Chili Piper vs. Square POS

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 (:

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Square POS is by far the easiest POS software to use at events and train additional team members on - even with temporary or first-time employees. It's easy to see how each event is doing in live time. It gives the event manager a real-time view of revenue earned. Its really easy to create/manage/delete users to keep the platform secure.

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• 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

• Mobile transactions (not like from a phone, but in terms of the ability to physically relocate rapidly).
• Simple setup.
• Generally uncomplicated pricing.
• Widespread customer familiarity: because it's so regularly in use in our industry (musicians/entertainment professionals), people know and trust it in a way that you might not with a different provider.

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• 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!

• Too much going on for simple users. There are so many different apps and pages now that I get lost almost every time I log onto Square
• The high percentage of fees taken from sales
• The difficulty in changing default settings
• The layout of the “website” you can create is truly a nightmare

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I don't really foresee anything being able to dislodge Square from our organization—we're not evangelists or anything like that—it's just the best solution we've found for our use case. Being able to quickly handle transactions from customers and then track all of those sales for analysis/bookkeeping later on.

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We find Square POS is very user friendly. Its interface is customizable to our needs and very easy to use. Before we adopted Square POS, we used a combination of solutions from different manufacturer to try and achieve a portion of the functionality that Square POS provides under only 1 login

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• 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.

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An admission - I have NEVER had to use Square POS support. The system is seamless, it just works! I have never had any queries about how the system worked as everything is so clearly laid out. I have never had any problems with payments. If their support systems are anywhere near as good as their software, I think we'll be in good hands.

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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.

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We only used Square POS while we were getting set up with Authorize.Net. It isn't as flashy or recognized by the general public, but in our industry, that isn't a priority. We do very large transactions so the higher rates and fees from Square add up insanely quickly making the lower rates and fees from Authorize.Net the nail in Square's coffin for us.

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• 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

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• The opportunity cost of waiting for payments and manually bringing them to a bank means that we don't have to visit our bank branch. That alone saves us several hours each month.
• We can use ordinary computers and mobile devices with Square instead of paying for expensive software or terminals.
• Our clients appreciate not having to process payments to us, and anything that helps our clients and makes them happy carries more import than I can explain in this space.

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