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Billbooks vs Square Invoices Comparison

Last updated:

Billbooks

Starting at Contact for pricing

  • Free Trial
  • Individuals
  • Freelancers / Consultants

Billbooks is an easy to use, easy to learn software to create professional looking invoices and estimates. With Billbooks you can markup PDFs, create templates for faster invoicing, send reminders, integrate with your ti…

Square Invoices

4.7(59 reviews)

Starting at Contact for pricing

  • Free Trial
  • Medium Business
  • Small Business

Square Invoices is easy, intuitive, and affordable billing and invoicing software for small businesses. Square Invoices integrates seamlessly with Square Point of Sale so you can send estimates, bills, and invoices from…

Square Invoices leads on user satisfaction with a 4.7-star rating across 59 reviews.

Billbooks vs Square Invoices — at a glance

FeatureBillbooksSquare Invoices
Rating4.7 / 5
Reviews59
Starting priceContact for pricingContact for pricing
Free trial Yes Yes
Free version No No
Best forIndividuals, Freelancers / Consultants, Medium BusinessMedium Business, Small Business
CategoryBilling and Invoicing SoftwareBilling and Invoicing Software
PlatformsSaaS/Web/Cloud, Mobile - Android, Mobile - iOSSaaS/Web/Cloud
API
Support modes24/7 (Live rep), Business Hours, OnlineBusiness Hours, Online
CertificationsGDPRGDPR
Data residencyUSUS

Key differences between Billbooks and Square Invoices

  • Target audience: Billbooks is built for Individuals and Freelancers / Consultants, while Square Invoices targets Medium Business and Small Business.
  • Deployment: Billbooks supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS; Square Invoices supports SaaS/Web/Cloud.

Billbooks vs Square Invoices — find the better fit before you commit.

01

Which tool fits your team best

02

Which is actually cheaper for your team size

03

Where each product wins, per real buyers

Most Billing and Invoicing Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.

Billbooks
Talk to an expert
Talk to an expert
Square Invoices
Talk to an expert
Talk to an expert

Biggest differences

Start here before you go deeper into features.

Billbooks

Best for small businesses needing simple, professional invoicing with time tracking integration.

Choose if
  • You are a freelancer or small business owner seeking easy-to-learn invoicing software.
  • You want to quickly create professional invoices and estimates with customizable templates.
  • You require integration with time tracking tools for streamlined billing.
Consider alternatives if
  • Your company is a large enterprise with complex billing and customization needs.
  • You need advanced billing features or transparent, flexible pricing options.

Square Invoices

Best for small businesses needing simple, integrated invoicing with Square POS.

Choose if
  • You are a freelancer, consultant, or service-based business owner seeking easy invoice management.
  • You want seamless integration with Square Point of Sale for unified payment and invoicing.
  • You need flexible payment options including one-time, recurring, and partial payments.
Consider alternatives if
  • You require extensive invoice template customization or multiple saved templates.
  • Your business depends heavily on external accounting software integrations like QuickBooks.

Billbooks: Best for small businesses needing simple, professional invoicing with time tracking integration. Square Invoices: Best for small businesses needing simple, integrated invoicing with Square POS.

Description

Billbooks is an easy to use, easy to learn software to create professional looking invoices and estimates. With Billbooks you can markup PDFs, create templates for faster invoicing, send ... Read More about Billbooks

Square Invoices is easy, intuitive, and affordable billing and invoicing software for small businesses. Square Invoices integrates seamlessly with Square Point of Sale so you can send ... Read More about Square Invoices

Free Trial Availability

Spotsaas Score

What's this? ↗

8.7/10

9.0/10

User Ratings

Based on verified Spotsaas reviews

4.7

(59)

Best Company Size

1-50 employeesSmall Business
1-50 employeesMedium businesses
Get pricing help
Get pricing help

Where each option fits best

See where each product is strongest, which teams it fits, and what causes buyers to keep looking — before you commit.

Based on buyer reviews and verified product data collected by Spotsaas.

Strengths

Key strengths

Billbooks

  • Streamline your billing and invoicing workflow effortlessly—Billbooks simplifies tedious tasks, giving you more time to focus on strategic goals.
  • Provides real-time financial insights through intuitive dashboards, so you always have clear visibility into your company's cash flow and performance.
  • I especially appreciate its user-friendly interface; even non-tech-savvy team members find it easy to navigate and adopt quickly.

Square Invoices

  • Seamless Integration with Square POS: Square Invoices integrates effortlessly with Square Point of Sale, allowing businesses to manage transactions and invoicing within a single platform.
  • User-Friendly Interface: The platform is designed to be intuitive and easy to navigate, making it accessible for users without extensive technical expertise.
  • Mobile Accessibility: Square Invoices offers mobile compatibility, enabling users to create and manage invoices on the go, enhancing flexibility for business owners.
Best fit

Best fit

Billbooks

  • 1-50 employees
  • Consulting, Freelancing, Creative Agencies, Professional Services, Legal Services, Marketing Agencies
  • Business Owners, Freelancers, Consultants, Creative Directors, Account Managers, Project Managers, Finance Managers

Square Invoices

  • 1–50 Employees
  • Freelancing, consulting, service-based businesses, retail
  • Freelancers, small business owners, consultants, service providers
Watchouts

Reasons buyers look elsewhere

Billbooks

  • Users seeking advanced integrations or specialized accounting tools beyond basic invoicing might explore alternatives offering broader functionality and smoother third-party app connectivity.
  • Companies scaling rapidly may require more robust reporting, analytics, and customizable dashboards than Billbooks provides, prompting consideration of more comprehensive platforms.
  • Businesses needing extensive customer support or personalized onboarding might find Billbooks' support options limited, leading them to choose alternatives with stronger customer service offerings.

Square Invoices

  • Square Invoices offers basic invoicing functionalities but lacks advanced features such as recurring billing, time tracking, and detailed financial reporting, which are available in other platforms like Zoho Invoice and FreshBooks .
  • Users seeking extensive customization options for invoice templates may find Square Invoices limited, as it offers fewer customization features compared to competitors like Invoicera .
  • Some users have reported that Square's transaction fees can be higher compared to other payment processors, which may impact businesses with larger transactions.

Software Demo

Demo

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How do Billbooks and Square Invoices Compare on Features?

Total Features

17 Features

11 Features

Unique Features

No unique features

No unique features

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Compare Billbooks and Square Invoices on pricing

Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.

Other Details

Organization Types supported

  • Freelancers
  • Medium Business
  • Small Business
  • Large Enterprises
  • Individuals
  • Freelancers
  • Medium Business
  • Small Business
  • Large Enterprises
  • Individuals

Platforms Supported

  • Browser Based (Cloud)
  • Mobile - Android
  • Mobile - iOS
  • Installed - Windows
  • Installed - Mac
  • Browser Based (Cloud)
  • Browser Based (Cloud)
  • Mobile - Android
  • Mobile - iOS
  • Installed - Windows
  • Installed - Mac
  • Browser Based (Cloud)

Modes of support

  • 24/7 (Live rep)
  • Business Hours
  • Online
  • 24/7 (Live rep)
  • Business Hours
  • Online

API Support

  • Not Available
  • Not Available
Get help choosing
Get help choosing

Security & Compliance

Certifications, data handling, and security controls for IT and compliance evaluators.

HIPAA

✗ No
✗ No

GDPR

✓ Yes
✓ Yes

Data Encryption

✓ Yes
✓ Yes

Data Residency

🇺🇸 US
🇺🇸 US

Billbooks User Reviews & Rating Comparison

User Ratings

No reviews available for the product

Rating Distribution

1

0

1

0

0

117

9

0

0

0

Spotsaas Editor’s POV generated by AI

Buyer sentiment

Users appreciate Billbooks for its user-friendly interface and streamlined invoicing capabilities, though detailed user feedback is limited.

What buyers like

  • Ease of use
  • Professional invoice creation
  • Integration with time tracking

Common complaints

  • Lack of pricing clarity
  • Limited advanced features

Buyer sentiment

Overall, users appreciate Square Invoices for its ease of use, seamless integration with Square POS, and flexible payment options, though concerns remain about transaction fees and limited invoice customization.

What buyers like

  • Ease of use
  • Integration with Square POS
  • Flexible payment options

Common complaints

  • High transaction fees
  • Limited invoice template customization

Pros and Cons

  • Easy to use and learn interface

  • Ability to create professional invoices and estimates quickly

  • Integration with time tracking software

  • Limited information on pricing transparency

  • Lack of detailed user ratings and reviews

  • User-friendly and intuitive interface

  • Seamless integration with Square Point of Sale and other Square tools

  • Flexible payment options including one-time, recurring, and partial payments

  • High transaction fees for card payments

  • Limited invoice template options and inability to save multiple templates

Positive Reviews

No reviews available for the product

No reviews available for the product

List of Customers

Customers

CNBC

CNBC

Web Designer

Web Designer

Tech Crunch

Tech Crunch

No Customers information available.

Media and Screenshots

Screenshots

No screenshots available.

How to invoice on desktop

2 Screenshots

Videos

video-0

3 Videos

video-0

3 Videos

Top Alternatives to Billbooks and Square Invoices in 2026

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Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].

Frequently asked questions

Which is better, Billbooks or Square Invoices?
Square Invoices edges out the other on user ratings (4.7 vs -1.0). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
Do Billbooks and Square Invoices offer a free trial?
Yes, both Billbooks and Square Invoices offer a free trial.
What is the starting price of Billbooks vs Square Invoices?
Billbooks starts at Contact for pricing. Square Invoices starts at Contact for pricing.
What are the top alternatives to Billbooks?
Top alternatives to Billbooks include Invoiced, InvoiceBerry, ReliaBills, Invoice2go, BillingPlatform.
What are the top alternatives to Square Invoices?
Top alternatives to Square Invoices include SlickPie, Invoiced, InvoiceBerry, PayorCRM, Moon Invoice.

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