Use Cases

How do I ask a long-time client to move from Net 30 to upfront payment or deposit?

Learn effective strategies to transition long-time clients from Net 30 to upfront payments or deposits. Discover tips to maintain strong relationships. Act now!

By David Diaz, Co-Founder DALE Labs·Reviewed by Leonardo Shapiro, Co-Founder DALE Labs·Updated August 2026
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The Problem

For B2B finance teams, extending credit terms like Net 30 can lead to financial strain when clients consistently fail to meet payment deadlines. This situation effectively turns your business into an unpaid bank, carrying up to 60 days of credit risk. The challenge is balancing the need to maintain a positive client relationship while safeguarding your own company's financial health. The fear of losing a long-term client often deters businesses from demanding upfront payments, leaving them exposed to potential cash flow issues.

How Most Providers Handle It Today

Most providers in the accounts receivable space rely heavily on automated reminders and rigid payment terms without offering flexibility or visibility into client behavior. These solutions often fall short because they lack the nuanced approach needed to maintain client relationships while enforcing stricter payment terms. Generic automated reminders may improve payment timeliness marginally, but they do not address the root cause of delayed payments or offer alternatives that could keep the client onboard without extending undue credit.

ARPilot's Approach

ARPilot approaches this challenge by integrating AI-driven capabilities with human oversight, ensuring that every client interaction is thoughtfully crafted and strategically timed. Our platform provides detailed engagement tracking and payment history reports, offering clear, data-driven insights that justify term changes. With ARPilot, finance teams can present structured installment plans or self-enrollment ACH payment links as viable alternatives to upfront payments. This ensures that clients have flexible payment options, reducing the likelihood of losing valuable business while simultaneously minimizing financial exposure.

Key Benefits and Measurable Outcomes

  • Data-Driven Justification: ARPilot's comprehensive payment history reports make it easier to justify transitioning to upfront payments, providing a transparent and defensible rationale.
  • Flexible Payment Solutions: By offering structured installment plans and self-enrollment ACH payment links, ARPilot allows clients to choose the payment method that best fits their financial situation, reducing the risk of losing long-term clients.
  • Reduced Debt Exposure: By transitioning risky or habitually slow accounts to upfront payments or structured plans, businesses can significantly decrease their debt exposure and improve cash flow.
  • Consistent Coverage: With ARPilot, finance teams can ensure consistent follow-up on every invoice, not just the ones with the loudest complaints, leading to a more accurate aging report and better financial forecasting.

FAQ

How can I justify changing payment terms for a long-time client?

ARPilot provides engagement tracking and payment history reports that give you the data needed to support your decision. You can present clear evidence of past payment behavior and offer flexible payment options to ease the transition.

What if my client refuses upfront payment terms?

ARPilot allows you to offer alternative solutions like structured installment plans or self-enrollment ACH payment links. These options provide flexibility and help maintain the client relationship without compromising your financial stability.

Can ARPilot integrate with my existing accounting software?

Yes, ARPilot syncs bidirectionally with QuickBooks Online and can connect to other systems via REST API, CSV import, or a custom adapter under an Enterprise agreement.

How does ARPilot ensure that my communications are customer-friendly?

Every client interaction drafted by ARPilot's AI is queued for human approval, ensuring that all communications align with your company's standards and maintain strong client relationships.

What sets ARPilot apart from other accounts receivable solutions?

ARPilot offers a complete invoice-to-cash follow-up cycle with human oversight at every step, from outreach to cash application. Unlike other tools, it provides a comprehensive solution covering all aspects of the cash cycle, ensuring nothing goes unnoticed.

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About the author
David Diaz, Co-Founder DALE Labs

David is the Co-Founder of DALE Labs, he is a Full Stack Developer with years of experience creating terrific web experiences. During his time as a developer, he has lead teams, trained developers, launched new products and created tons of value for a plethora of clients around the world.

Reviewed by Leonardo Shapiro, Co-Founder DALE Labs

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Published pricing, billed monthly. Annual billing is about two months free.

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$0 /month

10 invoices per month

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$99 /month

50 invoices per month

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$299 /month

200 invoices per month

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Custom

Unlimited invoices per month

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