Square Review 2025

Category: Online Invoicing
Square Invoicing is a simple and powerful billing and invoicing application that streamlines the process of getting paid. It’s part of the Square larger suite of small business solutions.
Company:Square

Square Online Invoicing Plans & Pricing

Free
$0
/mo + processing rates
Plus
$20
/mo + discounted processing rates

Square Comparison

Expert Review

3.9
Price
3.5
Ease Of Use
4.5
Features
3.5
Support
4.0

Pros

v-pro
Estimate and invoice management
v-pro
Beginner-friendly UI
v-pro
No recurring or upfront fee — pay per transaction only
v-pro
Recurring invoices and automated payment reminders

Cons

x-con
No time tracking features
x-con
No late fee capabilities

Square Online Invoicing's Offerings

Square offers two invoicing plans: a Free plan with unlimited invoices, estimates, and contracts at no monthly cost (but with standard processing fees), and a Plus plan for $20/month, which includes advanced features like custom templates and project tracking, along with discounted processing rates. Both plans support ACH payments, card-on-file billing, automatic reminders, and project-based invoicing.

Customer Support

Square shines in customer service, offering everything from phone to live chat to blog posts and walkthroughs.

Like many companies today, though, Square constantly nudges users towards self-help resources like its forums and FAQs to minimize the need for support agents.

Features & Functionality

General Features

Recurring Invoices

Many service businesses have retainer agreements with clients, meaning they get paid a fixed fee every month for an agreed-upon workload. Creating and sending retainer invoices every month is tedious, though.

Square lets you can store client credit or debit cards and set up recurring billing with ease. Square bills the card automatically, reducing work for both parties and increasing your chance of being paid on time.

Payment Reminders

Square also lets you set automated payment reminders to keep your clients in the loop about invoices or purchases coming up soon. You can schedule these ahead of time.

Deposits

Plenty of service businesses require clients to pay a deposit up front. This holds their spot in line and protects the company’s revenue in case of a dodgy client.

Square built in features that let you accept deposits and milestones, ensuring you get paid at the appropriate times for your hard work.

Estimates

Square has a host of estimate creation and management features. You can create and send multi-package estimates to give clients options depending on their budget and needs. You can then convert their chosen estimate into an invoice for easy money.

Square also provides numerous contract templates you can fill in and send with the invoice.

v-pro
Customizing your invoice
x-con
Tracking Invoice Views
v-pro
Customizing invoice payment terms
v-pro
Offer Discounts
v-pro
Estimates
v-pro
Recurring Invoices
x-con
Multi-Currency
v-pro
Multi-Language
x-con
Client Portal
v-pro
Send Emails
x-con
Automated Tax Circulations
v-pro
Invoice Previews
x-con
Banking Data Synchronization

Payments

Process payments seamlessly with integrated systems.

v-pro
Send receipts to customers
v-pro
Online payments
x-con
Late Payment Fees
v-pro
Track refunds and credits issues
v-pro
Deposit Payments
v-pro
Track Offline Payments
v-pro
Credit Card Payments
v-pro
Auto Payment
v-pro
Payment reports

Time Tracking

Track time spent on projects for accurate billing.

x-con
Automated bills for tracked hours per project
x-con
Different Rates for each Project
v-pro
Generate Invoices
x-con
Timer
x-con
Tracking against clients and projects

Supported Devices

Available on multiple devices for accessibility.

x-con
Windows
v-pro
Android
x-con
Linux
v-pro
iPhone/iPad
x-con
Mac
v-pro
Web-Based

Ease Of Use:

Square has excellent, beginner-friendly UI and navigation. Plus, it’ll walk you through the software with a three-step onboarding sequence, helping you set up your account and familiarizing you with the basic features. It caps things off by guiding you through a mock invoice so you know how to perform the most important function included.

Verdict:

Square is a simple, budget-friendly way to streamline billing and invoicing. It skips fancy functions, instead of focusing on simple tools that automate and streamline your billing and invoicing processes. That said, Square offers other POS and eCommerce features in case you need them.

Overall, Square is an excellent choice if you need a simple and efficient billing and invoicing management app.

User Review

4.5
5
3 Users
(3)
4
0 Users
(0)
3
1 Users
(1)
2
0 Users
(0)
1
0 Users
(0)
Write a review
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logoWrite a Review
4 Reviews
1-10 employees
Used for: 6-12 months
04 Apr - 2021
My phone is my POS
As a service provider who's typically on the road, I enjoy how Square could be installed on my phone. I don't have to carry any other device and still be able to process payments and issue invoices on the road.
Like:
  • The app is convenient and portable. Can be installed on any device.
11-50 employees
Used for: 1-2 years
22 Mar - 2021
Sleek Interface
We currently use Square to process all payments in our store. What I love most about it is the up-to-date interface design. Really easy to use and very intuitive.
11-50 employees
Used for: Less than 6 months
25 Feb - 2021
Most user friendly & easy to use
Square is easy to use for all our online invoicing needs and didn't take us long to get set up
1-10 employees
Used for: 6-12 months
01 Feb - 2021
Helps me stay organized
This system makes it easy to track client payments. It's been a great asset to my shop, although there a few aspects that Square could improve. Overall, I've been pretty happy with the software.
Dislike:
  • Invoices are not very customizable and processing fees can be a bit steep.
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