5 Best Recurring Billing Software | Fit Small Business

5 Best Recurring Billing Software

The best recurring billing software solutions allow you to easily set up scheduled invoices or offer a similar feature such as the ability to clone invoices to automate regular billing. They also have time-saving features such as payment reminders, invoice approval workflows, a client-side portal, and an invoicing app. Additionally, they must provide sufficient invoice…

Written By
Mark Calatrava
Mark Calatrava
Nov 4, 2024
15 minute read

The best recurring billing software solutions allow you to easily set up scheduled invoices or offer a similar feature such as the ability to clone invoices to automate regular billing. They also have time-saving features such as payment reminders, invoice approval workflows, a client-side portal, and an invoicing app.

Additionally, they must provide sufficient invoice customization options, including the ability to choose from different invoice templates, upload your company logo, and edit invoice fields. Given, here our top five best recurring invoice software.

  • Invoicera: Best overall standalone recurring billing software
  • QuickBooks Online: Best bookkeeping software with outstanding recurring billing features
  • FreshBooks: Best recurring billing software for project-based businesses
  • Zoho Invoice: Best free standalone recurring billing software
  • Wave: Best free bookkeeping software with good recurring billing features

I evaluated each retail accounting system based on how well it supports real retail workflows, including inventory tracking, sales activity, and day-to-day financial management. I focused on what actually works in practice — how transactions flow, how inventory connects to accounting, and how easy it is to manage operations without extra tools.

  • General features: I reviewed how each system handles core accounting tasks like general ledger, banking, accounts receivable, accounts payable, sales tax, and financial reporting. I gave more weight to platforms that deliver reliable, complete accounting without requiring workarounds.
  • Retail-specific features: I examined tools that directly support retail operations, including inventory management, sales tax tracking, and POS integration. I prioritized systems that keep inventory and financial data aligned in real time.
  • Pricing: I compared monthly costs, user limits, and feature availability across plans. I looked closely at whether key retail features are included in entry-level tiers or locked behind upgrades.
  • Ease of use: I assessed how quickly a non-accountant can complete common tasks like invoicing, expense tracking, and reporting. I focused on navigation clarity and how much setup is required to get started.
  • Customer support: I reviewed available support channels, including phone, chat, email, and help documentation, to see how easily users can get assistance when needed.
  • User reviews: I analyzed average ratings from trusted review platforms to understand how each system performs in real-world use.

Best Recurring Billing Software: Quick Comparison


Pricing (Cost per Month)Number of Users IncludedFree Trial
Invoicera logo.$19 to $1491 to unlimited7 days
Visit Invoicera
QuickBooks logo.$38-$2751-2530 days
Visit QuickBooks Online
FreshBooks logo.$23-$70 or custom1$11 per user, per month30 days
Visit FreshBooks
Zoho Invoice logo.FreeUnlimited
Visit Zoho Invoice
Wave logo.Free1 or unlimited
Visit Wave

Invoicera: Best Overall Recurring Billing Software

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QuickBooks Online: Best Bookkeeping Software With Outstanding Recurring Billing Features

FreshBooks: Best Recurring Billing Software for Project-based Businesses That Use Retainers for Ongoing Services

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Zoho Invoice: Best Free Standalone Recurring Billing Software

Wave: Best Free Bookkeeping Software With Good Recurring Billing Features

How I Evaluated the Best Recurring Billing Software

I used an internal scoring rubric that considers six key criteria to evaluate the best recurring billing software.

Methodology weights
Pricing 15%
Invoice Customization 20%
Recurring Billing Features 30%
Ease of Use 15%
Customer Support 15%
User Reviews 5%

We considered the availability of a free plan and other factors, such as the affordability of the monthly plans and whether there are restrictions on user access and number of invoices that can be sent.

A good recurring billing software provides various ways to personalize invoices, such as choosing from different invoice templates, adding your company logo, and customizing the invoice color.

We looked into essential billing features, such as late payment reminders, invoice approval workflow setup, a dedicated client portal, and a mobile invoicing app.

The invoicing process should be easy to understand and use, even for users with no accounting background.

Ideally, recurring billing providers offer various customer support options, like phone support, live chat, email support, and self-help resources, like setup guides and tutorial videos.

We gathered the average review rating of each software from leading third-party review websites.

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Frequently Asked Questions (FAQs)

The best recurring invoice software should provide customizable invoices and have time-saving invoicing features such as payment reminders, automated sales tax calculations, a client portal, and a mobile invoicing app.

Yes, and good examples are Wave and Zoho Invoice.

The best recurring invoice software depends on your unique needs. If you want specialized invoicing software with enhanced features, then Invoicera is great. If you need bookkeeping features in addition to billing, you can choose between QuickBooks Online and Wave. If you only need invoicing and are on a budget, Zoho Invoice is great free recurring billing software.

Bottom Line

Recurring billing software is designed specifically to prevent late payments, automate invoicing, and take the stress out of the process. Whether it’s a free solution like Wave or Zoho Invoice or premium software that provides extra features such as a client portal or automatic sales tax calculation, these options are suitable for many small businesses. The best platform for you is the one that suits the needs of your particular industry.

Mark Calatrava

Mark Calatrava is an accounting expert for Fit Small Business. He has covered more than 50 accounting software for small businesses and niche industries and has developed an in-depth knowledge of the important features of accounting software, including how the importance of these features vary by business. As a QuickBooks ProAdvisor, Mark has extensive knowledge of QuickBooks products, allowing him to create valuable content that educates businesses on maximizing the benefits of the software.

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