Implementation

Before You Deploy: Why AI Evaluations Are the Difference Between the 95% That Fail and the 5% That Succeed

Ryan Lynn

Ryan Lynn

Founder, OuterEdge

January 13, 202612 min read

In 2024, AI hallucinations cost enterprises $67.4 billion. Not in theoretical risk. In actual losses—from faulty decisions, legal liability, reputational damage, and failed deployments.

The same year, 47% of executives acted on faulty AI-generated content when making major business decisions. And 39% of AI-powered customer service bots were pulled back or reworked due to hallucination-related errors.

These aren't edge cases. They're the predictable consequence of a fundamental gap in how organizations build AI products: the absence of rigorous pre-deployment evaluation.

The data is unambiguous. According to MIT's 2025 study, 95% of corporate AI projects fail to deliver ROI. The RAND Corporation found that 80% of AI projects never reach production—twice the failure rate of non-AI technology projects. And S&P Global's 2025 survey of over 1,000 enterprises revealed that 42% of companies abandoned most of their AI initiatives in 2025, up from 17% just one year earlier.

What separates the 5% that succeed from the 95% that fail? Increasingly, the answer is a systematic approach to evaluation—testing AI systems against representative tasks before they ever touch production.

The Hidden Cost of Skipping Evaluation

Most organizations treat AI deployment like traditional software: build it, test the happy path, ship it. But AI systems fail differently than conventional software. They don't crash with error codes. They fail gracefully—generating confident, fluent, completely wrong outputs.

This is why the AI industry has adopted a specific term: evals. Short for evaluations, evals are systematic tests that measure how AI systems perform on representative tasks. They're the quality control process that determines whether an AI product is ready for production.

"Writing evals is going to become a core skill for product managers. It is such a critical part of making a good product with AI."

Kevin Weil, Chief Product Officer, OpenAI

The problem is that most organizations don't have eval processes. They rely on what the industry calls "vibe checks"—informal assessments where someone prompts the model a few times and decides it "seems good enough." This approach works about as well as you'd expect for a system that needs to handle thousands of edge cases.

The Case Studies: What Happens Without Proper Evaluation

The consequences of inadequate evaluation aren't theoretical. They're documented in court filings, tribunal rulings, and viral social media failures.

McDonald's AI Drive-Thru Disaster

In June 2024, McDonald's abandoned a three-year partnership with IBM to deploy AI-powered drive-thru ordering. The project had seemed promising in controlled tests. In production, it was a catastrophe.

Viral videos showed customers unable to communicate basic orders. The AI added "hundreds of dollars of McNuggets" to single orders. Customers filmed themselves explaining their orders three, four, five times while the system generated increasingly bizarre interpretations.

The reputational damage was immediate and severe. After three years of development and untold investment, McDonald's pulled the plug entirely.

Air Canada's Legal Liability

In February 2024, a Canadian tribunal ruled that Air Canada was legally liable for information provided by its customer service chatbot. The bot had provided misleading information about bereavement fares, leading a customer to make financial decisions based on incorrect guidance.

The company tried to argue that the chatbot was a "separate legal entity" for which it bore limited responsibility. The tribunal rejected this argument entirely. The precedent is now clear: you are responsible for what your AI systems tell customers.

Google Bard's $100 Billion Mistake

During the public demonstration of Google's Bard chatbot, the system made a factual error about the James Webb Space Telescope. It was a single hallucinated answer in a high-profile demo.

Within hours, $100 billion in shareholder value evaporated. One wrong answer. One hundred billion dollars.

Legal Profession Sanctions

In the Mata v. Avianca case, attorney Steven Schwartz submitted a legal brief containing ChatGPT-generated case citations. The cases were entirely fictional—complete hallucinations that the AI had generated with confidence. Schwartz faced professional sanctions.

In April 2025, another attorney admitted to using AI to draft a legal brief containing "almost 30 defective citations, misquotes, and citations to fictional cases." The pattern continues.

These aren't failures of AI technology. They're failures of evaluation. Each of these systems would have revealed its failure modes under systematic testing. None of them received it.

What Proper AI Evaluation Looks Like

AI evaluation has matured significantly over the past two years. The leading AI labs—Anthropic, OpenAI, Google DeepMind, and Meta—have developed sophisticated evaluation frameworks that are now becoming industry standard.

Types of Evaluations

Functional Tests validate that input/output parsing handles expected values correctly. These are the simplest evals—ensuring the system produces valid JSON when asked, follows formatting instructions, and handles basic requests.

Performance Tests measure latency and throughput characteristics. How fast does the system respond? How does performance degrade under load? Research shows user retention rises significantly when latency stays under 1 second.

Accuracy Tests measure how often the system produces correct outputs against known ground truth. This includes metrics like precision, recall, F1 score, and hallucination rate.

Red Teaming involves adversarial testing—deliberately trying to break the system or elicit harmful outputs. Research shows that multi-turn human red teaming can expose failure rates up to 75%, failures that simpler testing would miss.

Regression Tests ensure that new model versions or prompt changes don't degrade performance on previously working cases. AI systems are notoriously prone to regression—fixing one problem while breaking three others.

The Eval-Driven Development Approach

The most sophisticated teams have adopted what Anthropic calls "eval-driven development"—building evaluations before building the AI system itself.

The process works like this:

  1. Define capabilities - What should this AI system be able to do?
  2. Define success criteria - How will you know if it's doing those things correctly?
  3. Write evaluations - Create tests that measure success against those criteria
  4. Build the system - Develop the AI to pass the evaluations
  5. Iterate - Refine both system and evals based on results

"Evals are the only way you can break down each step in the system and measure specifically what impact an individual change might have on a product."

Hamel Husain & Shreya Shankar, creators of the most popular AI evaluation course (trained 2,000+ engineers including teams at OpenAI and Anthropic)

This approach inverts the typical development process. Instead of building first and testing later, you define success first and build toward it. The evaluations become the specification.

The Metrics That Matter

Not all metrics are equally useful for AI evaluation. The most valuable metrics for production AI systems include:

Accuracy Metrics

  • Hallucination Rate - Percentage of outputs containing fabricated information
  • Groundedness Score - How well answers are supported by provided context
  • Factual Accuracy - Correctness of specific claims against verified sources

Reliability Metrics

  • Consistency - Does the system give similar answers to similar questions?
  • Robustness - How does performance change with input variations?
  • Failure Rate - Percentage of queries that result in errors or refusals

Business Metrics

  • Task Completion Rate - Percentage of user tasks successfully completed
  • User Satisfaction - Direct measurement of output quality from user perspective
  • Cost per Query - Total cost including compute, API calls, and error remediation

The key insight is that technical metrics alone are insufficient. A model might show 95% accuracy overall while failing systematically for minority groups or edge cases. Business metrics ensure the system actually delivers value.

Building Your Evaluation Strategy

For organizations building AI products, Anthropic's recommendations provide a practical starting point:

Start Early and Small

Don't wait until you have hundreds of test cases. Begin with 20-50 simple tasks drawn from real failures. Every time your AI system produces a bad output, add that case to your evaluation set. Over time, you'll build a comprehensive test suite organically.

Define Unambiguous Success Criteria

Vague criteria produce unreliable evaluations. "The response should be helpful" is not a success criterion. "The response should contain the customer's account balance formatted as a dollar amount" is.

For tasks where success is harder to define, use specific grading rubrics. What makes a response a 5 versus a 3? Document the criteria explicitly.

Automate Where Possible

Manual evaluation doesn't scale. Use exact match checking for structured outputs. Use rule-based validators for format compliance. Use LLM-as-judge approaches for more nuanced quality assessment.

Anthropic's Bloom framework, released in January 2025, provides open-source tooling for automated behavioral evaluations—testing whether AI systems exhibit specific behaviors across automatically generated scenarios.

Integrate Into CI/CD

Evaluations should run automatically on every change. When someone modifies a prompt, updates a model version, or changes system configuration, evaluations should catch regressions before they reach production.

Leading teams run evals on every pull request. If accuracy drops below threshold, the change doesn't ship.

Monitor Continuously Post-Deployment

Pre-deployment evaluation isn't enough. Production environments surface edge cases that no test suite anticipates. Implement ongoing monitoring that:

  • Tracks key metrics in real-time
  • Alerts on threshold violations
  • Surfaces representative failure cases for review
  • Feeds production failures back into the evaluation set

The feedback loop between production monitoring and evaluation refinement is what drives continuous improvement.

The ROI of Rigorous Evaluation

Organizations resist investing in evaluation because it seems to slow development. This is a false economy.

The cost structure of AI failures is heavily back-loaded. Catching a hallucination during development costs minutes. Catching it after a customer files a complaint costs hours of investigation, potential refunds, and reputational damage. Catching it after a lawsuit is filed costs orders of magnitude more.

Thorough testing delivers 4-5x ROI through reduced failures, according to industry analysis. The 5% of AI projects that succeed invest disproportionately in evaluation. The 95% that fail typically treat it as an afterthought.

The Bottom Line

The difference between AI projects that succeed and those that fail is increasingly clear. Success requires treating evaluation not as a checkbox before launch, but as a core discipline throughout development.

The organizations capturing value from AI—the 5% to 6% that McKinsey identifies as "high performers"—have systematic evaluation processes. They define success criteria before building. They test against representative tasks. They monitor continuously in production. They feed failures back into their evaluation sets.

The 95% that fail treat evaluation as an afterthought, relying on vibe checks and hoping for the best. The $67.4 billion in hallucination losses demonstrates where that approach leads.

As Kevin Weil noted, writing evals is becoming a core skill for anyone building AI products. The question for every organization is whether they'll develop that skill proactively—or learn its importance through expensive failure.


At OuterEdge, we help organizations build AI systems that work reliably in production. Our approach includes rigorous pre-deployment evaluation to identify failure modes and ensure readiness before launch. If you're building AI products and want to be in the 5% that succeed, book a strategy call to discuss your evaluation approach.


Tags

ai-evalstestingdeploymentquality-assurancellm-evaluationhallucinationsai-safety

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