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billing system

Small business basics

Top billing & invoice software in 2021

Learn all about billing solutions in the digital age and the top invoicing and online payments software for small businesses in 2021.

April 20 · 8 min read

Billing and invoicing is the lifeline of any business. And yet, invoicing remains one of the biggest problems facing small businesses today. Creating the invoice, sending it out, following up on overdue payments — the traditional billing process is anything but easy. What’s more, you’ll have to do this on a recurring basis, thereby costing you precious work hours, among other things.

The answer to these limitations lies in automation. Online invoicing and billing software allow you to automate your payment processes and even generate in-depth financial reports with just a few clicks.

Being able to put your billing system on autopilot is definitely a welcome solution. But with so many payment options and billing platforms out there today, it can be hard to choose the right one for your small business. This article is for you. Learn all about billing solutions in the digital age and the top invoicing and online payments software for small businesses in 2021.

What is a billing software?

These are programs made specifically to streamline your billing process and automate how you request payment from your clients. Their functionality extends beyond simplified invoicing to include a number of other helpful features, such as the ability to configure recurring billing, automating payment reminders, and real-time tracking of payments… just to name a few.

Billing software is typically used by accountants and bookkeepers, though it’s not uncommon to find salespeople and project managers using these tools to simplify their work. You can also customize them to suit the billing process for different types of products or services. For instance, you could set up a subscription billing or project billing for your professional services.

Most billing software can integrate seamlessly with your business’s accounting software and CRM (customer relationship management) tools. This eliminates the need to transfer customer information from one platform to another and allows for a more cohesive accounting system.

General features of billing and invoicing software

Competition is rising in the fintech space and with it, more and more awesome automation features and user-friendly systems. But while no two products are completely alike, bonafide billing software all have the following features:

  • Provide the ability to create and send multiple types of invoices
  • Generate useful financial reports to aid decision making
  • Include templates for invoices, late payment reminders, and other important documents
  • Allow users to save and send their invoices in different document formats (PDF, MS Word)
  • Allow users to send invoices via multiple channels
  • Provide information on the status of invoices
  • Easily integrate with accounting software solutions
  • Include notifications for payments received
  • Ability to set up more than one payment method — credit card payments, ACH, check, and so on

Different categories of billing systems

Billing is supposed to be one of the easiest aspects of running a business. Just charge the client for the amount owed and get paid. This works perfectly if you sell physical goods and maintain a one-time purchase business model.

If you are selling software as a service (SAAS) or any other kind of online service with recurring billing, however, the payment process is not so simple. The most common problem you’ll likely face is figuring out how to bill the correct amount of money on the correct date month after month. You’ll need to put some thought into important details, such as deciding between plans and subscription billing, dunning, proration, billing cycle, payment methods, and more.

Let’s start with explaining the differences between plans and subscriptions.

Both are closely related and share a number of general similarities, but no, they’re definitely not the same. A plan is built around the base product that you’re selling. For example, internet service providers offer various plans, all of which revolve around their base product — internet access. The buyer can then include add-on products to their selected plan or use it as it is. Plan-based billing systems include set intervals for when the next payment is due.

On the other hand, subscription billing is the go-to payment model when the company has an established relationship with the client to bill them based on a specific schedule. It offers a great way to effectively manage recurring billing and maintain a positive cash flow. Some businesses include a lock-in period so they are at least assured of regular payments from that client over a given timeframe.

Should I do in-house or third-party billing?

This is another crucial detail about billing software that you should know about. Should you set up a custom, in-house billing system? Or is a third-party billing solution the more practical way to go? As with any business decision, choosing between two options means understanding their respective benefits and limitations.

In-house billing systems

The biggest advantage of an in-house billing system is that it provides maximum control and customization over your invoicing and payment processes. You can customize it to suit your business model, decide on payment tiers, plus, any issues you encounter typically receive immediate attention since you’re the only customer of that system.

On the cons side, you should note that building this type of system takes time. Additionally, it’s likely that you’ll still require various third-party integrations to get it fully functional. For these reasons, they’re more popular among larger organizations that are willing to commit the necessary resources to ensure the system is working as it should.

Third-party billing systems

The main driver here is the faster setup process and seamless integration capability. Many of these systems come with extensive tutorials and user-friendly interfaces so teams can get set up with their billing and invoicing within hours. This makes them the sensible option among small business owners.

Naturally, they are not as flexible in terms of customizability and full control. They are also subject to transaction-based fees, payable for as long as you’re using the system. Additionally, customer support may be delayed since these platforms cater to numerous customers spread out all over the globe.

Our criteria for selecting the top billing software for small businesses

The ability to solve a wide array of today’s billing and invoicing problems is the primary criterion here. Let’s take a look at some of these problems and how billing software can solve them.

Outdated billing systems

Many of our legacy billing infrastructures were made for an era that is rapidly fading away. Imagine having to wait a minimum of two to three weeks to receive payment from an international client at this age when there are software tools that allow you to complete the same transaction and get you paid in a matter of seconds.

As such, a good billing platform must be able to accommodate changing business rules and have all the necessary features to cater to today’s innovative business models. Some of these features include:

  • Modern monetization platform
  • Tiered pricing
  • Trial periods
  • Real-time usage updates
  • Pre-payments
  • Easy plan adjustments
  • User-friendly automation tools
  • Advanced accounting systems for a more streamlined workflow
  • Support for multiple payment options

Rigid pricing

Long gone are the days when you have to pay for bundled items that you don’t need just because they are included in the package, and the pricing is inflexible. Now it’s all about having a dynamic pricing engine with the ability to model just about any billing process.

Flexible pricing models are crucial to the scalability of your billing and invoicing system. Also, your monthly fee is made up of only items that you’re actually using.

Limited billing capacity

A great billing platform should be able to handle the complexities of handling different kinds of payment processes, from one-time charges to recurring billing, even to local and international payments with super-fast transaction speeds and minimal fees. You should also be able to define important events in the billing cycle, such as revenue recognition, fee adjustments, and scheduled payments.

Security lapses

Billing software has access to sensitive data such as credit card numbers, billing addresses, and sometimes even social security numbers. Needless to say, the security of this system must be topnotch. There are certain industry standards that the platform must meet as well, especially if you want to be able to accept credit card payments in your business.

Uncoordinated payments tracking

There’s nothing worse than having a client’s payment hang in transit and you’re not sure exactly where it’s stuck. You should be able to track your payments and remittances in real-time. Plus, the system should be able to automate sending important correspondences like payment reminders and follow-ups once it notices that a particular payment is past due.

The top five billing and invoicing software for your small business

Based on the criteria above, here are our top picks for great billing software:

QuickBooks Invoicing and Billing Software

QuickBooks is an accounting software that helps you streamline your finances and keep your billing process organized. It allows you to set up your bookkeeping records (accounts receivable, accounts payable, cash flow, etc.) in one place. You can also create and send custom online invoices using your computer or mobile device.

Top features

  • Customize and send custom invoices, receipts, project estimates, and other important documents
  • Track and manage sales tax
  • Track expenses, income, and profits
  • Schedule recurring payments to save time
  • Supports transactions in multiple currencies
  • Mobile app available
  • Cloud data storage for with automatic syncing across your devices

FreshBooks Invoicing and Billing Software

FreshBooks is a robust platform that includes various business solutions, such as invoicing, expense tracking, and time tracking. Because it packs so many useful features, this software is popular among small businesses and freelancers. The pricing is relatively reasonable too, starting at $15 user/month.

Top features

  • Send unlimited customized invoices
  • Automate recurring invoices
  • Real-time updates on when your client has received, viewed, and settled your invoice
  • Set up automatic email reminders for late payments
  • Set up credit card payments
  • Get business insights with simple financial reports
  • Time tracking

Xero Invoicing and Billing Software

Xero is an all-inclusive accounting software packed with user-friendly tools to optimize your workflow and manage your business finances. The platform also prides itself on its security and reliability. Users have access to 24/7 support and are able to customize the various tools to suit different business models. However, the pricing appears to be a tad high, with plans starting at $20 user/month.

Top features

  • Easy invoicing and online payments setup
  • Create and send professional custom-designed invoices
  • Automate recurring billing
  • Automate late payment reminders and get paid faster with tailored emails to your customers.
  • Mobile app available so you can create and send invoices straight from your phone or tablet
  • Bulk-invoice customers
  • Real-time notification when the client opens your invoice

B12 Invoicing software

B12 Invoicing combines the best features of in-house and third-party billing systems. The platform is powered by Stripe to deliver tailored billing and invoicing solutions. But what is perhaps its best quality is that it is free to use for B12 clients with no monthly fees or limits on transactions. This allows users to streamline their billing process while also maximizing profitability since the service is free.

Top features

  • Invoicing software built into your website
  • Easy integrations with third-party apps and payment processors
  • Create and send personalized, unlimited invoices without leaving your website
  • Multiple payment methods supported, including credit cards and bank account/ACH
  • Industry-leading security powered by Stripe
  • Set up automatic reminders and follow-up on late payments
  • Connect your US bank account and receive payments directly


This billing and invoicing software is great for small-to-medium businesses looking for a simple yet efficient way to stay on top of their cash inflows and outflows. The invoice creation process is particularly streamlined to suit your business needs, plus the platform allows for seamless workflow collaboration. However, freelancers and newbie business owners may balk at the pricing, which starts at $39 user/month.

Top features

  • Create and send the invoice electronically from Bill.com
  • Clients can view your invoice and pay directly online
  • Multiple payment methods supported
  • Automated email reminders for overdue invoices
  • Unlimited document storage
  • Payments received go straight into your designated bank account
  • Automated recurring invoices

Take advantage of B12’s various business solutions today!

A robust yet customizable billing and invoicing software is just one of many tools that businesses need today. That’s why it makes sense to sign up with a platform that has all the other important digital solutions in one place.

At B12, we offer a full suite of business tools designed to lift your brand out of obscurity and smack dab in front of the right crowd. In addition to our AI-powered web design and invoicing solutions, we also offer booking and scheduling software, copywriting services, SEO, ecommerce, and much more.

Sign up to become a B12 user today and get access to these tools, as well as access to a dedicated team of professionals working tirelessly to deliver great results for your business.

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