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AI Observability Is Really About Keeping the Workload Running

Don Boxley
DH2i

AI observability is quickly becoming its own technology category. That makes sense. Large language models and agentic AI introduce behaviors, dependencies and failure modes that traditional applications simply did not have.

But there is a risk in treating AI observability as something completely separate from the rest of IT operations. AI may be new. The operational challenge underneath it is not.

Enterprises ultimately need to answer the same question they have always asked about mission-critical technology: Is the workload available, secure, and able to do its job, once an AI application moves from experimentation into production. In an AI environment, answering it can be surprisingly difficult.

AI Is Now a Production Workload

During experimentation, failure is relatively inexpensive. A slow response, failed query, or application restart might be annoying, but it usually isn't a business event. Production changes the equation.

An LLM might be interacting directly with customers. An AI application might be supporting employees making business decisions. An agentic system might be taking actions across several enterprise applications without a person involved in every step.

AI is no longer an experiment, at that point. It is part of the production environment, so organizations need to operate it accordingly. That means availability, performance, security, and resilience all matter. And observability has to extend far beyond whether the model itself is responding.

An AI application can have a perfectly healthy model and still be completely unusable.

The Model Is Only One Part of the Workload

One of the biggest misconceptions about AI operations is that an AI failure is an AI problem. Consider what sits underneath a typical enterprise AI application. It might depend on operational databases, vector databases, APIs, storage systems, identity services, networks, cloud infrastructure, and third-party services. Agentic AI makes that dependency chain even longer because an agent can interact with several systems while completing a single business process. Any one of those components can affect the availability of the overall workload.

That changes the observability question.

Instead of asking, "Is the model working?" operations teams need to ask, "Can the workload successfully complete the job it was supposed to do?" That is a much more useful definition of AI health.

Observability Has to Follow the Workload

Most enterprises already have tremendous amounts of telemetry. They monitor applications. They monitor databases. They monitor infrastructure and networks. AI teams are now adding another layer covering prompts, tokens, inference latency, model behavior, and response quality. The challenge isn't necessarily collecting more data. It is connecting the data organizations already have.

When a production AI application slows down or fails, operations teams shouldn't have to look at six dashboards that tell six different stories. They need to understand the health of the workload across its dependencies and determine where the failure originated.

This becomes particularly important when workloads cross infrastructure boundaries. AI applications increasingly span data centers, public clouds, private clouds, Kubernetes environments, and traditional infrastructure. The workload doesn't care where those boundaries are. Neither should observability. Visibility has to follow the application across them.

Agentic AI Raises the Stakes

Agentic AI makes this problem significantly more important because an agent doesn't simply produce an answer. It acts. An agent might query a database… call an API… authenticate against another service… update an application… and trigger a transaction. It may look like one request to the user. However, it may actually involve five, ten, or more individual actions across multiple systems. Traditional monitoring can tell you that each system is technically running. But, that isn't enough.

Whether the agent completed the entire workflow, how long each step took, which systems were involved, and where the process stopped if something failed are all questions operations teams need to be able to answer. A useful shift in how we think about observability is created by that. The unit we care about becomes less about the individual server, database, container, or even model and more about the business transaction or workload moving across all of them.

Always-On Also Has to Mean Always-Secure

There is another dimension that becomes increasingly important as AI systems become more distributed: connectivity cannot come at the expense of security. An application that spans environments needs reliable access to its dependencies. But simply making everything reachable is not an acceptable availability strategy. Both always-on and always-secure must be the ultimate objective.

Consequently, organizations need to understand not only whether services are available, but also whether the application can securely reach the data, APIs, and infrastructure it is authorized to use.

Security and availability are now often treated as separate operational disciplines. Siloed disciplines in a worst-case scenario. For AI workloads, the line between them gets thinner. A service can be running while the application cannot securely connect to it. An identity or authorization problem can prevent an agent from completing a transaction just as effectively as a database outage. A network security change can interrupt a dependency without anything technically "failing."

From the perspective of the workload — and the customer waiting for the result — the distinction doesn't matter. The job didn't get done. Observability, therefore, needs to provide enough context to distinguish between application failures, infrastructure failures, connectivity failures, and security or access failures.

Don't Replace Traditional Observability. Extend It.

None of this means enterprises should throw away their existing observability, APM, or infrastructure monitoring investments. Quite the opposite. Traditional observability already understands many of the components AI depends upon. AI-specific telemetry should extend that visibility, not create another isolated operational silo.

Organizations should be able to correlate model behavior with application performance, database availability, infrastructure health, network connectivity, and external dependencies. That correlation is more valuable than simply generating additional telemetry. If inference latency suddenly increases, is the model responsible? Is the application waiting on a database? Did network latency spike? Did an API dependency fail?

If an agent stops halfway through a workflow, did it make the wrong decision? Or, did it simply lose access to the system it needed for the next step? Those can look identical to the user. Operationally, they are very different problems. The purpose of observability should be to shorten the distance between "something is wrong" and "we know what failed and what needs to happen next."

Reliability Is Where the ROI Becomes Real

The business case for observability becomes easier to quantify, as AI becomes embedded in revenue-generating and business-critical processes.

  • How quickly did you detect the problem?
  • How quickly did you identify the root cause?
  • How much engineering time went into troubleshooting?
  • How much business disruption occurred before service was restored?

If an AI agent cannot complete a customer transaction because a database became unavailable, that is no longer simply an "AI issue." It is an availability problem with measurable business consequences.

The same applies to security. Organizations face a choice between an application that doesn't work and connectivity that creates unnecessary risk, if an AI workload cannot safely access the systems it needs. For mission-critical systems, neither is sustainable.

Rather than bolted on after deployment, the goal should be architectures where availability and security are designed into the workload.

Eventually, We May Stop Calling It AI Observability

Over the next few years, I suspect the distinction between AI observability and traditional observability will begin to disappear. Today, separating them is useful because organizations are learning what is different about AI. Models introduce probabilistic behavior. Agents introduce dynamic execution paths. New metrics around prompts, tokens, and inference absolutely matter.

But AI still runs on infrastructure. Databases still fail. Networks still experience latency. Connections still drop. Credentials expire. Applications still lose access to dependencies.

As AI becomes another class of mission-critical enterprise workload, operations teams won't want separate answers about the health of the model, database, network, and infrastructure. They will want one answer: Is the workload available, secure, healthy, and able to complete its job?

That is where observability ultimately needs to go — away from watching individual pieces of technology in isolation and toward understanding the workload as a whole, wherever it runs and whatever it depends upon.

Because at the end of the day, users don't care which component is healthy. They care whether the application works.

Don Boxley is CEO and Co-Founder of DH2i

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For decades, traditional observability tools have forced IT professionals to sift through endless dashboards, turning a flood of alerts into actionable insight and driving widespread burnout. While enterprises adopted AI to eliminate this friction, most still deploy it reactively rather than proactively ... As systems become more complex and IT moves to the center of business strategy, a reactive posture is unsustainable ...

Ask an operations team what they monitor and you will hear a familiar list: latency, errors, throughput, uptime. Those signals still matter for AI, but they no longer answer the most important question. As Krishna Sai, CTO of SolarWinds, puts it: "Traditional observability tells you a system is running. AI observability tells you whether it's still reasoning soundly. Those are completely different questions" ...

AI observability serves several roles across an organization. AI engineers use it to build, evaluate, and improve AI systems. SREs use it to operate those systems reliably and efficiently in production, including managing their cost. Leaders need it to connect AI behavior and operational performance to business outcomes. The common need is a clear understanding of whether AI systems are delivering the intended result ...

Part 4 outlines the challenges enterprise face when adopting AI observability. The main challenge is that AI complexity compounds at every stage of maturity. LLM-based applications introduce new behavior, dependencies, and quality considerations, while Agentic AI adds further failure modes as systems make decisions and take actions ...

Part 3 reports on the current state of AI observability. Most experts agree: enterprises are moving faster with AI than they are with the operational discipline needed to run it safely ...

When discussing AI Observability, one of the first questions that arises: Is this just an extension of traditional observability or is this a whole new type of tool? Part 2 compares traditional observability with AI observability ...

In this extensive 14-part series that will post over the next three weeks, experts across observability and AI will provide insight and opinions on the need for AI Observability, the challenges, the benefits, the current state, and predictions for the future ...

Amid rising complexity, organizations are moving quickly toward agent-driven operations: AgenticOps, according to The Impact of Agentic AI on Network Operations, a new report from Cisco ...

AI, automation, and enterprise software give organizations an extraordinary amount of leverage. Work that once required hours can happen in minutes. Information buried across systems can be analyzed almost instantly. Complex workflows can be coordinated across teams with far less manual intervention. That leverage creates a temptation to start with the technology ...

Everyone wants to talk about models. Compute clusters. Benchmark scores that climb a fraction of a point and make headlines anyway. It's an easy conversation to have because it's measurable. But it's also increasingly beside the point ...

AI Observability Is Really About Keeping the Workload Running

Don Boxley
DH2i

AI observability is quickly becoming its own technology category. That makes sense. Large language models and agentic AI introduce behaviors, dependencies and failure modes that traditional applications simply did not have.

But there is a risk in treating AI observability as something completely separate from the rest of IT operations. AI may be new. The operational challenge underneath it is not.

Enterprises ultimately need to answer the same question they have always asked about mission-critical technology: Is the workload available, secure, and able to do its job, once an AI application moves from experimentation into production. In an AI environment, answering it can be surprisingly difficult.

AI Is Now a Production Workload

During experimentation, failure is relatively inexpensive. A slow response, failed query, or application restart might be annoying, but it usually isn't a business event. Production changes the equation.

An LLM might be interacting directly with customers. An AI application might be supporting employees making business decisions. An agentic system might be taking actions across several enterprise applications without a person involved in every step.

AI is no longer an experiment, at that point. It is part of the production environment, so organizations need to operate it accordingly. That means availability, performance, security, and resilience all matter. And observability has to extend far beyond whether the model itself is responding.

An AI application can have a perfectly healthy model and still be completely unusable.

The Model Is Only One Part of the Workload

One of the biggest misconceptions about AI operations is that an AI failure is an AI problem. Consider what sits underneath a typical enterprise AI application. It might depend on operational databases, vector databases, APIs, storage systems, identity services, networks, cloud infrastructure, and third-party services. Agentic AI makes that dependency chain even longer because an agent can interact with several systems while completing a single business process. Any one of those components can affect the availability of the overall workload.

That changes the observability question.

Instead of asking, "Is the model working?" operations teams need to ask, "Can the workload successfully complete the job it was supposed to do?" That is a much more useful definition of AI health.

Observability Has to Follow the Workload

Most enterprises already have tremendous amounts of telemetry. They monitor applications. They monitor databases. They monitor infrastructure and networks. AI teams are now adding another layer covering prompts, tokens, inference latency, model behavior, and response quality. The challenge isn't necessarily collecting more data. It is connecting the data organizations already have.

When a production AI application slows down or fails, operations teams shouldn't have to look at six dashboards that tell six different stories. They need to understand the health of the workload across its dependencies and determine where the failure originated.

This becomes particularly important when workloads cross infrastructure boundaries. AI applications increasingly span data centers, public clouds, private clouds, Kubernetes environments, and traditional infrastructure. The workload doesn't care where those boundaries are. Neither should observability. Visibility has to follow the application across them.

Agentic AI Raises the Stakes

Agentic AI makes this problem significantly more important because an agent doesn't simply produce an answer. It acts. An agent might query a database… call an API… authenticate against another service… update an application… and trigger a transaction. It may look like one request to the user. However, it may actually involve five, ten, or more individual actions across multiple systems. Traditional monitoring can tell you that each system is technically running. But, that isn't enough.

Whether the agent completed the entire workflow, how long each step took, which systems were involved, and where the process stopped if something failed are all questions operations teams need to be able to answer. A useful shift in how we think about observability is created by that. The unit we care about becomes less about the individual server, database, container, or even model and more about the business transaction or workload moving across all of them.

Always-On Also Has to Mean Always-Secure

There is another dimension that becomes increasingly important as AI systems become more distributed: connectivity cannot come at the expense of security. An application that spans environments needs reliable access to its dependencies. But simply making everything reachable is not an acceptable availability strategy. Both always-on and always-secure must be the ultimate objective.

Consequently, organizations need to understand not only whether services are available, but also whether the application can securely reach the data, APIs, and infrastructure it is authorized to use.

Security and availability are now often treated as separate operational disciplines. Siloed disciplines in a worst-case scenario. For AI workloads, the line between them gets thinner. A service can be running while the application cannot securely connect to it. An identity or authorization problem can prevent an agent from completing a transaction just as effectively as a database outage. A network security change can interrupt a dependency without anything technically "failing."

From the perspective of the workload — and the customer waiting for the result — the distinction doesn't matter. The job didn't get done. Observability, therefore, needs to provide enough context to distinguish between application failures, infrastructure failures, connectivity failures, and security or access failures.

Don't Replace Traditional Observability. Extend It.

None of this means enterprises should throw away their existing observability, APM, or infrastructure monitoring investments. Quite the opposite. Traditional observability already understands many of the components AI depends upon. AI-specific telemetry should extend that visibility, not create another isolated operational silo.

Organizations should be able to correlate model behavior with application performance, database availability, infrastructure health, network connectivity, and external dependencies. That correlation is more valuable than simply generating additional telemetry. If inference latency suddenly increases, is the model responsible? Is the application waiting on a database? Did network latency spike? Did an API dependency fail?

If an agent stops halfway through a workflow, did it make the wrong decision? Or, did it simply lose access to the system it needed for the next step? Those can look identical to the user. Operationally, they are very different problems. The purpose of observability should be to shorten the distance between "something is wrong" and "we know what failed and what needs to happen next."

Reliability Is Where the ROI Becomes Real

The business case for observability becomes easier to quantify, as AI becomes embedded in revenue-generating and business-critical processes.

  • How quickly did you detect the problem?
  • How quickly did you identify the root cause?
  • How much engineering time went into troubleshooting?
  • How much business disruption occurred before service was restored?

If an AI agent cannot complete a customer transaction because a database became unavailable, that is no longer simply an "AI issue." It is an availability problem with measurable business consequences.

The same applies to security. Organizations face a choice between an application that doesn't work and connectivity that creates unnecessary risk, if an AI workload cannot safely access the systems it needs. For mission-critical systems, neither is sustainable.

Rather than bolted on after deployment, the goal should be architectures where availability and security are designed into the workload.

Eventually, We May Stop Calling It AI Observability

Over the next few years, I suspect the distinction between AI observability and traditional observability will begin to disappear. Today, separating them is useful because organizations are learning what is different about AI. Models introduce probabilistic behavior. Agents introduce dynamic execution paths. New metrics around prompts, tokens, and inference absolutely matter.

But AI still runs on infrastructure. Databases still fail. Networks still experience latency. Connections still drop. Credentials expire. Applications still lose access to dependencies.

As AI becomes another class of mission-critical enterprise workload, operations teams won't want separate answers about the health of the model, database, network, and infrastructure. They will want one answer: Is the workload available, secure, healthy, and able to complete its job?

That is where observability ultimately needs to go — away from watching individual pieces of technology in isolation and toward understanding the workload as a whole, wherever it runs and whatever it depends upon.

Because at the end of the day, users don't care which component is healthy. They care whether the application works.

Don Boxley is CEO and Co-Founder of DH2i

Hot Topics

The Latest

For decades, traditional observability tools have forced IT professionals to sift through endless dashboards, turning a flood of alerts into actionable insight and driving widespread burnout. While enterprises adopted AI to eliminate this friction, most still deploy it reactively rather than proactively ... As systems become more complex and IT moves to the center of business strategy, a reactive posture is unsustainable ...

Ask an operations team what they monitor and you will hear a familiar list: latency, errors, throughput, uptime. Those signals still matter for AI, but they no longer answer the most important question. As Krishna Sai, CTO of SolarWinds, puts it: "Traditional observability tells you a system is running. AI observability tells you whether it's still reasoning soundly. Those are completely different questions" ...

AI observability serves several roles across an organization. AI engineers use it to build, evaluate, and improve AI systems. SREs use it to operate those systems reliably and efficiently in production, including managing their cost. Leaders need it to connect AI behavior and operational performance to business outcomes. The common need is a clear understanding of whether AI systems are delivering the intended result ...

Part 4 outlines the challenges enterprise face when adopting AI observability. The main challenge is that AI complexity compounds at every stage of maturity. LLM-based applications introduce new behavior, dependencies, and quality considerations, while Agentic AI adds further failure modes as systems make decisions and take actions ...

Part 3 reports on the current state of AI observability. Most experts agree: enterprises are moving faster with AI than they are with the operational discipline needed to run it safely ...

When discussing AI Observability, one of the first questions that arises: Is this just an extension of traditional observability or is this a whole new type of tool? Part 2 compares traditional observability with AI observability ...

In this extensive 14-part series that will post over the next three weeks, experts across observability and AI will provide insight and opinions on the need for AI Observability, the challenges, the benefits, the current state, and predictions for the future ...

Amid rising complexity, organizations are moving quickly toward agent-driven operations: AgenticOps, according to The Impact of Agentic AI on Network Operations, a new report from Cisco ...

AI, automation, and enterprise software give organizations an extraordinary amount of leverage. Work that once required hours can happen in minutes. Information buried across systems can be analyzed almost instantly. Complex workflows can be coordinated across teams with far less manual intervention. That leverage creates a temptation to start with the technology ...

Everyone wants to talk about models. Compute clusters. Benchmark scores that climb a fraction of a point and make headlines anyway. It's an easy conversation to have because it's measurable. But it's also increasingly beside the point ...