How to choose invoicing software for small businesses: A guide to get started

Invoicing

Stripe Invoicing is a global invoicing software platform built to save you time and get you paid faster. Create an invoice and send it to your customers in minutes – no code required.

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  1. Introduction
  2. Invoicing software benefits for small businesses
  3. What are the important features of invoicing software for small businesses?
    1. Automation that reduces manual tracking
    2. Payment processing
    3. Financial visibility
  4. How to choose invoicing software for your small business?
    1. Common mistakes to avoid when choosing invoicing software
  5. How invoicing software can improve cash flow for small businesses
  6. How much does invoicing software cost for small businesses?
  7. How Stripe Invoicing works for small businesses

Invoicing is an important task for small businesses, but when done manually it can be time-consuming and prone to human error. Invoicing software is designed to automate this process. It helps small businesses create, send, and manage invoices – saving them valuable time and reducing the risk of costly mistakes.

As more and more businesses make the switch to invoicing software, the global market for electronic invoicing is expected to expand at a compound annual growth rate of 15.96% from 2026 to 2034. If you're a small business owner and want to improve invoicing, the right software can be transformative. Below, we'll cover the features of invoicing software and how it can make a difference in your daily operations.

What's in this article?

  • Invoicing software benefits for small businesses
  • What are the important features of invoicing software for small businesses?
  • How to choose invoicing software for your small business?
  • How invoicing software can improve cash flow for small businesses
  • How much does invoicing software cost for small businesses?
  • How Stripe Invoicing works for small businesses

Invoicing software benefits for small businesses

Invoicing software for small businesses helps create, send, and manage invoices. It automates many aspects of the invoicing process, saving you time, reducing errors, and ensuring timely payment. Here are some of the benefits for small businesses:

  • Accuracy and fewer errors: Manual invoicing leaves room for error, whether through a miscalculation, a typo, or missing information. Invoicing software can automatically calculate taxes, apply discounts, and handle currency conversion, helping companies improve accuracy and avoid disputes.

  • Tracking of payments and overdue invoices: Invoicing software tracks payments automatically, and it allows businesses to set payment reminders to notify clients when invoices are due or overdue. This monitoring can reduce the time you spend chasing late payments.

  • Financial insight and reporting: Many types of invoicing software offers reporting tools that provide valuable insight into a business's financial health. The business can quickly identify which invoices are outstanding, track revenue, and better understand trends in cash flow.

What are the important features of invoicing software for small businesses?

When you run a small business, you don't want to waste unnecessary time on administrative tasks such as invoicing. Invoicing software can make these tasks significantly easier. Here are the features to look for when choosing an invoicing software:

Automation that reduces manual tracking

At a minimum, invoicing software should be able to:

  • Automatically track which invoices are paid and which are still pending
  • Send automatic reminders to notify clients when payments are due or overdue
  • Support recurring invoices for subscription-based or retainer work, so bills go out on a set schedule without manual input
  • Reduce the need to manually track outstanding payments and follow up with clients

Payment processing

Many invoicing tools integrate with payment processors, allowing clients to pay directly through the invoice using credit cards, bank transfers, or digital wallets. This accessibility simplifies the payment process and speeds up billing cycles.

Financial visibility

Some invoicing tools also include broader financial management features:

  • Expense tracking, which allows expenses to be logged and categorised directly in the system for easier tax reporting
  • Reporting, which offers insight into cash flow, outstanding payments, and revenue to support data-driven decisions

How to choose invoicing software for your small business?

The right invoicing software should match your business's size, budget, invoice volume, and integration needs, while still leaving room to grow. Here are a few key things it should include:

  • The features you need: Look for software that tracks expenses and billable hours, supports the invoice volume and frequency your business requires, and allows for customisation and automatic billing. Integration with your accounting, e-commerce, or customer relationship management (CRM) tools can also cut down on manual data entry.

  • Ease of use: The software should be intuitive to navigate, with helpful resources like tutorials or explainer videos, and responsive customer support when questions come up.

  • Reasonable pricing: Beyond the monthly or annual subscription cost, check for setup fees, transaction fees, and other charges that might not be obvious upfront. Free plans often come with limits on the number of clients, invoices, or reporting features you can access. A platform with multiple pricing tiers might be a better fit as your needs grow.

  • Scalability: While it's not necessary to pay for features you won't use, the software should be able to grow alongside your business – supporting more users, higher invoice volume, additional payment methods and currencies, and new integrations over time.

  • A free trial or money-back guarantee: Testing the software firsthand, including by creating and sending real invoices, is one of the best ways to know whether it fits your workflow before committing long-term.

Common mistakes to avoid when choosing invoicing software

Even reliable software can be the wrong choice if it doesn't match how your business operates. Some common mistakes include:

  • Prioritising feature lists over ease of use: A tool packed with advanced billing capabilities isn't helpful if it takes too long to learn or slows down the invoicing process. For many small businesses, straightforward and quick to use matters more than robust functionality.

  • Overlooking integrations: Invoicing software that doesn't sync with your bank account or accounting system can create extra manual work, like reconciling payments or updating records by hand after invoices go out.

  • Underestimating future growth: A free or low-cost tool might cover your needs today, but it's worth checking whether it can support higher invoice volume or additional features down the line, so you're not forced to switch tools later.

Ultimately, the best invoicing software is the one that fits your business as it operates right now, while still leaving room to grow. Taking the time to evaluate your actual invoicing habits, rather than choosing based on the most feature-rich option, will save you time and prevent unnecessary switching costs later.

How invoicing software can improve cash flow for small businesses

For small businesses seeking to improve their cash flow, automating invoice creation can reduce errors, give clients more payment flexibility, and provide real-time insight, all of which contribute to a healthier, more predictable cash flow.

Invoicing software can also speed up the payment process. Traditional invoicing methods, such as paper invoices and emails with manual payment instructions, can leave room for delays. With invoicing software, you can add features such as "Pay Now" buttons, so clients can pay directly from the invoice with one click.

Invoicing software can also provide up-to-date data for projecting cash flow, including outstanding invoices, revenue, and other metrics of financial health. By knowing the status of every invoice you send and when you can expect payment, you can make better-informed decisions about spending, hiring, or investing in growth.

How much does invoicing software cost for small businesses?

The cost of invoicing software varies depending on the features your small business might need, your business’s size, and its provider. As your business expands, you might want to consider flexibility in choosing your software. Here are the possible costs:

  • Free options: Using the free version of invoicing software can work for very small businesses or freelancers who are just getting started.

  • Subscription models: Invoicing software can charge subscription fees that typically range from US$10 to over US$100 per month, depending on the features and size of your business.

  • Transaction-based models: Other services charge at a per-transaction rate of about 0.4%–0.5%. This model is generally best for businesses with fluctuating invoice volumes.

  • One-time payment: Some software options charge about US$100–US$500 for a lifetime licence, but this might not include cloud-based features or regular updates.

How Stripe Invoicing works for small businesses

Stripe Invoicing is ideal for small businesses that want a simple, automated invoicing solution. Stripe Invoicing simplifies your accounts receivable (AR) process – from invoice creation to payment collection. With Stripe, you can accept payments online, track invoices, establish recurring billing, and keep your finances organised. Whether you're managing one-time or recurring billing, Stripe helps small businesses get paid faster and streamline operations:

  • Automate accounts receivable: Easily create, customise and send professional invoices – no coding required. Stripe automatically tracks invoice status, sends payment reminders and processes refunds, helping you stay on top of your cash flow.

  • Accelerate cash flow: Reduce days sales outstanding (DSO) and get paid faster with integrated global payments, automatic reminders and AI-powered dunning tools that help you recover more revenue.

  • Enhance the customer experience: Deliver a modern payment experience with support for 25+ languages, 135+ currencies and 100+ payment methods. Invoices are easy to access and pay through a self-serve customer portal.

  • Reduce back-office workload: Generate invoices in minutes and reduce time spent on collections through automatic reminders and a Stripe-hosted invoice payment page.

  • Integrate with your existing systems: Stripe Invoicing integrates with popular accounting and enterprise resource planning (ERP) software, helping you keep systems in sync and reduce manual data entry. Stripe can also integrate with your existing accounting tools, such as QuickBooks or Xero via apps from the Stripe App Marketplace.

Learn more about how Stripe can simplify your accounts receivable process or get started today.

The content in this article is for general information and education purposes only and should not be construed as legal or tax advice. Stripe does not warrant or guarantee the accuracy, completeness, adequacy, or currency of the information in the article. You should seek the advice of a competent lawyer or accountant licensed to practise in your jurisdiction for advice on your particular situation.

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