Appointment Scheduling Software | What To Look For

What Exactly Does Appointment Scheduling Software Do?

An appointment scheduler is a tool that allows you to book and manage meetings. This can include inbound leads booking time on your website, outbound leads sourced by prospecting teams, and booking meetings via email for follow-ups, onboarding, and renewals.

With proper B2B appointment scheduling software, teams can qualify, route, and schedule leads from multiple channels:

• Webforms
• Marketing emails
• Gifting campaigns (Reachdesk, Sendoso, Postal)
• Cold calls/cold emails
• Marketplace listings (AppExchange, G2)
• In-product booking (via Chameleon)
• Events and webinars
• Any other booking form channel

When leads select dates and times, the scheduler automatically routes them to appropriate sales representatives using custom rules, with options for round robin distribution optimizing availability and fair team allocation.

What About Free Appointment Scheduling Software?

Several free scheduling options exist including Appointlet, 10to8, Appointy, Acuity Scheduling, SimplyBook.Me, and Setmore. However, most lack artificial intelligence capabilities that deliver automated rescheduling, reminders, and efficiency insights modern sales teams require.

Automated Scheduling

Research from Velocify demonstrates that responding to leads within 1 minute results in a 391% conversion rate boost — this is the speed-to-lead principle. This advantage diminishes rapidly: waiting 2 minutes drops conversion to 160%, waiting 3 minutes to 98%, and waiting an entire day to just 17%.

Research also shows that 78% of deals go to the first vendor to respond. Automated scheduling ensures immediate lead engagement before competitors respond.

Efficient Lead Routing

Lead routing should be automated, removing manual spreadsheet management and preventing sales rep conflicts.

Effective routing options include:

• Location-based rules — e.g., "If location = North America, route to North America sales team"
• Company size parameters — e.g., "If company size = more than 1,000 employees, route to enterprise sales team"
• Account ownership rules — e.g., "If account owner = yes, route to account owner"
• Custom rule flexibility
• Round robin distribution for even lead allocation

Calendar Syncing

Quality appointment scheduling software offers automatic calendar syncing, eliminating manual entry requirements. When leads request meetings, the system qualifies them against your ideal customer profile, routes them appropriately based on preset criteria, and automatically adds confirmed meetings to representatives' calendars without additional effort.

Automated Reminders

No-shows represent significant operational challenges. Automated reminder systems prevent this through scheduled email or text notifications at strategic intervals. Recommended reminder timing includes messages at these points:

• 1 day before meeting
• 1 hour before meeting
• 1 minute before meeting

Template-based reminders streamline communication. Sample 1-day-before emails and 1-minute-before notifications can be pre-configured.

Systematic reminder approaches have achieved sub-5% no-show rates.

Simple Rescheduling

Most no-shows actually represent disguised reschedules. When prospects encounter scheduling conflicts, they traditionally must locate the original email, compose responses, share updated availability, and potentially engage in prolonged back-and-forth communications.

One-click rescheduling solves this problem by embedding rescheduling links directly in meeting invitations, allowing prospects to select new times instantly.

The Ability to Book a Meeting from Anywhere

Providing multiple booking channels maximizes inbound lead capture. While website bookings generate most traffic, alternative channels significantly expand reach. Industry research indicates that as many as 41% of all booking services are found through social media, with Instagram and Facebook being the most popular choices in 2022, with adoption continuing upward.

Quality scheduling platforms support booking links across numerous channels:

• Website pages
• Demo pages
• Email signatures
• Webinars
• Social media accounts
• Marketplace listings (G2, AppExchange)
• Gifting campaigns
• Email campaigns
• In-product interfaces
• Cold calls
• Cold emails
• Additional channels

Plenty of Integrations

Scheduling software should integrate seamlessly with major platforms including Salesforce, HubSpot, gifting platforms (Reachdesk, Sendoso), sales enablement tools (Salesloft, Outreach), product adoption platforms (Chameleon), and Google Calendar integrations. Comprehensive integration ecosystems — such as 100+ tool connections — enable seamless workflow incorporation.

Robust Security

Data security demands serious consideration. Recent statistics show that during the first quarter of 2023, more than six million data records were exposed worldwide through data breaches.

Essential security requirements include:

Service Organization Control (SOC) 2 Compliance

SOC 2, developed by the American Institute of CPAs, is based on five trust service principles: security, availability, processing integrity, confidentiality, and privacy.

Platforms should also maintain GDPR compliance meeting General Data Protection Regulation requirements.

Additional security considerations include:

• Encryption — Using 256-bit SSL represents industry standard
• Database security — Data access requires two-factor authentication and Virtual Private Network (VPN) protocols
• Physical security — Comprehensive on-site security or operations on reputable platforms like Google Cloud
• Data privacy — Information protection from third-party sharing or marketing usage
• Data recovery — Routine backups enabling disaster recovery

Professional Support

Effective support encompasses comprehensive knowledge bases, searchable topic-specific resources, and administrator/user-specific browsing sections.

Support channels should include:

• In-app chat options

• Phone support availability
• Email support
• Call scheduling options

Multiple communication channels ensure swift question resolution without delays.

Appointment Scheduler FAQs

What is an appointment scheduler?

An appointment scheduler is a tool enabling booking and meeting management with inbound leads.

Why is it helpful to have an appointment scheduler?

Online appointment schedulers provide:

• Engagement with qualified leads while they remain highly interested
• Smoother initial interactions
• Improved speed-to-lead metrics
• Automated meeting scheduling processes
• Sales representative time liberation for focused selling activities
• Increased deal closure rates

What are specific features to look for?

• Automated scheduling capabilities
• Streamlined lead routing
• Calendar syncing functionality
• Automated reminder systems
• Rescheduling options
• Integrations with platforms like Google Calendar, Salesforce, and Zoom
• Multi-channel booking link posting (email, demos, social media)
• Robust security architecture
• Comprehensive support systems

Taking the Drama Out of Appointment Scheduling

Efficient meeting scheduling processes have become absolutely essential for modern businesses. This capability allows companies to capitalize on hot leads and accelerate sales cycle progression.

Scheduling software adoption delivers measurable results, with 61% of companies who do so reporting faster, easier, and more accurate scheduling.

The key involves identifying platforms addressing all relevant organizational needs while supporting rapid implementation and smooth ongoing operation.

Let me guess... you know that you need appointment scheduling software.

But you have no idea what appointment scheduling software can do (besides schedule appointments).

How'd I do?

Well, this guide will explain the exact features that you should be looking out for, if you or your team are scheduling appointments at your B2B company.

If you're a service-based business (e.g. consultant, hair dresser), you're not going to find what you need in this article — sorry!

Let's dive in.

What Exactly Does Appointment Scheduling Software Do?

An appointment scheduler is a tool that allows you to book and manage meetings.

This can be:

• Inbound leads booking time on your website

• Outbound leads sourced by your prospecting team

• Booking meetings via email (e.g. follow-ups, onboarding, renewals, etc.)

With the right B2B appointment scheduling software, you'll be able to qualify, route, and schedule leads from:

• Your webform

• Marketing emails

• Gifting campaigns (via Reachdesk, Sendoso, Postal, etc.)

• Cold calls/cold emails

• Marketplace listings (AppExchange, G2)

• Within your product (via Chameleon)

• Events, webinars

• Any other channel you have a booking form

They select a date and time that works for them and an appointment scheduler will then route that lead to the appropriate sales rep.

You can use custom rules to determine who the lead is sent to.

And round robin to your sales team, optimizing for availability and fair distribution.

From there, a rep will reach out to the lead at the agreed upon time and have a meeting that hopefully ends with a sale.

To see how OrderMyGear reduced no-shows by 50% with Chili Piper, check out their story (it's pretty rad).

What About Free Appointment Scheduling Software?

Believe it or not, there are lots of free scheduling options available. Here are a few below:

• Appointlet

• 10to8

• Appointy

• Acuity Scheduling

• SimplyBook.Me

• Setmore

But not many are harnessing the power of artificial intelligence to truly deliver what customer-facing reps need (like automated rescheduling, reminders, and insights into how efficient their sales process is). That’s why we’re developing a scheduling appointment software that can help you book more meetings faster. Hop on our waitlist to be one of the first to try this out for yourself.

Now, let’s dive into what you’re really interested in — what to look for in an appointment scheduler:

Automated Scheduling

A study by Velocify found that responding to lead within 1 minute results in a 391% conversion rate boost.

This is what the kids are calling "speed-to-lead".

But that number quickly declines the longer you wait.

For instance, waiting 2 minutes lowers that number to 160%, and waiting 3 minutes lowers it to 98%.

And if you wait an entire day, that number drops all the way down to just 17%.

When it comes to closing deals, you have to remember that 78% of deals go to the first vendor to respond.

So, above all else, you want a software for appointment scheduling that has automation built in.

That way you can always strike while the iron is sizzling hot and schedule meetings before a lead moves onto a competitor.

That’s absolutely essential.

Efficient Lead Routing

Next, there’s lead routing.

Ideally, an appointment scheduler will automatically route leads without you having to step in and do it manually.

After all, you don’t want to have to flip through spreadsheets or have reps step on each other’s toes, so automated lead routing is the solution you’re looking for.

Like I mentioned before, you should have different routing choices. Here are some examples of lead routing rules you might use:

• If location = North America, route to North America sales team

• If company size = more than 1,000 employees, route to enterprise sales team

• If account owner = yes, route to account owner

such as using custom rules to determine which rep gets what lead or round robin routing to distribute leads evenly.

It’s nice to have plenty of flexibility here so you can try out different options and make adjustments as you go.

So, when it’s all said and done, you can quickly get leads where they need to go and remove any kinks along the way.

Calendar Syncing

The right software for appointment scheduling will offer calendar syncing that automatically adds a meeting to a rep’s calendar without any effort on their end.

Here’s an example of how this process would go down on Chili Piper.

Say a lead requests a demo.

Chili Piper qualifies the lead to make sure they're in your ICP. Then they route the lead to the right team based on your pre-set criteria.

After making the request, they select a date and time that works for them.

And Chili Piper adds the meeting to the appropriate rep’s calendar.

Boom! Done.

The rep can stay busy on their other sales work and watch their calendar fill up with qualified meetings.

Automated Reminders

I probably don’t need to tell you that no-shows are a massive pain.

You go to all of the trouble of scheduling a meeting and getting your rep prepared, only to have a lead flake out at the last moment.

A simple solution is to use an appointment scheduler with automated reminders.

With it, you can send one or more emails or texts at specific times to ensure a lead doesn’t forget about the meeting.

For instance, with Chili Piper, you can conveniently set up multiple email reminders at key intervals. At Chili Piper, we typically send 3 reminders before a prospect meeting:

• 1 day before

• 1 hour before

• 1 minute before

You can also use premade templates to streamline things even more, where a lead will receive emails that look like these.

Here’s an email one day before the meeting.

And here’s an email one minute before the meeting.

This is a format that we’ve had major success with, and it’s helped us keep our no-show rate below 5%.

Not bad!

While you can’t always expect all appointment schedulers to have features this advanced, it should definitely have some type of built-in automated reminders.

Simple Rescheduling

Most no-shows are actually reschedules in disguise.

Let me explain.

Your prospect just got a high-priority meeting put on their calendar over your demo.

So they have to:

• Find your email

• Write an email

• Tell you they're enot going to be able to come

• Share their availability for the next week

• Ask if you can send an updated meeting invite

And if your availability doesn't align with their availability — the dreaded back-and-forth email ping pong begins.

Enter: One-click rescheduilng.

With Chili Piper, all meeting invites are automatically populated with rescheduling links. So if something comes up, your prospect can reschedule in 1 click.

The Ability Book a Meeting from Anywhere

I also talked earlier about giving a lead the option to book a meeting from different places like your website, social media pages, demo, etc.

That’s another integral feature to look for in appointment scheduling software.

Although you can probably expect for the bulk of inbound leads to book meetings through your website, you definitely want to give them other options to cast the widest net possible.

In fact, a 2022 study found that as many as 41% of all booking services are found through social media, with Instagram and Facebook being the most popular choices.

And in 2023 and beyond, that number is likely to keep increasing.

With Chili Piper, you can create smart booking links, which gives you ton of different options, including:

• Your website

• Demo page

• Email signature

• Webinars

• Social accounts

• Marketplace listings (G2, AppExchange)

• Gifting campaigns

• Email campaigns

• In-product

• Cold calls

• Cold emails

• Etc, etc.

That way you give quality leads a simple path for getting in touch with your sales team, regardless of the channel they happen to find you through.

Plenty of Integrations

Having an appointment scheduler that “plays well with others” is also important.

While you can’t expect the same number of integrations that you would get with a more comprehensive, paid option, the software should still sync with other major platforms.

Chili Piper, for example, integrates with 100+ other tools — including Salesforce, HubSpot, gifting platforms (e.g. Reachdesk, Sendoso), sales enablement platforms (e.g. Salesloft, Outreach), product adoption platforms (e.g. Chameleon), and so many more. We're adding new integrations every quarter so check our integration hub for the latest info.

Robust Security

Next, there’s security.

A recent study found that “during the first quarter of 2023, more than six million data records were exposed worldwide through data breaches. Since the first quarter of 2020, the highest number of exposed data records was detected in the fourth quarter of 2020 - over 125 million data sets.

That’s why you need to take security seriously when choosing an appointment scheduling software and only use a platform that takes every possible precaution.

In terms of specifics, a software should be Service Organization Control (SOC) 2 compliant.

Developed by the American Institute of CPAs, SOC 2 is based on five “trust service principles,” including security, availability, processing integrity, confidentiality, and privacy.

A software should also be GDPR compliant, which ensures that it meets the guidelines of the General Data Protection Regulation — something you can learn all about here.

Besides that, there are some other key things to look for with security:

• Encryption – Using 256 bit SSL is the industry standard

• Database security– Data should require two-factor authentication and only be able to be accessed via a Virtual Private Network (VPN)

• Physical security– A company should have comprehensive on-site security or run operations on a reputable platform like Google Cloud

• Data privacy– Your information should never been shared with third-parties or used for marketing purposes

• Data recovery– Your data should be routinely backed up so that it can easily be recovered in the event of a disaster

Professional Support

Finally, you’ll want to look for a platform that offers all of the support you need to:

• Quickly get onboarded

• Promptly work through any hiccups that arise

For starters, it’s nice for an appointment scheduling software to have a comprehensive knowledge base on their website that you can quickly access.

On Chili Piper, for instance, you can search for a specific topic or browse through sections for both admins and users.

Next, you’ll want to have a means of making quick contact if you need further help than what’s provided in a knowledge base. It’s nice to be able to reach a support rep through other channels like email, phone, and in-app chat.

In-app chat:

Schedule a call

The more options the better, and the more confident you’ll feel that you can swiftly have your questions answered without any drama.

Appointment Scheduler FAQs

What is an appointment scheduler?

An appointment scheduler is a tool that lets you book and manage meetings with inbound leads.

Why is it helpful to have an appointment scheduler?

An online appointment scheduler will provide for the following:

• Jump on qualified leads while they’re piping hot

• Create smoother interactions right out of the gate

• Increase your speed to lead time

• Automate much of the meeting scheduling process

• Free up more of your reps’ time so they can focus on selling

• Close more deal

What are some specific things to look for in an appointment scheduler?

• Automated scheduling

• Streamlined lead routing

• Calendar syncing

• Automated reminders

• Rescheduling options

• Integrations with major platforms like Google Calendar, Salesforce, and Zoom

• The option for posting booking links to multiple channels like email, demos, and social media

• Tight security

• Comprehensive support

Taking the Drama Out of Appointment Scheduling

Having an efficient and effective process for scheduling meetings with leads is an absolute must these days.

This is what allows companies to pounce on scorching hot leads and quickly move them through the sales cycle.

Using an appointment scheduler is one of the best, and I would argue the *only,*way to go about that, with 61% of companies who do so reporting “faster, easier and more accurate scheduling.”

It’s just a matter of finding the software that covers all of the bases you need.

Take a close-up look at how Chili Piper can make your scheduling smoother than you thought possible. Get your demo now.