Table of contents

March 29, 2025

Appointment Scheduling Software for Five9

Do you know how much time contact centers spend handling appointment bookings? Without the right tools, scheduling can become a slow, frustrating process for both agents and customers.

Five9 offers a powerful cloud-based contact center solution, but adding the right appointment scheduling software can take efficiency to the next level. From automated booking to seamless integrations, the right tools can streamline operations and improve customer experiences.

In this article, we’ll review the best appointment scheduling software for Five9, breaking down their features, benefits, and how they fit into a contact center workflow.

What Is Five9?

Five9 is a cloud-based contact center solution designed to replace the complexity of traditional on-premise systems. With a simple setup, agents can log in from anywhere using just a computer, a headset, and a stable internet connection.

Businesses using Five9 can engage with customers through their preferred channels, all from a single platform.

  • Omnichannel Communication: Supports phone, web chat, email, video, and social media interactions.
  • Intelligent Call Routing: Ensures every inquiry reaches the right agent at the right time.
  • Inbound, Outbound, and Blended Support: Handles all types of customer interactions efficiently.
  • Advanced Management Tools: Provides real-time reporting, call recording, and seamless CRM integrations.

Five9 helps businesses improve customer engagement and response times while giving agents the tools they need to manage conversations across multiple channels.

Why Appointment Scheduling Matters for Five9 Users?

Five9 offers a robust suite of contact center tools, but appointment scheduling isn’t one of them. While it excels at managing inbound and outbound calls, directing inquiries, and integrating with CRM software, businesses relying on Five9 alone must find other ways to handle scheduling.

Without a built-in appointment booking system, businesses may face challenges such as:

  • Missed opportunities: Customers calling for appointments may drop off if scheduling isn’t immediate.
  • Manual coordination: Agents must rely on external calendars or separate systems to confirm bookings.
  • Inconsistent follow-ups: Without automated scheduling, businesses risk delays in confirming or rescheduling appointments.
  • Higher agent workload: Handling appointment requests manually adds extra tasks, reducing efficiency.

By integrating appointment scheduling software with Five9, businesses can streamline operations, improve customer experiences, and reduce the burden on agents.

Key Features of Appointment Scheduling Software for Five9

Integrating appointment scheduling software with Five9 enhances efficiency and customer satisfaction. The right solution automates booking, reduces manual tasks, and ensures a smooth scheduling experience for both customers and agents.

Automated Booking System

Customers can schedule appointments without waiting for an agent. Automated scheduling reduces hold times and streamlines the booking process.

Calendar Integration

Syncs with popular calendar platforms to prevent double bookings and keep schedules up to date in real time.

Reminders and Notifications

Sends automated confirmations and reminders via SMS or email to reduce no-shows and keep customers informed.

CRM Compatibility

Seamlessly integrates with CRM systems, ensuring that customer data and appointment history are easily accessible for agents.

Multi-Channel Scheduling

Supports booking through phone, web, chat, and social media, allowing customers to schedule appointments on their preferred platform.

Customizable Time Slots

Lets businesses set availability, buffer times, and appointment durations to match their operational needs.

By adding these features to Five9, businesses can optimize their contact center operations and improve customer interactions.

How Appointment Scheduling Enhances Customer Engagement in Five9

Five9 is built to streamline customer interactions with AI-driven workflows, intelligent call routing, and omnichannel communication. While these features improve efficiency, adding appointment scheduling can take engagement to the next level. An AI-powered scheduling system ensures customers book appointments quickly and easily, reducing friction and improving overall satisfaction.

AI-Powered Customer Interactions

With Five9’s AI-driven engagement tools, customers already benefit from intelligent call routing and automated assistance. Adding AI-powered appointment scheduling means they can book meetings without waiting for an agent, improving response times and customer experience.

Seamless Omnichannel Booking

Five9 supports communication across phone, email, chat, and social media. An integrated scheduling system allows customers to book appointments directly from any of these channels, ensuring a smooth and convenient process.

Optimized Agent Workflows

Five9’s AI tools analyze customer intent and guide agents with relevant data before they answer calls. With appointment scheduling in place, agents can focus on high-value interactions instead of manually coordinating bookings.

Intelligent Call Handling

Five9’s IVR and speech recognition features help manage routine inquiries. By integrating appointment scheduling, businesses can further automate tasks, allowing customers to schedule services without needing agent intervention.

Data-Driven Insights

Five9 provides real-time monitoring and reporting for contact center performance. An integrated appointment system enhances this by offering insights into customer behavior, peak booking times, and scheduling trends, helping businesses refine their engagement strategies.

By combining Five9’s AI-driven tools with appointment scheduling, businesses can create a seamless, efficient, and customer-friendly booking experience.

Top Appointment Scheduling Software Compatible with Five9

Adding an appointment scheduling tool to Five9 can improve efficiency, reduce manual work, and enhance customer experience. The right software helps businesses manage bookings, automate reminders, and ensure seamless scheduling across multiple channels. Below are some of the best appointment scheduling software options that work well with Five9.

Goodcall – Best Overall

Goodcall is an AI-powered answering service that streamlines appointment scheduling by automating customer interactions. It offers intelligent voice AI agents that handle inquiries, book appointments, and provide real-time responses. With customizable AI personas and SMS link-sharing, businesses can manage scheduling efficiently without human intervention. Goodcall also integrates with existing business tools, making it a seamless addition to Five9.

Key Features

  • AI-powered virtual agents for 24/7 scheduling
  • Customizable greeting automation based on business hours
  • SMS appointment confirmations and reminders
  • Integration with CRM and communication tools like Microsoft Teams and HubSpot

Pros & Cons

Pros:

  • Reduces manual scheduling workload
  • Provides instant responses and booking confirmations
  • AI agents can handle multiple inquiries simultaneously

Cons:

  • May require initial setup for AI customization
  • Limited personalization compared to human interactions

Pricing

Custom pricing based on business needs.

2. Calendly – Best for Teams and Sales Reps

Calendly is a widely used scheduling tool that integrates easily with Five9. It allows businesses to set availability, automate booking processes, and eliminate back-and-forth emails. With its seamless CRM integrations and workflow automation, Calendly is ideal for sales teams and customer service representatives looking to streamline scheduling.

Key Features

  • Automated scheduling with custom availability settings
  • CRM and communication tool integration
  • Group and team scheduling options
  • Email and SMS reminders for appointments

Pros & Cons

Pros:

  • User-friendly and easy to set up
  • Helps reduce scheduling conflicts
  • Works well for individual and team bookings

Cons:

  • Limited branding customization in the free version
  • Some advanced features require paid plans

Pricing

  • Free plan available
  • Paid plans start at $10 per month per user

3. Doodle – Best for Coordinating Group Meetings

Doodle is a scheduling tool that simplifies appointment booking, especially for group meetings. It allows users to create polls and let participants choose the best time, making it ideal for businesses that need to coordinate multiple schedules. Its integration with Five9 ensures smooth scheduling across different communication channels.

Key Features

  • Poll-based scheduling for group coordination
  • Automated reminders and confirmations
  • Calendar sync with Outlook, Google, and other platforms
  • Time zone detection for global scheduling

Pros & Cons

Pros:

  • Great for coordinating meetings with multiple participants
  • Reduces back-and-forth emails
  • Works across multiple calendar platforms

Cons:

  • Free version has ads
  • Limited automation in lower-tier plans

Pricing

  • Free plan available
  • Paid plans start at $6.95 per month

4. Appointy – Best for Service-Based Businesses

Appointy is a powerful scheduling software designed for businesses that offer appointment-based services. It integrates with Five9 to allow real-time booking and automated reminders, ensuring customers never miss an appointment. With built-in customer management and marketing tools, Appointy is ideal for businesses looking to improve customer engagement.

Key Features

  • Online booking with real-time availability updates
  • Automated SMS and email reminders
  • Integration with CRM and payment processing systems
  • Customizable scheduling rules for different services

Pros & Cons

Pros:

  • Ideal for appointment-based businesses
  • Reduces no-shows with automated reminders
  • Supports multiple service providers and locations

Cons:

  • Limited features in the free plan
  • Some integrations require higher-tier subscriptions

Pricing

  • Free plan available
  • Paid plans start at $19.99 per month

5. Chili Piper – Best for Sales and Lead Conversion

Chili Piper is a scheduling tool designed for sales teams, making it a great fit for businesses using Five9 for outbound customer engagement. It streamlines appointment scheduling by allowing customers to book directly from emails or landing pages. Its intelligent routing ensures leads are assigned to the right representatives instantly.

Key Features

  • Instant booking from email or web forms
  • Intelligent routing to connect leads with the right team member
  • CRM integration for seamless follow-ups
  • Automated scheduling for sales calls and demos

Pros & Cons

Pros:

  • Helps improve lead conversion rates
  • Automates scheduling without manual intervention
  • Works well with CRM tools like HubSpot and Salesforce

Cons:

  • Higher pricing compared to other options
  • Primarily focused on sales teams, less versatile for other industries

Pricing

  • Custom pricing based on business needs

How Goodcall Can Enhance the Performance Of Five9

Integrating Goodcall with Five9 brings AI-driven automation to customer support, helping businesses improve response times, streamline operations, and boost customer satisfaction. With AI-powered troubleshooting, real-time call management, and intelligent routing, Goodcall optimizes Five9’s capabilities for better service delivery.

AI-Driven Troubleshooting for Faster Support

Customers expect instant solutions when facing technical issues or onboarding challenges. Goodcall’s AI automates troubleshooting, addressing common problems before they escalate to a live agent. This reduces wait times and ensures that support teams can focus on more complex inquiries.

  • AI handles common technical issues without agent intervention
  • Automated responses for FAQs, reducing repetitive inquiries
  • Intelligent escalation for unresolved issues, directing them to the right support level

Seamless Help Desk Integration

Goodcall syncs effortlessly with Five9’s contact center, connecting with help desk platforms to provide a unified support experience. This integration allows businesses to track, manage, and resolve issues efficiently while keeping customer data centralized.

  • Syncs with help desk software for smooth case management
  • Automates ticket creation and updates for faster resolutions
  • Provides agents with real-time customer insights during calls

Scalability for Peak Demand

High call volumes can overwhelm customer service teams, especially during peak hours or seasonal spikes. Goodcall’s AI-powered call distribution ensures that incoming calls are handled efficiently, directing customers to the right agents or automated solutions based on priority.

  • Smart call routing to reduce long wait times
  • Automated responses during peak hours to manage congestion
  • AI-powered self-service options to handle routine inquiries

Improved Response Times with Click-to-Call and Caller Insights

Goodcall’s click-to-call feature streamlines outbound communication, ensuring that operators only dial verified contacts. Additionally, its real-time caller information pop-ups give agents the context they need to personalize interactions and resolve issues quickly.

  • Displays caller details instantly for personalized service
  • Saves unknown caller data without leaving the call screen
  • Click-to-call prevents dialing mistakes and improves efficiency

Impact: Better Customer Experience and Retention

By integrating Goodcall with Five9, businesses can improve customer satisfaction, reduce support tickets, and ensure a seamless service experience. AI-powered automation not only enhances operational efficiency but also fosters long-term customer loyalty.

  • Faster issue resolution leads to happier customers
  • Reduced workload for agents, allowing them to focus on critical cases
  • Enhanced customer engagement through AI-driven interactions

With Goodcall and Five9 working together, businesses can deliver smarter, more efficient support while keeping up with customer expectations.

FAQs

1. Can Five9’s appointment scheduling be customized for different industries?

Yes, when integrated with solutions like Goodcall, Five9 can support industry-specific scheduling needs. Whether for healthcare, finance, or retail, AI-driven appointment management can tailor booking options, automate confirmations, and send reminders based on industry requirements.

2. How does AI improve appointment scheduling in Five9?

AI enhances scheduling by automating appointment booking, detecting customer intent, and offering personalized time slots based on availability. AI-powered chatbots can handle rescheduling, cancellations, and reminders, reducing the need for manual intervention.

3. Does Five9 support automated follow-ups after an appointment is scheduled?

Five9 itself does not have built-in appointment follow-up automation, but integrating scheduling tools like Goodcall enables automatic follow-ups via SMS, email, or voice messages to confirm, remind, or collect feedback from customers.

4. Can Five9’s appointment scheduling system integrate with external calendars?

Yes, when paired with scheduling software, Five9 can sync with popular calendar tools like Google Calendar, Outlook, and CRM systems, ensuring seamless scheduling across platforms without conflicts.

5. How does appointment scheduling impact customer retention?

Efficient scheduling reduces wait times, minimizes missed appointments, and ensures customers receive timely support. Automated reminders and AI-driven engagement improve the overall experience, leading to higher customer satisfaction and retention rates.

Wrap-Up!

An efficient appointment scheduling system can make all the difference in a contact center’s performance. By integrating AI-powered scheduling tools with Five9, businesses can streamline customer interactions, reduce wait times, and improve overall service quality. Automation not only simplifies the booking process but also enhances customer engagement through timely reminders, follow-ups, and intelligent call routing.

With solutions like Goodcall and other top scheduling platforms, businesses can optimize their workflows and provide a seamless experience for both agents and customers. As customer expectations continue to rise, leveraging AI-driven appointment scheduling will be key to maintaining efficiency and satisfaction.

Get automation tips delivered straight to your inbox

Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.

We’ll email you 1-3 times per week—and never share your information.

Daniel Lannon

Daniel Lannon serves as the head of growth at Goodcall. His writing centers around artificial intelligence and how businesses can harness its capabilities to enhance customer support, capture leads, and foster growth.