How Automated Invoicing Works and Why Your Business Needs It
In this article, we’ll explain what automated invoicing is, how it works, and how to choose the right system. We’ll also show you how pairing automated invoicing with flexible payment options, like B2B Buy Now, Pay Later (BNPL), can make it even easier for your customers to pay on their terms, while you get paid in full upfront.
Ideally, invoicing should be simple for B2B payments. You deliver a service or product, you send an invoice, and you get paid. But for many small business owners, the reality is far messier: late payments, hours of admin, forgotten bills, and a growing to-do list. Automated invoicing offers a way out of that cycle. It takes the repetitive, manual parts of invoicing off your plate, so you can focus on what actually drives your business.
Whether you’re billing for immediate payment or offering trade credit, automation helps you work faster, follow up more effectively, and improve your cash flow without adding to your to-do list.
What is automated invoicing and how does it work?
Automated invoicing is a process where software generates and sends invoices without manual input from you. You set the rules and timeframes, like when invoices go out, how often, what the templates look like, and the system handles the rest.
Here’s what that looks like in action:
A new order comes in from a regular customer.
Your system creates an invoice using the saved template and billing terms.
It emails the invoice to the customer on the agreed date, or once the service has been delivered.
If payment isn’t received within the agreed timeframe, the system sends a friendly reminder a few days later.
Once paid, the system automatically updates your records, marks the invoice as settled, and performs the payment reconciliation in your accounts.
By automating this process, you can reduce the chance for human error, speed up cash flow, and cut back on admin hours spent chasing payments.
Automated invoicing typical workflow
Key benefits of using an automated invoicing system
For small businesses, the value of automation lies in the time and money it saves. But the impact goes even further:
Faster payments: Invoices are sent promptly and followed up automatically so you’re not relying on memory or diary reminders.
Fewer errors: Templates and system-generated data reduce the risk of incorrect amounts, dates, or details.
More consistent cash flow: Regular billing means fewer gaps in your income and better visibility over what’s owed.
Time back for your team: Less chasing, less data entry, fewer corrections to make.
A better customer experience: Clear, timely invoices and flexible payment terms make life easier for your clients too.
One small change in your process can make a big difference to how, and when, you get paid, especially if you choose the right invoicing software.
How to choose the best automated invoicing software for your business
The best invoicing software depends on how your business operates. Are you billing for services on retainer? Do you invoice for one-off deliveries? Are your payment terms fixed or flexible?
Here’s what to think about when weighing your options:
Ease of use: Can your team get up to speed quickly without specialist training?
Integration: Does it link with your accounting software, payment gateway, or CRM?
Flexibility: Can it handle your billing models, whether that’s recurring invoices, project milestones, or usage-based pricing?
Customisation: Can you tweak invoice templates, branding, and messaging to suit your style?
Scalability: Will it grow with your business as your needs change?
Look for a platform that fits your current workflows without forcing a complete overhaul. A good system supports your business without adding complexity.
Softwares with an automated invoicing feature
There’s no shortage of invoicing software on the market, but a few names consistently come up for small and growing businesses. Often these are integrated within wider platforms, such as payments or accounting.
QuickBooks: Easy to use with built-in automation for recurring invoices, reminders, and payment collection. Great for SMEs and freelancers.
NetSuite: More suited to larger businesses with complex billing structures, including subscriptions and multi-currency invoicing.
Xero: Clean interface, solid automation features, and easy integration with payment services.
Stripe Billing: A good fit for subscription businesses, with tools for managing usage-based billing, proration, and automated reminders.
These platforms also support cloud-based accounting, making them accessible anywhere you’re working from, whether that’s the office, your home, or on the move.
How to set up automated invoicing in QuickBooks and NetSuite
In QuickBook, set up automated invoicing by creating a new invoice, then select the “Make recurring” option. From there, you can customise the frequency, set start and end dates, and adjust the template. In NetSuite, automated invoicing is managed through the SuiteBilling module, where you can set up rules for recurring, usage-based, or subscription billing, and configure workflows for invoice creation, approval, delivery, and reconciliation.
Let’s go through the process in more detail.
If you’re using QuickBooks, automating your invoicing is straightforward:
Create a new invoice as usual, then select “Make recurring.”
Choose how often the invoice should repeat (weekly, monthly, etc.).
Set start and end dates, and save the template.
QuickBooks will now generate and send invoices on your schedule—no manual follow-up required.
For NetSuite users, automated invoicing is handled through SuiteBilling:
Configure invoice generation rules for different customer types or contract terms.
Set up automated workflows for approval, delivery, and reconciliation.
Track payment statuses and overdue accounts from one central dashboard.
Both platforms offer built-in reporting tools, so you can track invoice ageing, payment timelines, and outstanding balances at a glance .
How to activate automated invoicing on Amazon
To activate automated invoicing on Amazon, you’ll need to enrol in the Invoice by Amazon programme through your Amazon Business account. Once activated, Amazon automatically generates and delivers VAT-compliant invoices for all eligible orders.
Here’s how to set it up:
Log in to Seller Central and go to Business Settings.
Navigate to the Billing and Delivery section.
Click Manage next to Invoice by Amazon.
Select Activate Invoice by Amazon.
Review and customise your invoice settings based on your buying policies.
Click Save to confirm your activation.
Can you offer trade credit and BNPL with automated invoicing?
Yes, you can offer trade credit and BNPL with automated invoicing. And this is where things get really interesting. Many automated invoicing tools allow you to integrate with B2B Buy Now, Pay Later (BNPL) services like iwocaPay, enabling you to:
Offer customers 3–12 month payment plans, without managing the credit yourself.
Get paid upfront while the provider handles repayments.
Let’s say you run a wholesale business. You send an automated invoice to a new stockist, and they choose to use instalment payments using the iwocaPay link. You get the full amount straight away, and they pay it off monthly. .
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Common challenges with automated invoicing and how to fix them
Like any system, automation isn’t perfect. Here are a few common stumbling blocks—and how to get around them:
Integration issues with your existing systems: Choose a platform that plays nicely with your accounting, CRM, and payment stack. Open APIs are a must.
Customers ignoring automated reminders: Review your messaging—make it clear, helpful, and human. Too robotic and it gets ignored. Too vague and it won’t prompt action.
Invoices still being sent late: Make sure you’ve mapped your automation to trigger at the right point in your process, like after delivery, not approval.
Over-reliance on templates: Periodically review your invoice design and language. A poorly structured invoice can still go unpaid, automated or not.
The tech can do the heavy lifting, but it still needs the right inputs from you to work at its best.
Is automated invoicing right for your business?
If you’re spending time every week creating invoices, chasing payments, or fixing billing errors, then yes, automated invoicing is probably the next step for your business.
It’s especially valuable if:
You work with repeat clients or offer subscriptions.
You have a growing customer base and want to avoid admin bottlenecks.
By taking manual billing tasks off your plate, automation gives you more time to grow, sell, and build stronger customer relationships.
Automated invoicing for instant payments
Automated invoicing helps you make one of the most important parts of your business – getting paid – run more smoothly and efficiently. You can save time on admin, while also managing income more reliably and serve your customers more professionally. And when paired with smart payment options like iwocaPay, it helps you offer flexibility without sacrificing cash flow.
Instant, full payments on every invoice
No transaction or card processing fees
Flexible terms for your customers (they can pay now or spread payments over 3–12 months)
No credit risk to you, as we handle repayments and collections
Easy integration with your invoicing or eCommerce platform
iwocaPay helps you get paid in full upfront, no chasing, no card fees. Get started with iwocaPay B2B BNPL today.
Harry McNally is a Qualified Group Accountant at iwoca. He holds a BSc in Environment, Ecology, and Economics from the University of York and recently completed his ACCA qualification.
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