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Your Error Message Isn’t Broken—It’s Breaking Trust (And Costing You Retention, Revenue, and Reputation) 

 July 27, 2025

By  Joe Habscheid

Summary: A simple JSON error suddenly becomes a powerful reflection of unmet expectations, system design flaws, and how users emotionally experience digital interactions. In this post, we unpack what this error really says—not just technically, but experientially. It is not “just an error.” It’s a lost moment of confidence, a failure in communication, and a missed chance to turn a bad result into a trust-building event.


Not Just Code: The Human Underneath the Error

“Unfortunately, the text you provided does not contain a story to extract and rewrite.” That’s not a bug—it’s a moment of human confusion being reflected back in machine logic. The system was expecting structured content. The user expected a transformation. Neither got what they wanted. What was the outcome? Frustration wrapped in JSON.

At the core of this mismatch is a fundamental problem in service logic: we still design too much for success paths. We design digital products under the assumption that users will always input the right thing, at the right time, with full understanding. But how often does that happen in real life?

The actual message, let’s recall: a JSON payload that quietly screams: "your account has insufficient funds to run this query." The system doesn’t process feelings, but people do. Now let’s map this simple transaction into revenue, retention, and reputation.

What the User Reads Is Not What the System Wrote

Technically, the message aligns with internal logic. But empathy was never parsed. Instead of being helpful, it creates a dead-end. Why? Because it doesn't lead the user anywhere they value. It doesn't even confirm that their effort mattered. Instead, it assumes the fault is theirs, stacks a secondary accusation (“insufficient funds”), and offers a cold instruction (“recharge the account”).

Let’s mirror what feelings it triggers: confusion, blame, uncertainty. These reactions don’t convert. They don’t encourage learning or persistence. They sap momentum. And in business, lost momentum often means lost money. So let’s ask the user experience question you should always ask: What do we want the user to do next?

The Most Costly Part of This Message: The Dead End

No invitation to reframe. No attempt to extract structured content or propose a fix. No clarity in where to solve the balance issue. It’s static. But humans are not. Here the principle of Cialdini’s reciprocity was lost. The system says: “give us payment,” but it hasn’t given value in return. The user walked in with trust and effort. The system responded with an invoice.

Instead, what if the message acknowledged the confusion? Something like: “Looks like your input isn't something we can process right now—maybe it’s an error message or system log. No problem. Once your credits are reloaded, we can help turn a story or insight out of structured or creative text.”

Now you’re inviting a decision. You’re triggering consistency. The user is more likely to follow through because their effort has been acknowledged. They’re not walking away feeling stupid. They’re walking away feeling seen—and knowing what to do next.

The Power of 'No': Protecting Trust While Saying It

Chris Voss teaches that “No” is powerful because it gives control back to the decision-maker. This message could’ve used that idea. Instead of: “Your account has insufficient funds”, imagine offering a fail-safe route: “You don’t have to continue—many pause here. But would you like suggestions on how to proceed once credits are reloaded?”

Now it becomes a moment of choice, not failure. Even a small change like this repositions the user not as a client being gated off by software, but as someone in control of their next steps. That subtle identity shift changes how they see your brand.

Numbers Don’t Always Mean Value

Systems devs often point out that the message “insufficient balance” is a precise and short feedback loop. But the best feedback loops are two-way. This single error string tells the user where they failed, but it gives zero confidence in how to succeed.

What if instead of outputting a stop sign, you turned this into a crossroad? Offer three paths: 1) Recharge, 2) Submit a better story input, 3) See examples of content that works. Now you’re using Cialdini’s commitment and consistency. You’re giving structure, confirming their intent, and making the next action frictionless.

It’s a small rewrite. But it celebrates the user’s dream—getting a rewritten story—and justifies the failure—bad input, no balance, system confusion—without shame. And isn’t that what keeps engagement alive?

What This Error Really Tells Us About System Design

An interface is not done when the features work. It's done when the failure states build trust. Anyone can design a success page. But only thoughtful teams build graceful failures. This message? It betrays a one-sided contract. And every one-sided contract breeds customer doubts.

If you think that's exaggerated, look at churn curves. Most subscription products don’t lose users because they fail too often—they lose users because those failures feel personal, confusing, or rude. People forgive delay. They don’t forgive feeling dismissed.

Takeaways: Turning Insufficient Balance Into Recovered Trust

  • Build empathy into the error stack. Deliver human hints, not machine blame.
  • Offer alternatives. One message. Three options. Give the user a menu, not a wall.
  • Use 'No' positively. Let people opt out while still feeling respected.
  • Trigger consistency. Acknowledge what the user wanted, and help them act on it.
  • Educate quietly. Instead of scolding inputs, show examples that succeed.

The Bigger Message We All Need to Hear

Not every system error is just tech talking to tech. It’s a moment between business and customer. Between brand and belief. This isn’t just about JSON errors. It’s about how we treat people when things don’t go to plan. The most persuasive, high-performing systems aren’t just smart. They’re humane. And they don’t wait for users to understand them—they work to understand users first.


#UXDesign #ErrorMessaging #SystemFeedback #CustomerExperience #SaaSRetention #DigitalTrust #EmpatheticUX #ProductDesign #TechWithHeart

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Featured Image courtesy of Unsplash and Claudio Schwarz (4RSsW2aJ6wU)

Joe Habscheid


Joe Habscheid is the founder of midmichiganai.com. A trilingual speaker fluent in Luxemburgese, German, and English, he grew up in Germany near Luxembourg. After obtaining a Master's in Physics in Germany, he moved to the U.S. and built a successful electronics manufacturing office. With an MBA and over 20 years of expertise transforming several small businesses into multi-seven-figure successes, Joe believes in using time wisely. His approach to consulting helps clients increase revenue and execute growth strategies. Joe's writings offer valuable insights into AI, marketing, politics, and general interests.

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