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Cash Flow Management

A $50 Billion Company Couldn’t Match a Wire Transfer to an Invoice—And Your Clients Probably Can’t Either

Earmark Team · May 4, 2026 ·

Three years ago, Baxter Lanius received an email from a large software vendor, a company worth close to $50 billion, telling him he hadn’t paid his invoice. The invoice was a year old. Baxter checked his records, found proof of payment, and sent it back. The vendor responded, “Can you send me the PDF proof from the bank?” They’d received two wire transfers on the same day for the same amount, and they couldn’t figure out which one was his.

“I was like, oh my God, this is crazy,” Baxter recalled during a recent Earmark webinar, Build Predictable Collection Workflows That Improve Client Cash Flow. “How is a company this large having such a difficult time reconciling the transaction?”

If a $50 billion company can’t match a wire to an invoice, imagine what’s happening inside your clients’ businesses (or your own firm).

Baxter, the CEO and founder of Alternative Payments, has spent the past decade working with service-based businesses, including accounting firms, business process outsourcing companies, IT services, and even fast-casual restaurants and logistics companies. They all share the same problem. They struggle to get paid. And the costs are far higher than most realize.

The reality is, service-based businesses leave tens of thousands of dollars on the table each year because their accounts receivable workflows remain stuck in a manual, check-driven era. But as Baxter demonstrates in the webinar, by using four specific automation levers—autopay enrollment, automated reminder sequences, dynamic customer segmentation, and integrated reconciliation—firms can cut average collection times from 35+ days to about five, boost online payment adoption from 30% to 70%, and transform cash flow from a headache into a competitive advantage.

Accounts receivable is broken, and it’s costing you

This number should stop you in your tracks: $25 trillion. That’s the annual volume of B2B payments in the United States alone. And about 40% of that money still moves by check.

You swipe your credit card at the drugstore and use Apple Pay to order dinner. Consumer payments have been frictionless for years. But when one business pays another, we still stuff paper into envelopes.

Baxter pointed out this isn’t universal. In Brazil and India, most B2B transactions happen fully online. The U.S. banking system was so advanced so early that it created inertia. Countries like Brazil and India skipped the desktop generation and went straight to mobile, which forced their technology to accelerate faster. Meanwhile, American businesses built their workflows around checks decades ago and never fully let go.

The fragmented software stack makes everything worse. Consider your typical services-based business. There’s practice management software, a CRM, billing platforms, accounting or ERP software, and maybe a point-of-sale system. Each one handles a different slice of the client relationship. Data ends up stuck in silos, and reconciliation becomes a nightmare.

Then there’s the actual cost of processing checks. On average, each one takes more than ten minutes to handle and costs between $7 and $10. But the real damage is the stretched-out cash flow cycle. Your client writes a check and mails it. It arrives days later. You open it, deposit it, and wait for the funds to clear. Every step adds days to your working capital cycle.

And then there’s the fraud risk. As Baxter put it, “Everybody’s focused on cybersecurity and compliance and risk, but when you actually fill out a check and mail it, your account number and routing number are on the check.” You’re basically handing anyone who touches that envelope the keys to your bank account.

So what does this actually cost? The industry average time-to-pay for service businesses is 35 to 40 days. If you carry $1 million in accounts receivable and get paid in 40 days, reducing that to zero would put the full million into your bank account immediately. Even cutting it by 50% makes a huge difference.

Invoices typically get pushed to collections agencies in the 90- to 120-day range, though nobody wants to send a client to collections. The estimated annual cost for a typical firm is about $35,000, split between manual billing time and the cost of delayed payments.

The current economy makes this more urgent. Rising bank fees, increasing debt defaults, and inflation-driven labor costs are squeezing margins. As Baxter framed it, “This is the time to ask what we’re doing as business owners, what we’re doing as operators, what we’re doing with our clients to help automate some of these workflows.”

Four levers cut collection times from 35 days to five

Alternative Payments has worked with over 1,000 customers, processing more than $1 billion in payments. Its team identified four specific strategies that produce real results.

Lever 1: Autopay enrollment

If you ask Baxter for the single most important thing you can do, his answer is immediate. “If anybody asks me, what’s the secret sauce, it’s autopay.”

Get a client’s credit card or bank account on file and get their permission to pull funds automatically when an invoice is due. You can set this up during contracting or offer a small incentive to encourage enrollment.

The numbers are clear. Manual online payers who receive a digital invoice and choose to pay it themselves still pay an average of 9.5 days after the due date. For autopay customers, it’s just 1.7 days. That’s about an 80% improvement from one workflow change.

Across Alternative Payments’ platform, 62% of all payments are now fully automated, meaning no human touches the transaction from invoice creation through bank reconciliation.

Lever 2: Automated email reminder sequences

This lever sounds simple, but the data tells the story. When companies enable automated reminders, payments arrive 1.8 days after the due date. Without automated reminders, payments arrive 6.1 days after the due date.

“It’s pretty intuitive,” Baxter said. “If you receive an email from your vendor that says, ‘Hey, you owe us money, obviously that makes it very top of mind.”

Think of it as Mailchimp for collections. The customized email sequence runs automatically. Different customer groups can receive different messaging. Reliable payers get gentle touches. Slow payers get more frequent follow-up. The system handles everything without your team drafting a single email.

Lever 3: Dynamic customer segmentation

Instead of treating every client the same, you tag customers into groups based on their payment behavior. Frequent, reliable payers get fewer reminders with lighter language. Clients trending toward collections get a weekly follow-up with customized messaging.

“Nobody wants to manage payments. I get it,” Baxter acknowledged. “But cash flow is the lifeblood of your business. And if you can take a data-driven approach to really target your customers and segment your customers, you can get paid much more quickly.”

You set the rules once, adjust as needed, and the system runs the campaigns automatically.

Lever 4: Integrated reconciliation

This lever eliminates the most tedious back-office work. Full-cycle reconciliation means marking invoices as paid while also matching bank deposits to specific invoices with supporting documentation.

Without this, a payment hits your bank, you pull it into QuickBooks or your ERP, and you manually match it to the right invoice. Multiply that by dozens or hundreds of transactions, and you’ve got a full-time job that adds zero value.

Baxter shared that earlier in his career, “Every single time we won a new deal, we would hire people offshore to do this manual reconciliation for us because we didn’t have a system that owned the process soup to nuts.”

The platform can pull accounts receivable data from multiple systems, including practice management, accounting, and ERP systems, into a single consolidated view. Automations then run against that complete picture.

These four levers together typically drive online payment adoption from 30% to about 70%. S1 Technology reduced its days’ sales outstanding by about 70% by increasing electronic payment adoption from 15% to 90% in three months. Triada, a company with no prior collection systems and 100% check payments, cut collection times in half.

The estimated time savings is about ten hours per week on billing alone.

What’s next: AI collections and beyond

During the Q&A, a participant asked, “Do you see AI eventually helping with things like predicting late payments or prioritizing collections?”

“A million percent,” Baxter answered. 

Alternative Payments is deploying an AI collections agent that reads incoming client replies and drafts appropriate responses. Payment confirmations, scheduling conversations, and even basic dispute resolution can all be handled without a human drafting emails.

“Often, these emails that you get back are pretty monotonous,” Baxter said. “Hey, I’m going to pay my bill. Hey, thank you for the reminder. I’m paying in 15 days.”

The platform is also building predictive late-payment scoring using multiple data signals, including historical payment patterns, invoice characteristics, external news about clients, and even Dun & Bradstreet business data checks. You’ll know which clients need attention before invoices go overdue.

For the 30% of revenue that still arrives via direct wire or check, AI can now read bank feeds, identify deposits, and automatically match them to outstanding invoices. That last chunk of manual reconciliation work starts to disappear.

Looking ahead, Alternative Payments was preparing to launch accounts payable at the time of the webinar. The vision is a unified financial operating system with AR on one side, AP on the other, and reporting and analytics in the middle, all integrated into your existing software stack.

Many firms are discovering a new revenue stream. Those who previously avoided AR management because it was too painful now offer it as a service, charging clients hundreds to thousands of dollars per month for work that’s largely automated on the platform.

The company also offers a referral program with 10% revenue share for partners who bring in new customers, complete with a dashboard to track referrals and earnings.

Time to automate the monotony

Returning to the story that kicked off the webinar, if a $50 billion company can’t match a wire transfer to an invoice, it’s almost certainly happening inside your firm and your clients’ businesses, too.

As Baxter asked during the webinar, “Where do you want to focus your time? You want to focus your time on providing the best service to your clients. You don’t necessarily want to focus your time on the monotony of collecting, sending out emails, reconciling cash, and reconciling invoices.”

Watch the full on-demand webinar below to see exactly how these automation levers could transform cash flow for your firm and your clients.

Proactive Cash Flow Solutions for Small Business Clients

Earmark Team · March 7, 2025 ·

Millions of small business owners start every morning the same way—logging into their bank account to see their balance. While 95% of business owners perform this daily check, a recent Cash Flow Compass report from Relay reveals a startling insight: 91% of small businesses face ongoing cash flow challenges. Despite their vigilance, most owners still lack the structures and systems to plan effectively, leaving them vulnerable to late payments, insufficient reserves, and high stress.

Based on a recent webinar featuring Blake Oliver, CPA, and Relay’s own Deanna Zubrickas, this article explores how accountants and financial advisors can move beyond balance-check advising and guide clients toward proactive, data-driven cash flow strategies. By leveraging multiple bank accounts, automated transfers, and regular check-ins, accountants can deliver both financial clarity and much-needed peace of mind to overworked owners.

Let’s dive into some of the key points from the webinar and, more importantly, what you can learn from them. 


1. The Universal Challenge: 91% Face Cash Flow Struggles

In Relay’s Cash Flow Compass survey of over 750 small businesses:

  • 91% of respondents reported dealing with cash flow issues.
  • Common causes include rising labor costs, seasonal fluctuations, and late client payments.

With so many business owners feeling the pinch, accountants have an opportunity to provide high-value advisory services that go far beyond routine compliance work.


2. Overconfidence vs. Reality: The 42% Confidence Gap

One surprising finding is that many owners believe they have a solid handle on their finances—but the numbers tell a different story. On average, business owners are 42% more confident in their cash flow management than is justified by their actual data. This gap creates real risks. 

Blake remarks, “Coming off of a busy season, business owners see a big bank balance and feel invincible. The challenge is helping them realize that money might need to stretch through slower months or seasonal dips.”

This mismatch between perception and reality underscores the need for deliberate systems that track not just daily balances but future obligations.


3. Missing Payments, Personal Stress, and Burnout

Cash flow struggles affect both the business and its people:

  • 31% of respondents missed or were late on major payments, including rent and payroll.
  • 71% reported experiencing significant stress or anxiety due to cash flow woes.
  • 62% said they suffered negative outcomes like delayed projects or losing clients.

For many, delayed payments jeopardize vital relationships with landlords, suppliers, and staff. Even worse, it erodes personal well-being. As Blake noted in the webinar, accountants are uniquely positioned to help clients break this cycle, offering regular check-ins and proactive planning that reduce the risk of crisis—and the accompanying burnout.


4. The Single-Account Trap: Why 24% Use Multiple Accounts

Despite recognizing their vulnerabilities, most small businesses still rely on one operating account for everything. According to the survey:

  • 95% check their balance daily,
  • but only 24% maintain multiple accounts to track and separate funds.

Without additional accounts, it’s easy to mix up funds earmarked for payroll, taxes, or profit distributions. That single lump-sum balance can create a false sense of security. This is where modern tools and advisory play a crucial role.


5. Structuring for Success: Multiple Accounts and Automated Transfers

Relay, the official banking partner of Profit First, offers a clear solution:

  1. Create Multiple Accounts: At a minimum, split finances into an operating account, payroll account, and savings or tax account.
  2. Automate Transfers: Relay lets you set rules so each payment received is split into designated buckets—e.g., 10% for taxes, 15% for profit, and the rest for operations.
  3. Project-Based Accounts: For agencies or firms handling multiple projects, separate accounts for each project can clarify available budgets without waiting for monthly reconciliations.
  4. Receipt Capture & Sync: Relay’s new receipt capture feature (in beta) automatically syncs to QuickBooks or Xero, streamlining bookkeeping and reducing administrative overhead.

By making these processes nearly automatic, business owners start building reserves without having to remember monthly or quarterly transfers. Even small percentage allocations can add up, bolstering that emergency fund. Meanwhile, accountants can monitor activity in real-time rather than sifting through backlogged statements.


6. Advisory in Action: Weekly 15-Minute Check-Ins

A critical element of success is consistent communication. Rather than waiting for quarterly reviews—or worse, an emergency—weekly 15-minute video calls can transform client relationships:

  • Forecast: Quickly update spreadsheets or dashboards, listing upcoming bills, expected deposits, and payroll cycles.
  • Allocate: Ensure auto-transfers are working as intended and address any shortfalls immediately.
  • Plan: Discuss hiring decisions or new projects that might affect cash flow in coming weeks.

This shift from reactive to proactive engagement positions accountants as strategic partners. As clients see their cash flow stabilize, trust builds, and deeper advisory conversations become routine.


7. The Bigger Picture: Reducing Stress and Enabling Growth

When small businesses move beyond bank-balance management, they gain more than just better books—they reduce anxiety, avoid late fees, and seize growth opportunities. With 43% of surveyed businesses having less than a month of reserves, even moderate savings can soften sudden revenue dips or unexpected expenses.

Most importantly, owners get back to focusing on what they do best—running and growing their companies—rather than obsessing over daily balances. It’s a win-win for both the client and the accountant.


Conclusion: Empower Your Clients to Thrive

For many entrepreneurs, the line between personal and business stress is razor-thin. By advocating structured cash flow management—multiple accounts, automated transfers, and regular advisory sessions—accountants can deliver peace of mind while ensuring clients have the resources to grow sustainably.

Ready to see these strategies in action? Watch the full webinar for in-depth conversations, real-world examples, and detailed demonstrations on how to implement a modern cash flow system. Equip your clients to move beyond the daily balance check and lay the groundwork for lasting success.

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