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Field Guide · 01 of 07

Understand the Work

Most AI programs start where the model is easiest to insert. The outcome-producing system usually breaks somewhere else.

Frank Sellhausen · September 2026

01

The problem

Organizations can make a visible task dramatically faster and still misunderstand the system that produces the outcome.

The failure mode is familiar. A team identifies a task. They prove a model can perform it. They compress or remove the activity. The local metric improves. Then something downstream gets worse: review quality thins, exceptions pile up, apprentices stop learning the cues, coordination becomes brittle, or nobody can explain why a clean-looking answer is wrong.

The project did not fail because AI was weak at the task. It failed because the task description was an incomplete model of the work.

You can automate the work and completely miss how the work works.

Most AI programs start where the model is easiest to insert: drafting, summarizing, classifying, retrieving, scoring. That is a reasonable place to intervene. It is often a terrible place to stop the analysis.

A process map shows sequence, ownership, handoffs, and the happy path. It usually does not show what experts notice that novices miss, which workarounds keep the system alive, how exceptions are detected and recovered, where informal coordination carries risk, how doing the work builds the judgment later needed to evaluate AI output, or who effectively decides when the formal chart says something else.

If those mechanisms are invisible during design, AI can optimize the activity while degrading the larger work system. The organization then celebrates hours saved while the outcome-producing system quietly loses the things that made the hours valuable in the first place.

Leaders already experimenting with AI feel this gap as a contradiction: demos look strong, pilots look promising, and enterprise outcomes stay stubborn. The usual explanation is "change management" or "adoption." Sometimes those are real. Often the deeper problem is that the organization never diagnosed the work system it was about to change.

We are not primarily figuring out how to deploy AI. We are figuring out how organizations should redesign work, operating models, roles, expertise, coordination, decision rights, evaluation, authority, and human judgment as machine capabilities expand. The task where AI enters is often not the right unit of transformation. The more useful unit is the outcome-producing work system around it.

Operating rule

Before asking "Can AI do this task?", ask what functions doing this task currently perform for the larger work system—and where each function will go if the task changes. If the answer is unknown, the work is not understood well enough to redesign.

02

Work-as-Imagined vs Work-as-Done

Human-factors research has a blunt distinction every AI transformation team needs:

  • Work-as-Imagined — how work is expected, prescribed, or documented.
  • Work-as-Done — how people actually accomplish outcomes under real conditions.

Hollnagel and Clay-Williams make the point directly: planned changes should be grounded in what actually happens, rather than assuming the formal description is complete. The gap is not automatically a compliance failure. It often reflects adaptation—people invent workarounds because tools are incomplete, incentives conflict, exceptions are common, or the documented process cannot absorb reality at operating speed.

Illustration

As an Army observer and trainer, part of my job was watching teams execute under realistic conditions and then helping them reconstruct what actually happened. Plans and explanations made after the fact were useful, but neither was evidence of execution. The learning came from comparing intended work with observed work and tracing the decisions in between.

Illustration

As a bank examiner, I learned not to confuse the binder with the system. Policies told me what an institution said should happen. Files, controls, exceptions, and decision records showed me what actually happened. The distance between those two was often where the interesting risk lived.

Cognitive Task Analysis pushes the same idea from another angle. Observable steps are not the same as the knowledge, skills, and strategies that make those steps succeed. Naturalistic Decision Making adds that experienced people rapidly categorize situations and recognize meaningful patterns under pressure—cognition that rarely appears on a swimlane.

Bainbridge's ironies of automation remain relevant. Automation can leave humans responsible for abnormal conditions even as it reduces continuous involvement in the process—exactly the conditions under which judgment atrophies.

For practitioners, the implication is operational, not academic. If your discovery method is a workshop that asks people to "walk through the process," you will mostly harvest Work-as-Imagined plus a cleaned retrospective narrative. That may be enough for a tool demo. It is not enough for redesigning an outcome-producing system.

The practical test is simple. Can your team explain how a recent hard case actually moved from first signal to resolved outcome—including the workarounds, the informal calls, the tools that never appear on the process map, and the judgment that decided which exception mattered? If not, you are still designing against Work-as-Imagined.

03

Hidden functions of visible work

A person who appears to be "collecting information" may simultaneously be learning what normal looks like, noticing anomalies, constructing context, deciding what deserves attention, coordinating with other people, maintaining situational awareness, and building expertise needed when an exception occurs.

Automating the visible deliverable does not automatically relocate those functions.

The framing below is Field Guide synthesis—a working inspection list, not a taxonomy asserted by the cited literature. Revise it when field cases show these functions are usually immaterial.

Functions to inspect

  1. Information — gathering, filtering, comparing, reconciling.
  2. Judgment — noticing, interpreting, predicting, prioritizing.
  3. Expertise — building context, cues, pattern recognition, situational knowledge.
  4. Coordination — trust, negotiation, signaling, informal handoffs.
  5. Exception handling — detecting surprises, recovering, escalating.
  6. Feedback / learning — learning whether an action was good and improving future judgment.
  7. Authority / control — recommending, deciding, approving, executing, overriding, escalating.
  8. Memory / provenance — preserving why something happened and what evidence supported it.

If this activity disappears, what will people stop seeing, learning, noticing, coordinating, remembering, or being able to recover from?

Some bureaucracy is waste. Some apparent inefficiency is an undocumented control, memory, or exception-handling mechanism. Know which before you delete it. Do not romanticize every manual step either—plenty of process is genuinely empty ceremony. The discipline is discrimination, not nostalgia.

04

The unit of transformation

AI can enter at the level of a task while producing consequential effects at the level of a workflow, work system, organization, or ecosystem. Those levels are not the same design object.

Five units that often differ

  • Unit of capability — the smallest thing the AI can do.
  • Unit of intervention — where you introduce the change.
  • Unit of analysis — the smallest boundary wide enough to capture consequential effects.
  • Unit of evaluation — where success and harm should actually be measured.
  • Unit of accountability — where authority and responsibility for the resulting system reside.

The unit of AI transformation is the outcome-producing work system, not the individual task being automated.

A local task may be the intervention point. It should not automatically become the analysis boundary. Trace consequences until they stop being material—not until you reach the edge of the process map or the org chart. The correct system boundary is discovered, not assumed.

A spectrum, not a slogan

Not every AI deployment is transformation.

  • Tool substitution — same work system; one activity becomes easier or faster.
  • Workflow redesign — steps, handoffs, sequencing, or information flow change.
  • Work-system redesign — roles, coordination, authority, expertise, feedback, incentives, and technology are reconfigured around the outcome.
  • Operating-model / boundary change — structure, centralized vs distributed capability, outsourcing, customer participation, or business boundaries change.

The farther the effects propagate, the more the intervention resembles transformation rather than tool adoption. Widening the analysis does not mean every project becomes a giant program. The point is to discover whether a local intervention is genuinely local.

05

How change propagates

You do not need a catalog of frameworks for Monday practice. Watch at least four propagation lenses: throughput, expertise, authority, and information/coordination. Each answers a different question about what moves when the visible work changes.

1. Throughput and bottlenecks

AI does not remove constraints; it often relocates them.

A task can become dramatically faster without increasing end-to-end system throughput if another part of the system remains capacity-constrained. Theory of Constraints, Little's Law, and queueing theory establish the operations mechanism: improve a non-constraint and you may create inventory, not value; push a busy downstream resource toward high utilization and waits rise nonlinearly.

Evidence + inference

Constraint, WIP, utilization, and wait-time relationships are established operations mechanisms. Contemporary software-delivery research (DORA) documents divergence between AI-associated developer gains and broader delivery outcomes, with downstream practices as complements. Inference for generative AI: abrupt arrival-rate shocks into scarce human judgment or approval become more common. Capacity improvement is not throughput improvement.

People also adapt to overload: shortened review, rubber-stamping, changed escalation thresholds, prioritizing easy cases. Bottleneck analysis must connect operations to measurement, incentives, authority, and quality.

Ask: What currently limits end-to-end throughput? Is the AI acting on that constraint or a non-constraint? What is the capacity of the next one or two stages? What happens if volume doubles? Where will excess work wait? Which quality thresholds bend under load?

2. Expertise and learning

AI changes the expertise-production function. It can compress apprenticeship—or hollow it out.

Removing participation in a task may alter not only today's workflow but the mechanism by which future expertise develops. Some apparently tedious work also builds the context and pattern recognition needed to judge AI output later. Protect the learning mechanism, not necessarily the legacy task. Do not claim that all manual work builds expertise; ask whether this work does.

Ask: What does a novice become by using the system? Compare expert and novice with and without AI on decision quality, ability to challenge recommendations, learning over time, and robustness when the AI is wrong or unavailable—not only on speed or adoption.

3. Authority and decision rights

AI can change who effectively controls a decision even when the org chart, policy, and stated accountability have not changed.

Capability is not authority. Formal authority and effective authority are different things.

Do not treat "the decision" as one indivisible act. Decompose information acquisition, attention, framing, candidate generation, recommendation, selection, approval, execution, override, escalation, and modification. Authority can shift at one stage while remaining unchanged at another.

A human approval step is meaningful only when the human has the evidence, time, competence, independence, practical ability, and operating capacity to challenge the system. Check those conditions explicitly. A review design that works for fifty cases a day may collapse at fifty thousand. Authority shift is not inherently a design failure. The goal is deliberate allocation under real consequences—not maximal human control, and not ceremonial "human in the loop."

4. Information and coordination

AI can make information dramatically faster to produce without making the surrounding work system faster at absorbing, interpreting, deciding, coordinating, or acting on that information.

When information-production capacity outruns decision capacity, useful insights become queue objects. Handoffs degrade. Feedback gets contaminated by workload pressure, activity metrics, and queue-clearing behavior.

AI changes coordination not merely by changing what information exists, but by changing who produces it, who filters it, when it appears, which boundaries it crosses, how much trust accompanies it, how scarce attention is allocated, and who has enough authority to change the surrounding work when reality disagrees. The work may be tightly coupled even when the organization that owns it is fragmented.

06

Discovering the work

You do not need a finished methods library to refuse a bad redesign. You need enough contact with Work-as-Done to know whether the activity you are about to compress carries hidden functions the organization still needs.

What is already reliable

  • Prefer observation of real work episodes before abstract process interviews.
  • Reconstruct one recent hard case or recovery from beginning to end.
  • Use interviews to explain observed work, not as the sole source of Work-as-Done.
  • Inspect artifacts: screens, spreadsheets, messages, notes, unofficial tools.
  • Ask what alternatives were rejected—and what those rejections make disappear from future evidence.
  • Triangulate observation, reconstruction, logs, expert/novice contrast, and downstream outcomes.

Observe the work before asking the worker to abstractly explain the work.

An interview creates a different environment from the one being studied. Accounts become more orderly, policy-consistent, linear, and intentional than the work actually is. Participants are not necessarily dishonest; the method changes the evidence.

Shadow, then probe, then reconstruct

Watch a real episode. Notice screens opened first, tools switched between, informal artifacts, skips, hesitations, interruptions, and what moves a case up or down. Use short contextual probes—"What caught your eye there?"—without turning shadowing into a continuous interview. Then reconstruct the decision with the participant using the concrete episode just observed.

observe actual work → capture actions / artifacts / cues → targeted probes → reconstruct with participant → infer heuristics → test inferences → compare across cases

Useful probes inside a real episode

  • Sequence — What did you do first? What happened next?
  • Cue — What caught your attention? What did you notice here?
  • Contrast — Why this case rather than that one?
  • Counterfactual — What would have changed your mind?
  • Expertise — What would a newer person miss here?
  • Exception — When would this rule not apply?
  • Artifact — Show me where you saw that. What tool, note, spreadsheet, or message were you looking at?

Shadowing is not ground truth either. People behave differently when watched; a single session may be unrepresentative; important work happens asynchronously. Use observation to anchor discovery in real episodes, then triangulate—do not anoint any one method as authoritative.

Speed matters. Discovery that takes a quarter to produce a slide deck is not discovery leaders will wait for. The bar is not ethnographic completeness. The bar is enough grounded contact with Work-as-Done that the team can falsify a naive automation story before the build plan hardens.

07

AI Work Fit Canvas

Promise: Test the work before you build the AI.

A working diagnostic target—not a shipped product. Use it before deciding whether work should be automated, augmented, simplified, eliminated, reorganized, or left alone.

Run it on your own work

Run AI Work Fit on one piece of real work → It returns an intervention call, then pressure-tests it against the hard case you describe — naming what your own example carries that you did not. Free, no email, and the verdict is never gated.

Working through it with a group, or want it on paper? Print the one-page Canvas instead — or run the tool first and take the filled Canvas into the room.

1. Outcome — what are we actually trying to produce?

  • What business / customer / operational outcome is this work producing?
  • How is success recognized?
  • What downstream work depends on it?
  • What would become worse if this work failed silently?

Write the outcome, not the task.

2. Work-as-Done — how does the work really happen?

Do not stop at the formal process. Capture meaningful steps and handoffs; people, systems, data, and tools; workarounds and informal coordination; common exceptions; a recent hard case or recovery; where experienced people depart from the documented process.

Diagnostic move: reconstruct one real difficult case from beginning to end.

3. Hidden functions — what else is this work doing?

Inspect information, judgment, expertise, coordination, exception handling, feedback/learning, authority/control, and memory/provenance. Ask the red-flag question: if this activity disappears, what will people stop seeing, learning, noticing, coordinating, remembering, or being able to recover from?

4. Change test — what moves when the visible work changes?

  • What visible activity disappears or changes?
  • Which hidden functions disappear with it?
  • Which functions are genuinely unnecessary?
  • Where will each required function move?
  • What new work appears: verification, exception handling, prompting, orchestration, review, escalation, data maintenance?
  • After this change, what becomes scarce?
  • Who becomes responsible for failures and exceptions?
  • Does the change weaken context, expertise, feedback, recoverability, or meaningful human challenge?
  • What new capability becomes possible that was not feasible under the old design?

Do not count "hours saved" until you understand the work created downstream and what becomes scarce.

5. Intervention decision

  • Automate — activity is sufficiently specifiable; required hidden functions can be safely carried elsewhere or encoded; the organization can still verify, challenge, and recover.
  • Augment — human judgment remains central; AI changes information access, analysis, generation, or decision support.
  • Simplify — remove unnecessary complexity before adding more intelligence.
  • Eliminate — the activity does not contribute enough to the outcome to justify redesigning it.
  • Reorganize — the main opportunity is changing workflow, handoffs, roles, incentives, authority, sequencing, or boundaries.
  • Leave alone — good enough, switching cost exceeds likely value, or the work should remain intentionally human.

Record: decision, why, required replacement mechanisms/controls, and evidence that would change the decision.

Fast test

  • If the proposed solution begins with a model capability rather than a work outcome, restart at Box 1.
  • If you cannot explain how the work behaves on a hard case, return to Box 2.
  • If you cannot say where the hidden functions will go, do not automate yet.
  • If the redesign changes who may recommend, decide, approve, execute, override, or escalate, treat that as an explicit authority-design decision—not a prompt instruction.

08

Worked examples

Illustration — underwriting capacity

Illustration

Teaching shape, not a named client measurement. Numbers are constructed to show the mechanism.

Current state: twelve analysts prepare four packages a week each—48 packages/week analyst capacity. Four senior credit officers can thoughtfully review about 13 packages a week each—52 packages/week review capacity. The system is roughly balanced.

After AI: analyst preparation doubles to 96 packages/week. Senior review remains 52. Excess upstream capacity is 44 packages/week. Local productivity doubles; end-to-end decision throughput need not.

Possible system consequences: queue growth, review delays, shallow review, changed approval thresholds, rubber-stamping, triage changes, pressure to modify senior performance expectations, increased risk or rework—or capacity redirected into higher-value analysis instead of more package volume.

The transformation question is not "How do we make analysts produce 96 packages?" It is "How should the underwriting system change now that analysis capacity is cheaper and faster?"

AI drafts credit memo → less anomaly exposure in prep → different analyst learning → faster memo production → more review volume → changed approver workload → changed challenge behavior → changed credit decision quality → changed downstream monitoring

Illustration — enterprise recommendation absorption

Illustration

I worked on an AI product where the apparent competitor was another sophisticated technology. The real competitor turned out to be a spreadsheet—and the scarce seller minutes around it. AI could produce richer recommendations faster than the surrounding workflow could absorb them; dispositions under metric pressure contaminated learning. Same Work-as-Done gap as above: the formal recommendation system was not the system that produced outreach.

09

Monday

Monday move

Pick one live workflow where someone is already proposing to "put AI on it." Answer the Canvas questions before the build plan hardens.

  1. Name the outcome, not the task. Write the customer or business result and what depends on it downstream.
  2. Reconstruct Work-as-Done for one hard case or recovery. Shadow if you can; otherwise walk the artifacts and the people who actually touch the case.
  3. Inventory hidden functions for the activity you are tempted to compress. Force the red-flag question onto paper.
  4. Run the change test, including what becomes scarce—verification, judgment, exception handling, challenge capacity, coordination, or something else.
  5. Choose an intervention: automate, augment, simplify, eliminate, reorganize, or leave alone. Write the replacement mechanisms/controls and the evidence that would change your mind.

Do not count hours saved until you know what work was created downstream and what judgment capacity you just overloaded. If authority moves—even through ranking, defaults, or auto-execution—name that as a design decision, not a side effect.

One Monday pass will not finish an enterprise program. It will change what your team is willing to approve. That is usually enough to stop the most expensive class of mistake: treating a successful model demo as a completed transformation diagnosis.

10

Sources & about

What this guide claims—and does not

This is not an argument that all bureaucracy is useful, that all manual work builds expertise, that task automation is inherently misguided, or that every AI productivity gain fails without wholesale redesign.

It is an argument that impoverished work models are a common root of brittle AI transformations, and that practitioners need a discovery and decision method before model selection becomes destiny.

About

Frank Sellhausen works at the intersection of AI and data products, enterprise systems, regulation and risk, and operating practice— including Army training and bank examination seats that taught the same Work-as-Done discipline this chapter uses. This Field Guide treats AI transformation as organizational and systems design: working theses, labeled evidence, and methods meant to survive contact with real work systems.

The larger arc continues past understanding—decide what should change, redesign the work, design the human–AI system, prove outcomes, govern decision rights, and operate as conditions change. This piece stops at understanding, because that is where most programs skip the work that determines whether the rest can succeed.

Public working synthesis · September 2026 · Not a finished curriculum