buying guide, you also get advanced features like payment collection through Stripe or PayPal, custom branding to match your business, and workflow automation to streamline follow-ups. Whether you need to schedule one-on-one meetings, group sessions, or round-robin assignments, Calendly adapts to your workflow.

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2. Is It Worth Paying for Calendly?

Calendly pricing comes with a free version for all users. However, it’s not right for medium-sized companies and large enterprises. Without the paid plans, you cannot leverage the best benefits of this tool. Here are some reasons why you should upgrade to Calendly paid plans:

• More Customization & Branding: With a premium plan, you can remove Calendly’s branding and customize your scheduling page to match your business identity. 

• Multiple Event Types: If you need to offer different kinds of meetings (e.g., consultations, demos, and follow-ups), a premium plan lets you create multiple event types with customized settings.

• Automated Workflows & Reminders: Paid plans allow you to set up automated email and SMS reminders, follow-ups, and notifications. 

• Team Scheduling & Round-Robin Booking: If you're working with a team, Calendly's advanced scheduling options let you assign meetings based on availability, set up round-robin scheduling, and coordinate group events seamlessly.

• Integrations with Business Tools: A paid plan gives you access to CRM and productivity integrations, including Salesforce, HubSpot, Zapier, and Stripe.

• Payment Collection: With a premium plan, you can integrate Calendly with Stripe or PayPal to collect payments when people book a meeting.

• Advanced Analytics & Reporting: Premium users can track meeting trends, analyze scheduling data, and optimize availability based on insights.

If you only schedule a few meetings per month, the free version might be enough. But if you want more efficiency, automation, and control, a premium Calendly pricing plan is definitely worth considering. With our Calendly pricing guide, you will know some excellent negotiation insights. 

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3. How Much Does Calendly Cost?

Calendly provides four different pricing plans catering to companies of different sizes. So, a pricing plan that has proved beneficial for one company might not be perfect for yours. That said, you need to know more about the pricing plans, their features, and their drawbacks. 

A. Free

• Cost: $0
• Best For: Individuals starting out with basic scheduling needs
• Features: One event type with unlimited scheduled meetings, connect one calendar and basic integrations, send confirmation emails
• Drawbacks: Cannot connect multiple calendars

B. Standard

• Cost: $10/seat/month (billed annually) or $12/seat/month (billed monthly)
• Best For: Professionals and small teams with more sophisticated scheduling needs
• Features: Unlimited event types, connect up to six calendars per person, customize your booking page and emails
• Drawbacks: Does not include Single Sign-On

C. Teams

• Cost: $16/seat/month (billed annually) or $20/seat/month (billed monthly)
• Best For: Growing companies requiring advanced features like reporting, meeting distribution, and automation
• Features: Connect to Salesforce to flow meeting data into the CRM, access to round-robin events, advanced admin features
• Drawbacks: SSO is available only as an add-on

D. Enterprise

• Cost: Starts at $15,000/year
• Best For: Large enterprises needing enhanced security, administrative control, support, and enterprise-grade procurement.
• Features: Enable Single Sign-On, domain control for unified account management, audit log compliance, and data deletion API
• Drawbacks: Cost is way too high

Remember that each Calendly pricing plan comes with unique features and drawbacks. So, make sure you determine your company’s needs first before choosing a plan. 

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4. Calendly Pricing Guide: How CloudEagle.ai Can Streamline the Calendly Purchasing Process?

A. Price Benchmarking Data

CloudEagle.ai connects you with a vast network of seasoned SaaS buyers and provides real-time benchmarking data from over a billion transactions. These insights let you compare your Calendly pricing against what other companies pay for different plans.  

If you're evaluating your options, this data can be a valuable resource for your Calendly buying guide, ensuring you secure the best deal.

B. Top Negotiation Strategies to Secure the Best Calendly Deal

Getting the best Calendly deal might not be a simple task. The process is easier said than done, given that there are multiple Calendly pricing plans available on the website. Here are some excellent negotiation strategies you need to consider:

• Determine Your Needs and Requirements: Pay close attention to your company priorities, key SaaS features, budget, and risks to ensure the contract meets your needs and maximizes value.
• Research the Vendor Thoroughly: Thorough vendor research, including reputation, reliability, and pricing benchmarks, helps you negotiate better terms and secure a cost-effective SaaS solution.
• Choose Long-Term Agreement: Opting for a long-term SaaS contract can secure better pricing and benefits, while shorter terms offer flexibility.
• Consider Alternative Bids: Keep alternative bids ready to strengthen your negotiation leverage, compare options, and secure the best SaaS contract terms.

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C. Breaking Down the Data

Wondering what other companies are paying for Calendly pricing plans? Gain exclusive insights with our comprehensive Calendly buying guide!  

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Download now to access detailed pricing data, industry benchmarks, and expert tips to help you secure the best deal.

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D. Benefits of Calendly Pricing Guide

Using Calendly benchmarking data can change how you manage costs and negotiate with vendors. Here’s how it benefits you:

• Real-World Pricing Insights: Go beyond listed prices with actual Calendly cost data. CloudEagle.ai’s benchmarks reveal true pricing and usage trends.

• Stronger Negotiation Power: Leverage industry insights to secure better deals and avoid overpaying.

• Smarter Budgeting: Get precise cost estimates to plan your SaaS expenses effectively and optimize your budget.

E. Premium Negotiation Insights 

Why spend more when CloudEagle.ai helps you negotiate better? With the right data, you can cut unnecessary costs, unlock exclusive perks, and get the most from your Calendly investment.  

Don’t overpay! Download our Calendly buying guide today and discover expert negotiation strategies that have saved businesses thousands.

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5. Calendly Pricing Based on Companies

Choosing the perfect Calendly plan will depend on multiple factors, including your collaboration needs, team size, and budget. Here’s a detailed breakdown to help you know more:

• Free Plan: Ideal for individuals starting out with basic scheduling needs, such as small business owners, entrepreneurs, service providers, or anyone looking to simplify their day-to-day scheduling.
• Standard Plan: Designed for professionals and small teams requiring more advanced scheduling capabilities. This plan includes unlimited event types, integration with multiple calendars, and access to integrations with tools like HubSpot and Mailchimp.
• Teams Plan: Tailored for growing companies, this plan offers advanced features such as reporting, meeting distribution, and automation.
• Enterprise Plan: This plan is perfect for enterprises with complex scheduling needs, enhanced security, administrative controls, and dedicated support.

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6. Top Calendly Alternatives

If you're looking for alternatives to Calendly, here are five great options that offer similar scheduling features:

HubSpot Meetings

If you’re already using HubSpot’s CRM, HubSpot Meetings is a natural choice. It syncs seamlessly with your contacts, allowing leads to book meetings directly into your calendar. You can set up round-robin scheduling for your sales team, customize booking pages, and embed scheduling links into emails or your website.

Acuity Scheduling

Acuity Scheduling is a great option for service-based businesses, consultants, and healthcare providers who need appointment booking with built-in payments. You can accept payments through Stripe, PayPal, and Square, set up customized intake forms, and automate appointment confirmations and reminders.

SimplyBook.me

For small businesses and solo entrepreneurs, SimplyBook.me offers an intuitive online booking platform with website and social media integration. It allows you to embed booking widgets on your site, send automated SMS reminders, and accept payments for appointments.

YouCanBook.me

If you manage a global team or frequently schedule across time zones, YouCanBook.me is a strong alternative. It syncs with Google and Microsoft calendars and provides a simple, professional booking experience.

Doodle

Doodle is perfect if you need a simple and effective way to schedule group meetings. Instead of back-and-forth emails, you can create a poll where participants vote on their preferred time slots. It’s widely used for team meetings, interviews, and client consultations, especially in remote teams.

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7. Conclusion

Selecting the right Calendly plan is essential for maximizing productivity while keeping costs in check. Whether you're a startup, a growing business, or an enterprise, understanding plan features and limitations helps you make the smartest choice.  

With CloudEagle.ai, you get real-world pricing data, expert negotiation strategies, and cost-saving insights to ensure you get the best value from your Calendly subscription.  

Download our Calendly pricing guide today and discover proven tactics that have helped businesses save thousands!

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8. Frequently Asked Questions

1. What are the payment options for Calendly?

Calendly supports Stripe, PayPal, and Square for payment processing. These options allow you to collect payments when users book appointments, making it easy to charge for consultations, coaching sessions, or other services.

2. Is Calendly API free?

The basic API access is free, but advanced API capabilities, such as webhooks and deeper integrations, are available on paid plans.

3. Can Calendly send invoices?

No, Calendly does not generate or send invoices directly. If you need invoicing, you can integrate Calendly with third-party tools like QuickBooks, FreshBooks, or Zapier to automate invoice generation.

4. Can Calendly send emails?

Yes, Calendly can send emails, including booking confirmations, reminders, and follow-ups. These automated emails help reduce no-shows and keep attendees informed.

5. Can Calendly links expire?

Yes, Calendly links can expire based on your settings. You can set expiration dates, create one-time use links, or limit scheduling availability.