The Story of Square: History, Products, and Features

By 00

Square was created in 2009 by Jim McKelvey and Jack Dorsey in San Francisco, CA. And if the name Jack Dorsey sounds familiar, it’s probably because he is also the co-founder of Twitter, the popular social media platform, and today has a net worth of nearly $3 billion.

The story goes that Dorsey’s friend at the time, McKelvey, was a glass artisan who lost a $2,000 sale to a customer because he had no way of accepting credit card payments. Dorsey and McKelvey thought at the time, well that’s just crazy; in this day and age of smartphones and technology, anyone should be able to accept a credit card payment.

And so Square was born.

Paying with Square

At first, Dorsey wanted to name the company Squirrel, but threw that name out once he saw that it was already in use by another company. He took a page from how Twitter got its name and scrolled through words in the dictionary beginning with SQ. When he found Square, it resonated with him, both in term of the phrase “squaring up,” which a credit card accepting device would do, and also in term of the square shape of the card itself. (In fact, the name of the company’s website is, but that’s also because was already owned by someone else.)

When Dorsey and McKelvey started Square, they had no financial experts on their team. What they did have was vision, foresight, experience in internet technology, and a great idea.

Square is Born

Apparently, that was enough. In the pair’s initial round of fundraising, they raised $10 million. The company launched its first product, Square Reader, a small plastic dongle (device) that can be inserted into the port of an Android or iPhone. It was initially released to a pilot audience of 50,000 people, and in 2010, released to the greater public.

In 2011, Square launched 2 additional products: Square Wallet (which no longer exists) and Square Register, a fully integrated point of sale with hardware, software, 2 touchscreen displays, and no need for apps or tablets.

The company has continued to develop a large variety payment products—some of which have been scrapped, and some of which have become wildly successful. Some of the more successful products include Square Stand (for iPads), Square Cash (money sending), Square Market ( allows businesses to create their own online sites), Square Customer Engagement (CRM marketing tools), Square Payroll (an online payroll service for small businesses), and of course, Square Point of Sale (POS).

Today, Square is arguably the market leader for POS systems, and is especially popular for small and mid-sized businesses. In fact, Square set the standard so high upon its initial launch and subsequent popularity, that both PayPal and Amazon launched competing services, in 2012 and 2014, respectively. (Amazon’s POS shut down soon after its launch.) While there still remain other competitors, Square is still one of the most popular and convenient POS systems in the US.

Square Technology

Simply put, the Square POS system uses cloud-based technology to allow businesses to accept credit card payments from customers. Business owners can do this in a number of ways:

  1. Using a free Square Reader for Magstripe or a Square Chip Card Reader ($29) that can be plugged into any smartphone and automatically accept credit card payments
  2. The Square app (see details below)
  3. Square Hardware (see details below)

Square offerings

Dorsey has commented in the past that Square POS is a tool for both merchants and consumers. For merchants, obviously, it allows them to accept payments, and for consumers, it allows them the convenience of cash-free shopping and a simple and easy way to use their credit cards for daily purchases.

All financial transactions completed using Square technology adhere to the PCI Data Security Standard (PCI-DSS). This means that all credit card information is encrypted using 128-bit SSL encryption technology, and is deleted once the transaction is complete. Square also works to prevent fraud and detect any suspicious credit card movement.

Square Products and Special Features

The Square POS app (available on Android and Apple products) offers practical and easy-to-use features, including:

  • Receipt and tipping options for consumers
  • Open tickets (letting customers pay when convenient)
  • Managing inventory in real-time
  • Allowing employees to clock in and out
  • Customer directory
  • Customer profiles for regular customers
  • Digital receipts
  • Sending invoices
  • Selling gift cards
  • Credit card information encryption
  • Dashboard

The Square Dashboard necessitates its own mention, because this feature is vital for business owners and it works in sync with Square Point of Sale. This dashboard is the main way for sellers to view and manage their analytics and track their customers through use of:

  • Sales summaries
  • Showing best-selling items
  • Comparisons to seller’s previous performance
  • Accessible from anywhere
  • Managing multiple locations from the same app
  • Tracking which employees sell what
  • Allowing 3rd party software integrations, such as bookkeeping, tax prep, and ecommerce apps

Of course, while Square POS and Dashboard are free, sellers are still charged 2.75% per tap, dip, or swipe. This is a fairly competitive price, especially considering all of the free management tools that Square provides.

Another Square product that bears mentioning is Square Retail, a tool designed specifically for retail stores. Square Retail costs $60/month and offers:

  • Multilocation inventory management
  • Employee accounts and permissions
  • Cost of goods sold and projected profit reporting
  • Advanced customer outreach tools and profiles
  • Purchase orders and vendor lists
  • Full compatibility with all Square hardware

Square Register is the hardware component of Square POS; it’s not necessary for all business owners but it certainly is useful. The register consists of 2 screens: 1 for sellers, 1 for customers. It also comes along with the intelligent POS software of the Square app.

Additional features of Square Register include:

  • Phone support
  • Protection from eligible chargebacks
  • 2-year limited warranty
  • Acceptance of all major credit and debit cards
  • Deposits by the next business day
  • Connecting of accessories, such as cash drawer, order ticket printer, and barcode scanner

Square Register costs $999 or $49/mo for 24 months + 2.5% + 10¢ per tap, dip, or swipe. Businesses that earn more than $250,000 and have average tickets above $15 are eligible to receive a custom pricing package from Square.

Visit Square

Bottom Line

Square was built by two visionaries who wanted to help both businesses and consumers. It became a great way for small businesses to sell more and consumers to shop more conveniently. It began with a small device that could be inserted into any smartphone, and today has expanded into a variety of POS services, including an app, software, hardware, and more. Square is not what it used to be and has changed its image to a product that any business owner can get behind.

Advertising Disclosure

This site is a free online resource that strives to offer helpful content and comparison features to its visitors. Please be advised that the operator of this site accepts advertising compensation from companies that appear on the site, and such compensation impacts the location and order in which the companies (and/or their products) are presented, and in some cases may also impact the rating that is assigned to them. To the extent that ratings appear on this site, such rating is determined by our subjective opinion and based on a methodology that aggregates our analysis of brand market share and reputation, each brand's conversion rates, compensation paid to us and general consumer interest. Company listings on this page DO NOT imply endorsement. Except as expressly set forth in our Terms of Use, all representations and warranties regarding the information presented on this page are disclaimed. The information, including pricing, which appears on this site is subject to change at any time.

Top 5 POS Systems