Chili Piper vs. Square Appointments

Overview
ProductRatingMost Used ByProduct SummaryStarting Price
Chili Piper
Score 8.8 out of 10
Mid-Size Companies (51-1,000 employees)
Chili Piper is scheduling and routing software for B2B revenue teams. Its products help revenue teams increase their inbound conversion rates, increase customer satisfaction, and reach new levels of productivity. The vendor states Companies like Twilio, Forrester, Spotify, and Gong use Chili Piper with the goal of increasing their inbound conversion rates, eliminating manual lead routing, and streamlining critical processes around meetings. Chili Piper…
$15
per month per user
Square Appointments
Score 8.8 out of 10
N/A
Square headquartered in San Francisco, California offers Square Appointments, appointment scheduling software. The software is based on technology acquired with BookFresh in February 2014.N/A
Pricing
Chili PiperSquare Appointments
Editions & Modules
Instant Booker
$15
per month per user
Handoff
$25
per month per user
Concierge Inbound Scheduling
$30
per month per user
Distro
Starting at $20
per month per user
No answers on this topic
Offerings
Pricing Offerings
Chili PiperSquare Appointments
Free Trial
NoNo
Free/Freemium Version
NoNo
Premium Consulting/Integration Services
NoNo
Entry-level Setup FeeNo setup feeNo setup fee
Additional DetailsOnboarding and Support are included at no additional charge.
More Pricing Information
Best Alternatives
Chili PiperSquare Appointments
Small Businesses
vCita
vCita
Score 9.7 out of 10
vCita
vCita
Score 9.7 out of 10
Medium-sized Companies
Calendly
Calendly
Score 9.2 out of 10
Calendly
Calendly
Score 9.2 out of 10
Enterprises
Zoom Workplace
Zoom Workplace
Score 8.2 out of 10
Zoom Workplace
Zoom Workplace
Score 8.2 out of 10
All AlternativesView all alternativesView all alternatives
User Ratings
Chili PiperSquare Appointments
Likelihood to Recommend
8.7
(32 ratings)
9.1
(7 ratings)
Support Rating
8.2
(8 ratings)
10.0
(3 ratings)
User Testimonials
Chili PiperSquare Appointments
Likelihood to Recommend
Chili Piper, Inc.
Chili Piper is GREAT for sales development teams booking for sales people. This is especially true when there is a "round robin" system that needs to be abided by. I've experienced a lot of bad round robin systems and Chili Piper's is fantastic. This is also a great tool to schedule with people across multiple time zones, which I don't want to have to focus on while speaking. It enables sales reps to focus on the prospect, not the time change. Chili piper would not be a good fit for underperforming sales teams that don't book any meetings (:
Read full review
Block, Inc (Square)
Great for booking and managing appointments. This software is very user-friendly due to its simplicity. The interface is intuitive and easy to use for all ages. The only time this software may not be appropriate might be with someone who is managing their calendar manually and not using a software solution at all.
Read full review
Pros
Chili Piper, Inc.
  • Chili Piper integrates with Salesforce very well which I haven't seen other calendar apps do yet.
  • Meeting Buffer functionality assures that AEs won't be booked back-to back.
  • I can send the link to each of my meeting templates for different prospects
Read full review
Block, Inc (Square)
  • Square had good interoperability with Google Calendar, so all of our calendars were in sync.
  • Square Appointments we easy to use for clients, and with a few Luddite exceptions, worked flawlessly.
  • Square Appointments made it easy to schedule appointments without having multiple email messages or play phone tag with anyone.
Read full review
Cons
Chili Piper, Inc.
  • They are continually improving their offering and we've seen great leaps over the past 2 years.
  • Would be nice to be able to modify the email reminders for every single contact and event versus have set templates
  • Faster load times, but we can’t complain too much!
Read full review
Block, Inc (Square)
  • Additional functionality: real-time availability calendar to customers
  • Not redirect away from our site to Square
  • Additional functionality: Ability for customers to add up sales when checking out
Read full review
Support Rating
Chili Piper, Inc.
  • Support was very responsive during our integration phase, and after that too.
  • They have the whole infrastructure built to notify customers about bug/outages, which is excellent. Entire System outage only happened once, but being updated on fix progress helped a lot to keep our team calm.
Read full review
Block, Inc (Square)
  • Square Appointment is excellent at support! I have had several calls with them, and not one time have they dropped the ball, leaving me frustrated without a solution — not one time.
  • The community forum in Square Appointment can answer most of the questions, but if I have had real issues, I am always able to talk to a person. That is very valuable to me as a customer.
Read full review
Alternatives Considered
Chili Piper, Inc.
Calendly was being used at the company by some other departments and still is to some extent. However adding Chili Piper fore the marketing and sales departments was a no brainer once we saw the demo. It's Calendly on steroids and the company is just getting started using it. I'm sure we will see even more benefits as the years go on.
Read full review
Block, Inc (Square)
Though office can offer a lot of appointment base tasks. Square appointments seem to help keep track, with a more direct approach. It helps to declutter integrations and information, that can often get missed and feel to convoluted. It's approach is more specific in handling appointment needs and scheduling. We would recommend it.
Read full review
Return on Investment
Chili Piper, Inc.
  • More demos held by simplifying the scheduling process. More demos = more opportunities
  • Initial set up was frustrating and created a lot of mix up which allowed some leads to slip through the cracks early
  • Integration with Salesforce.com saved our reps time because they didn't have to log activities manually
Read full review
Block, Inc (Square)
  • Ease of scheduling brings in more appointments
  • Must have a card on system to schedule and prepay for an appointment
  • Offers multiple types of appointments
  • Cancellation fees
Read full review
ScreenShots