Datadog monitoring: Experiment observability

Mon Jun 23 2025

You know that sinking feeling when your LLM experiment crashes at 3 AM and you have no idea why? Or when your model performs brilliantly in testing but falls flat in production?

If you're running LLM experiments at any scale, you've probably discovered that the hardest part isn't building the models - it's figuring out what's actually happening inside them. That's where combining Datadog's monitoring capabilities with proper experimentation practices can save your sanity (and your weekends).

Building effective LLM experiments with Datadog

Let's start with the foundation: your data. Without quality data, even the most sophisticated LLM experiments are just expensive guesswork.

Datadog makes dataset management surprisingly painless. You can pull data straight from production traces or push it programmatically through their SDK. The real magic happens in their Datasets view - it's basically GitHub for your experiment data. You get version control, team sharing, and a clean UI that doesn't make you want to tear your hair out.

Here's what actually matters when setting up your datasets:

  • Import production data to test against real-world scenarios

  • Use version control to track dataset changes (trust me, you'll thank yourself later)

  • Share datasets across teams without the usual email ping-pong

The Datadog integration with Statsig takes this a step further by connecting your feature flags and experiments with real-time monitoring. Instead of flying blind during deployments, you can see exactly how your experiments affect system performance and user behavior.

This integration is particularly useful when you need to quickly identify if that clever prompt optimization is actually making things worse. Real-time visibility means catching problems before they become incidents.

Monitoring and analyzing experiment runs

Once your experiments are running, the next challenge is understanding what's happening. Datadog's Experiments SDK automatically traces and annotates your experiments - no more manual logging or spreadsheet gymnastics.

The SDK lets you define custom tasks and evaluators to score experiments based on what actually matters to your use case. Maybe you care about response accuracy, or perhaps latency is your primary concern. Whatever your metrics, you can track them systematically.

The Experiment Details page aggregates all this telemetry in one place. You'll see:

  • Evaluation scores across different runs

  • Performance metrics like duration and token usage

  • Error patterns that might indicate systemic issues

The key is identifying patterns in your failures. If certain prompts consistently underperform or specific parameter combinations lead to errors, the data will show you. No more playing detective with scattered logs.

Optimizing model performance through result analysis

Here's where things get interesting. The Experiment Details page doesn't just show you data - it helps you understand what to do with it.

Say you notice a subset of runs with unusually high token counts but mediocre accuracy scores. That's your cue to dig deeper. Maybe those prompts are too verbose, or perhaps the model is struggling with specific types of queries. The ability to filter and analyze specific subsets of runs transforms troubleshooting from guesswork to science.

The Statsig integration adds another layer here. You can test changes to both your app features and model parameters simultaneously, seeing how they interact in real time. Changed your prompt template? You'll immediately see if it affects response times or error rates.

This iterative cycle - experiment, analyze, refine - is how you build models that actually work in production. Not through one-off tests, but through systematic optimization based on real data.

Comparing models to find the best fit

Choosing between models isn't just about benchmark scores. What works great for one task might completely fail at another.

LLM Experiments lets you run the same dataset through different models and compare results side by side. But here's the thing - raw performance metrics only tell part of the story.

You need to actually examine the outputs. Datadog's LLM Observability features let you dig into individual responses within your dataset records. This granular view is essential when you're trying to understand why Model A sounds robotic while Model B nails the conversational tone.

Consider these factors when comparing:

  • Response quality and naturalness

  • Consistency across similar queries

  • Performance under edge cases

  • Cost per token (because budgets are real)

The best model for your use case might not be the newest or most hyped. It's the one that delivers reliable results for your specific requirements.

Closing thoughts

Building effective LLM experiments isn't about having the fanciest tools or the latest models. It's about creating a systematic approach to testing, monitoring, and improving your applications based on real data.

The combination of Datadog's monitoring capabilities and proper experimentation practices gives you the visibility you need to move fast without breaking things. Start with solid datasets, monitor everything, analyze ruthlessly, and iterate based on what you learn.

Want to dive deeper? Check out:

Hope you find this useful! And remember - the best experiment is the one you actually run, not the perfect one you're still planning.

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