The listings featured on this site are from companies from which this site receives compensation. This influences where, how and in what order such listings appear on this site.
Advertising Disclosure

Square Review (2024)

Get Your Employees Paid Efficiently
By StaffBy Staff -
Last Updated: Jul 04, 2023
4,352 reviews
Visit Site
From $29
Zapier, Gravity Forms, QuickBooks
Benefits & HR
Health, 401k, workers comp, pre-tax

Our Verdict

Is Square Worth Signing Up For?

Along with payroll services, Square is a web-based POS system that has already processed over one billion dollars in payroll for small businesses. Its payroll services, add-ons and integration options allow business owners to pay employees or contractors in only a few clicks.

From $29
Zapier, Gravity Forms, QuickBooks
Benefits & HR
Health, 401k, workers comp, pre-tax

Square at a Glance

Editorial Score

Automatic Tax Filing

Automatic payroll and tax filings

HR Features

Minimal HR tools but has healthcare, retirement benefit features and worker's comp

Employee Experience

Cash app, automatic time tracking

Customer Service

Phone support during regular business hours, Monday-Friday 6am-6pm PT, email support


No free trial or demo

Square Pros & Cons


Flexible and scaleable pricing and terms
Ability to pause account mid-subscription
Import time cards automatically


24/7 phone support not available
Details of pay history can be limited

Top Square Reviews

George Luz Jr.
Very pleasant experience with the staff…
Very pleasant experience with the staff with my technical challenges. This is my first so you don't know what you don't know. But they do know! Thank you.
Nesha Crump
Very helpful and easy going platform so…
Very helpful and easy going platform so far so good
See all Square reviews

How do I know I can trust this Square review? authors, contributors, and editors are serious about research. We combine our own experience with the services we recommend, with reviews that come from verified users–just like you! Together, with reviews from industry experts, we find the Top 10 best products and services to make sure you can choose with confidence and ease.

Square Square Visit Site


How Square Works

About Square

Square began in 2009, and it quickly rose to the top as one of the premium mobile POS options on the market. Offering customers fair rates on small transactions, no monthly fees, and a bundle of features you normally would only find from the really big names, Square makes creating a smooth, streamlined, and professional business platform easy for everyone. It currently has an A+ rating with the BBB, showing integrity and reliability in business.


Features and Add-ons

Square has some amazing features to work with. Aside from its regular platform that is already loaded with functionality, the Square Marketplace has hundreds of add-ons and integration options, such as:

Pay employees via direct deposit, manual checks, or to the Cash App or Cash Card

  • Data import/export

  • Electronic payments

  • Overtime calculations

  • Recurring billing

  • Sales tracking 

  • Mobile app for maximum flexibility 

Some of the features that are particularly attractive to payroll searchers include: 

  • Timecard and sheet imports so the system can automatically make payroll calculations based on employees' clocked hours. 

  • Complete tax management, calculations, and filing (W2, 1099, vacation)

  • No subscription fee

  • Only pay per employee you are paying 

  • Custom reporting 

  • Overtime calculations 

Square payroll software

Tax Compliance

Square makes a big statement on its website—it has filed over $230 million for small businesses across the country. While the numbers are staggering, the confidence this engenders is even more impressive. Employers can rest assured that Square is well aware of every tax protocol for their area and business. The service files W2s, 1099s, federal and state tax requirements, post tax deductions, workers’ comp and insurance claims, sick leave or other paid time off requests, and more. And, the best part is, these services are all included in your standard Square price packaging, at no extra charge.

Payment Options

Square allows businesses to make hourly, flat rate, or salary-based payroll payments, so each employee gets paid quickly, easily, and in the format they worked for you in. Additionally, you can send out a payment whenever you want, no need to wait until the end of the month or the predefined payroll cycle. You can make direct deposits into your employee accounts, and Square recently added print checks, as well.

Square App

Employers will appreciate the simplicity of the Square payroll system. With the click of a button, you can import timesheets, and any overtime, vacation days, or other considerations are automatically calculated before the checks are paid. Reports are involved, but simple to use. So, you get a lot of information, and you can tailor reports to tell you exactly what you are looking for.

Employees will also find the Square system particularly easy to use. The system is set up with an automatic clocking in and out program and online account management for easy access from anywhere. Employees get their own personalized online account where they submit hours, update personal information, and receive payments. Workers can also view their paystubs or tax forms from this account.

Square Customer Support

Square is the quintessential startup company with the fresh flavor and vibrant feel that resonates through every aspect of its being—and customer support is no different. Aside from being approachable, happy, and native English-speakers, the Square staff is familiar with all aspects of the products and platform for fast remediation of issues when they arise.

There is also a robust support center filled with video tutorials, tips, tricks, and well-written articles to help you navigate through any hiccups you might have along the way.

  • Phone support during regular business hours, Monday-Friday 6am-6pm PT
  • Email support
  • Social media channels support including Facebook and Twitter

A community forum made up of other business owners where you can ask your questions and get real, hands-on answers.

Square Square Visit Site

Pricing & Special Offers

Square is a piecemeal system that allows you to choose the features you want, bundling them up into individualized packages to suit your business needs. Payroll services fees are as follows:

Monthly Subscription
Per Worker
Contractors Only
Employees & Contractors

*Prices last updated June 2018

With Square, there is no subscription fee for paying 1099 contractors, but rather a fee for paying W2 employees. Since you are paying per employee, you can add additional payments without incurring any additional fees. One of the coolest features Square has is the flexible payment feature. The algorithm bases your payments on the number of employees you pay each month. So, if you have fewer employees to pay one month, it’ll lower your Square charges automatically without having to switch between plans or start a new package. Square also offers customers a 30-day risk-free return policy for any hardware equipment purchased.

Bottom Line

Square is everything you could hope for in a payroll service. It does taxes (free of charge); it does new-hire reporting; it truly takes care of every aspect of payroll. If Square did the dishes, you might just want to marry this company! With expert services, superior features, and friendly customer support, you get the best of all worlds with Square.'s editorial staff is a professional team of editors and writers with dozens of years of experience covering consumer, financial and business products and services.

Square reviews

Great • Reviews 4,352
Sort by
George Luz Jr.
4 days ago
Very pleasant experience with the staff…
Very pleasant experience with the staff with my technical challenges. This is my first so you don't know what you don't know. But they do know! Thank you.
5 days ago
Nesha Crump
6 days ago
Very helpful and easy going platform so…
Very helpful and easy going platform so far so good
CFO Enrollment
1 week ago
Efficient resolution.
I was very impressed with customer service administered by the Square Representatives. I am older. I remember a time talking to telephone operators and customer service determined whether you will have repeat customer. We provided that what was necessary and Square's representatives did the rest. The did settle in our favor. But, let me be clear that is not why we write this review. Soft skills is the new gold standards. Next was, how efficient the process to resolution. We recommend Square to clients.

Copyright © 2009 - 2024 Natural Intelligence Ltd. All Rights Reserved.

Mailing address:

4023 Kennett Pike #50055

Wilmington, DE 19807 is designed to help users make confident decisions online, this website contains information about a wide range of products and services. Certain details, including but not limited to prices and special offers, are provided to us directly from our partners and are dynamic and subject to change at any time without prior notice. Though based on meticulous research, the information we share does not constitute legal or professional advice or forecast, and should not be treated as such.

Reproduction in whole or in part is strictly prohibited.

As an Amazon Associate we earn from qualifying purchases.