The rapid advancement of generative AI has created unprecedented opportunities to transform technical support operations. However, it has also introduced unique challenges in quality assurance that traditional monitoring approaches simply cannot address. As enterprise AI systems become increasingly complex, particularly in technical support environments, we need more sophisticated evaluation frameworks to ensure their reliability and effectiveness. Why Traditional Monitoring Fails for GenAI Support Agents Most enterprises rely on what's commonly called "canary testing" - predefined test cases with known inputs and expected outputs that run at regular intervals to validate system behavior. While these approaches work well for deterministic systems, they break down when applied to GenAI support agents for several fundamental reasons: Infinite input variety: Support agents must handle unpredictable natural language queries that cannot be pre-scripted. A customer might describe the same technical issue in countless different ways, each requiring proper interpretation. Resource configuration diversity: Each customer environment contains a unique constellation of resources and settings. An EC2 instance in one account might be configured entirely differently from one in another account, yet agents must reason correctly about both. Complex reasoning paths: Unlike API-based systems that follow predictable execution flows, GenAI agents make dynamic decisions based on customer context, resource state, and troubleshooting logic. Dynamic agent behavior: These models continuously learn and adapt, making static test suites quickly obsolete as agent behavior evolves. Feedback lag problem: Traditional monitoring relies heavily on customer-reported issues, creating unacceptable delays in identifying and addressing quality problems. Infinite input variety: Support agents must handle unpredictable natural language queries that cannot be pre-scripted. A customer might describe the same technical issue in countless different ways, each requiring proper interpretation. Infinite input variety Resource configuration diversity: Each customer environment contains a unique constellation of resources and settings. An EC2 instance in one account might be configured entirely differently from one in another account, yet agents must reason correctly about both. Resource configuration diversity Complex reasoning paths: Unlike API-based systems that follow predictable execution flows, GenAI agents make dynamic decisions based on customer context, resource state, and troubleshooting logic. Complex reasoning paths Dynamic agent behavior: These models continuously learn and adapt, making static test suites quickly obsolete as agent behavior evolves. Dynamic agent behavior Feedback lag problem: Traditional monitoring relies heavily on customer-reported issues, creating unacceptable delays in identifying and addressing quality problems. Feedback lag problem A Concrete Example Consider an agent troubleshooting a cloud database access issue. The complexity becomes immediately apparent: The agent must correctly interpret the customer's description, which might be technically imprecise It needs to identify and validate relevant resources in the customer's specific environment It must select appropriate APIs to investigate permissions and network configurations It needs to apply technical knowledge to reason through potential causes based on those unique conditions Finally, it must generate a solution tailored to that specific environment The agent must correctly interpret the customer's description, which might be technically imprecise It needs to identify and validate relevant resources in the customer's specific environment It must select appropriate APIs to investigate permissions and network configurations It needs to apply technical knowledge to reason through potential causes based on those unique conditions Finally, it must generate a solution tailored to that specific environment This complex chain of reasoning simply cannot be validated through predetermined test cases with expected outputs. We need a more flexible, comprehensive approach. The Dual-Layer Solution A dual-layer framework combining real-time evaluation with offline comparison: Real-time component: Uses LLM-based "jury evaluation" to continuously assess the quality of agent reasoning as it happens Offline component: Compares agent-suggested solutions against human expert resolutions after cases are completed Real-time component: Uses LLM-based "jury evaluation" to continuously assess the quality of agent reasoning as it happens Real-time component Offline component: Compares agent-suggested solutions against human expert resolutions after cases are completed Offline component Together, they provide both immediate quality signals and deeper insights from human expertise. This approach gives comprehensive visibility into agent performance without requiring direct customer feedback, enabling continuous quality assurance across diverse support scenarios. How Real-Time Evaluation Works The real-time component collects complete agent execution traces, including: Customer utterances Classification decisions Resource inspection results Reasoning steps Customer utterances Classification decisions Resource inspection results Reasoning steps These traces are then evaluated by an ensemble of specialized "judge" Large Language Models (LLMs) that analyze the agent's reasoning. For example, when an agent classifies a customer issue as an EC2 networking problem, three different LLM judges independently assess whether this classification is correct given the customer's description. Using majority voting creates a more robust evaluation than relying on any single model. We apply strategic downsampling to control costs while maintaining representative coverage across different agent types and scenarios. The results are published to monitoring dashboards in real-time, triggering alerts when performance drops below configurable thresholds. Offline Comparison: The Human Expert Benchmark While real-time evaluation provides immediate feedback, our offline component delivers deeper insights through comparative analysis. It: Links agent-suggested solutions to final case resolutions in support management systems Performs semantic comparison between AI solutions and human expert resolutions Reveals nuanced differences in solution quality that binary metrics would miss Links agent-suggested solutions to final case resolutions in support management systems Performs semantic comparison between AI solutions and human expert resolutions Reveals nuanced differences in solution quality that binary metrics would miss For example, we discovered our EC2 troubleshooting agent was technically correct but provided less detailed security group explanations than human experts. The multi-dimensional scoring assesses correctness, completeness, and relevance – providing actionable insights for improvement. Most importantly, this creates a continuous learning loop where agent performance improves based on human expertise without requiring explicit feedback collection. Technical Implementation Details Our implementation balances evaluation quality with operational efficiency: A lightweight client library embedded in agent runtimes captures execution traces without impacting performance These traces flow into a queue that enables controlled processing rates and message grouping by agent type A compute unit processes these traces, applying downsampling logic and orchestrating the LLM jury evaluation Results are stored with streaming capabilities that trigger additional processing for metrics publication and trend analysis A lightweight client library embedded in agent runtimes captures execution traces without impacting performance These traces flow into a queue that enables controlled processing rates and message grouping by agent type A compute unit processes these traces, applying downsampling logic and orchestrating the LLM jury evaluation Results are stored with streaming capabilities that trigger additional processing for metrics publication and trend analysis This architecture separates evaluation logic from reporting concerns, creating a more maintainable system. We've implemented graceful degradation so the system continues providing insights even when some LLM judges fail or are throttled, ensuring continuous monitoring without disruption. Specialized Evaluators for Different Reasoning Components Different agent components require specialized evaluation approaches. Our framework includes a taxonomy of evaluators tailored to specific reasoning tasks: Domain classification: LLM judges assess whether the agent correctly identified the technical domain of the customer's issue Resource validation: We measure the precision and recall of the agent's identification of relevant resources Tool selection: Evaluators assess whether the agent chose appropriate diagnostic APIs given the context Final solutions: Our GroundTruth Comparator measures semantic similarity to human expert resolutions Domain classification: LLM judges assess whether the agent correctly identified the technical domain of the customer's issue Domain classification Resource validation: We measure the precision and recall of the agent's identification of relevant resources Resource validation Tool selection: Evaluators assess whether the agent chose appropriate diagnostic APIs given the context Tool selection Final solutions: Our GroundTruth Comparator measures semantic similarity to human expert resolutions Final solutions This specialized approach lets us pinpoint exactly where improvements are needed in the agent's reasoning chain, rather than simply knowing that something went wrong somewhere. Measurable Results and Business Impact Implementing this framework has driven significant improvements across our AI support operations: Detected previously invisible quality issues that traditional metrics missed – such as discovering that some agents were performing unnecessary validations that added latency without improving solution quality Accelerated improvement cycles thanks to detailed, component-level feedback on reasoning quality Built greater confidence in agent deployments, knowing that quality issues will be quickly detected and addressed before they impact customer experience Detected previously invisible quality issues that traditional metrics missed – such as discovering that some agents were performing unnecessary validations that added latency without improving solution quality Accelerated improvement cycles thanks to detailed, component-level feedback on reasoning quality Built greater confidence in agent deployments, knowing that quality issues will be quickly detected and addressed before they impact customer experience Conclusion and Future Directions As AI reasoning agents become increasingly central to technical support operations, sophisticated evaluation frameworks become essential. Traditional monitoring approaches simply cannot address the complexity of these systems. Our dual-layer framework demonstrates that continuous, multi-dimensional assessment is possible at scale, enabling responsible deployment of increasingly powerful AI support systems. Looking ahead, we're working on: More efficient evaluation methods to reduce computational overhead Extending our approach to multi-turn conversations Developing self-improving evaluation systems that refine their assessment criteria based on observed patterns More efficient evaluation methods to reduce computational overhead Extending our approach to multi-turn conversations Developing self-improving evaluation systems that refine their assessment criteria based on observed patterns For organizations implementing GenAI agents in complex technical environments, establishing comprehensive evaluation frameworks should be considered as essential as the agent development itself. Only through continuous, sophisticated assessment can we realize the full potential of these systems while ensuring they consistently deliver high-quality support experiences.