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Skill

error-exploration

investigate errors in Application Insights

Covers Observability Application Insights Azure Debugging

Description

Explore errors in Application Insights — exceptions, failed requests, and failed dependencies. Use this when asked to find errors, investigate failures, identify reliability issues, or recommend which errors to fix.

SKILL.md

Analysis

When asked to explore errors or investigate failures in Application Insights, follow these steps:

  1. Check investigation notes and gather inputs — Follow the Standard Skill Preamble to check for existing investigation context and gather inputs.
  2. Identify the Application Insights resource — If the investigation notes didn't have the resource or the user wants a different one, follow the steps in Identify Application Insights Resource. After the resource is confirmed, write or update investigation-notes.md with the confirmed values. If only a resource ID is available, resolve the app ID using resolve-app-id.md.
  3. Query for exceptions — Run the script in query-exceptions.md to find the most frequent exceptions, grouped by type and calling method. The query includes trend analysis (increasing/decreasing/stable) and problem IDs for drill-down. The default lookback is 24 hours — adjust the $lookbackHours parameter to widen or narrow the window as needed.

    ⚠️ CLI query pitfalls: Before running or modifying any query script, read az CLI query pitfalls. Key points: (1) --offset is mandatory, (2) always use --output json, (3) flatten KQL to a single line.

  4. Query for failed requests — Run the script in query-failed-requests.md to find failed HTTP requests (status code ≥ 400 or success == false), grouped by operation name and result code. This surfaces user-facing failures with duration statistics that can reveal timeout patterns.
  5. Query for failed dependencies — Run the script in query-failed-dependencies.md to find failed dependency calls (HTTP, SQL, storage, etc.), grouped by type, target, and result code. The query includes AffectedOperations to measure blast radius — how many distinct operations are impacted by each dependency failure.

    Running all three queries: Run steps 3, 4, and 5 in sequence. Each query targets a different telemetry table and provides a different perspective on errors. Together, they give a comprehensive picture of the application's error landscape.

  6. Present unified error report and recommend priorities — After collecting results from all three queries, synthesize the findings into a prioritized error report. Use the Error Prioritization Guide to rank errors by impact. Present the report to the user with clear recommendations.
    How to present the results:
    • Lead with a summary — State the total counts across all three categories (e.g., "Found 12 exception groups, 8 failed request patterns, and 5 failed dependency groups in the last 24 hours").
    • Highlight the top 2–3 issues to fix — For each, explain:
      • What the error is (type, operation, target)
      • How often it occurs and the trend direction
      • Why it matters (user impact, blast radius, severity class)
      • What to investigate next
    • Correlate across categories — Look for patterns where exceptions, failed requests, and failed dependencies are related (e.g., a TimeoutException in the caller correlates with a failed HTTP dependency to the same target). These correlated patterns are the most actionable.
    • Rank by composite priority — Use the prioritization framework: 🔴 Fix immediately (increasing 5xx, cascading failures), 🟡 Fix soon (stable high-frequency errors), 🟢 Monitor (decreasing trends, expected 4xx).

    Why present before deep-diving: The user may have context about which errors are known issues, which are expected, and which are the most impactful. Let them choose what to investigate further.

  7. Offer deep-dive options — Based on the user's selection, offer these investigation paths:
    • View exception details: Query for full stack traces and variable context for a specific exception group. Use the problemId to filter: exceptions | where problemId == "<PROBLEM_ID>" | take 5 | project timestamp, outerMessage, details.
    • Trace a specific failed request: Use the deep-analysis skill with a specific operation ID to see the full distributed trace for a failed request — including all dependency calls and their timing.
    • Investigate performance + errors: If failed requests also show high latency, hand off to the perf-optimization skill to correlate error patterns with profiler data and identify whether the failures are timeout-related.
    • Check downstream dependency health: For failed dependencies, investigate whether the target service has its own App Insights resource. If so, suggest using the deep-analysis skill to trace the operation from the caller's perspective into the downstream service.
    • Widen the time range: If the current results show a trend, offer to re-run the queries with a wider lookback (7 or 30 days) to establish a historical baseline.

Tips

  • Always confirm the Application Insights resource with the user before proceeding with analysis.
  • Start with the default 24-hour lookback for an overview, then narrow or widen based on findings.
  • When presenting results, focus on actionable insights rather than raw data. The user wants to know "what's broken and what should I fix first," not just "here are the numbers."
  • Correlating across error categories produces the most valuable insights. A failed dependency that causes exceptions that cause request failures tells a clear story.
  • Not all 4xx errors are problems — 404s on optional resources, 401s before authentication, and 409s on idempotent retries may be expected. Ask the user before classifying these as issues.
  • Distributed trace analysis: If a failed request involves calls to downstream services, suggest the deep-analysis skill with the operation ID to trace the full request flow across services.
  • Performance correlation: If errors cluster around specific operations that are also slow, suggest the perf-optimization skill to check whether the errors are timeout-related.

References

For the investigation notes format and read/write protocol, see:

For known az monitor app-insights query CLI issues, see:

For detailed guidance on finding Application Insights resources, see:

For how to rank and prioritize errors, see:

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