AI 10 min read

Five Signals to Help Pick Your First AI Workflow

Most companies have plenty of AI ideas. The hard part is picking the first workflow to change. Five everyday signals show you where to start.

Chris Fitkin
Chris Fitkin
Partner & Co-Founder

Most companies do not need another AI brainstorm. They need a better way to notice where the work is already breaking. That is the part that gets missed.

When leaders ask, “Where should we use AI?”, the conversation usually becomes a list of ideas. Someone mentions customer support. Someone mentions sales follow-up. Someone mentions reporting. Someone mentions internal knowledge. Someone built a Custom GPT. Someone else wants Copilot. IT is asked to govern all of it.

The list gets longer. The starting point does not get clearer.

A better question is:

Where is the company already doing the same painful work over and over, using scattered context, manual coordination, and human judgment to produce a usable output or next action?

That is usually where the first AI workflow is hiding. It is rarely the biggest AI idea, the flashiest demo, or the department with the loudest request. It is the repeated work that people already recognize as annoying, slow, risky, or too dependent on the same few people.

The first AI workflow should be narrow enough to build, deep enough to matter, and visible enough to prove that work changed.

Why signals work better than use-case brainstorming

Use-case brainstorming feels productive. It usually is not.

A team can generate twenty possible AI ideas in an hour. That does not mean any of them are ready to become a production workflow.

The better approach is to look for operating signals. A signal is a symptom that a workflow already exists, but it is being held together by people, spreadsheets, emails, approvals, and tribal knowledge.

The signal matters because it tells you three things:

  1. The work repeats.
  2. The pain is already visible.
  3. The company already has humans performing the logic that AI may eventually support.

That last point is important. AI works best when there is a real workflow to learn from.

A trigger. A set of sources. A set of rules. A person who knows what “good” looks like. A review path. A useful output. A next action.

That is why the best first AI workflow is usually not abstract. It is hiding in something painfully familiar.

Signal 1: The emailed spreadsheet

This is the easiest one to spot. Someone emails a spreadsheet. Then someone emails another version.

Then a third person asks which file is the real one. Then someone says, “Use this version, not the one I sent yesterday.” At that point, the spreadsheet is no longer just a file.

It is probably a workflow pretending to be a file. The spreadsheet may be acting as a database, approval tracker, reporting layer, business rule system, intake form, project plan, handoff document, or source of truth.

People know this pain instantly:

  • “Who has the latest version?”
  • “Someone broke the formula.”
  • “Can everyone update their tab?”
  • “The report is based on last week’s export.”
  • “We need to consolidate these before Monday.”
  • “Don’t use final_v3. Use final_v3_REAL.”

That is not spreadsheet chaos for its own sake. It is a sign that the business process has outgrown the tool holding it together. The AI opportunity is not usually “summarize this spreadsheet.”

It is to ask:

What work is this spreadsheet doing for the business?

Who updates it? Who trusts it? Who checks it? Who approves it? What reports depend on it? What formulas encode business rules? What breaks when the wrong version circulates?

A good first workflow might be:

  • spreadsheet to report;
  • spreadsheet to approval packet;
  • spreadsheet to internal tool;
  • spreadsheet to field update;
  • spreadsheet to dashboard;
  • spreadsheet to exception summary.

If a spreadsheet gets emailed more than twice, it is probably a workflow pretending to be a file.

Signal 2: The copy-paste relay

Another easy signal:

People are moving information from one system to another by hand. A form response becomes a CRM update. An email becomes a ticket.

A ticket becomes a spreadsheet row. Meeting notes become a follow-up email. A portal export becomes a report.

A support thread becomes an account note. This looks like administrative work. It is often a systems problem.

When people copy and paste all day, they are not just moving text. They are interpreting what matters, cleaning up data, deciding where it belongs, adding missing context, and triggering the next step.

In other words, the person has become the integration layer.

That makes this a strong first AI workflow candidate because the logic is usually visible:

  • What information gets extracted?
  • Where does it go?
  • What fields are required?
  • What gets ignored?
  • What requires judgment?
  • What gets escalated?
  • What happens next?

The mistake is trying to automate every system connection at once. Start with one relay. One repeated handoff.

One place where a person turns messy input into structured output.

Examples:

  • inbound request to routed ticket;
  • sales call to CRM update;
  • meeting notes to account brief;
  • invoice email to accounting draft;
  • field update to job status report;
  • support conversation to resolution summary.

When the process depends on copy-paste, the person is the API.

Signal 3: The contextless approval

Some approvals are slow because the approver is busy. Many are slow because the approver has to become a detective. The approval request arrives without the context needed to make a decision.

So the approver asks:

  • “Can you send me the background?”
  • “What changed from the last version?”
  • “Is this within policy?”
  • “Who else reviewed this?”
  • “What is the risk?”
  • “Why are we approving this?”
  • “Is there a customer impact?”
  • “Has Finance seen this?”
  • “Has Legal seen this?”

The approval is not the only workflow. The real workflow is everything that should have happened before the approval reached the approver.

Context gathering. Policy checking. Comparison against prior versions. Risk summary. Missing-information detection. Routing. Recommendation. Review.

That is why the first AI move is usually not “automate the approval.” It is “assemble the decision packet.” A useful AI workflow can gather the relevant context, summarize the change, identify the applicable policy, highlight missing information, compare versions, and route the request to the right reviewer.

The human still decides. But the decision no longer starts with detective work.

Good candidates include:

  • discount approval;
  • purchase approval;
  • vendor review;
  • contract redline summary;
  • content approval;
  • change order review;
  • customer exception request;
  • compliance finding review.

Do not automate the approval first. Automate the decision packet.

Signal 4: The repeated expert answer

Every company has a few people who know how things really work. When a question comes up, everyone knows where to go. “Ask Product.”

“Ask Engineering.” “Ask Finance.” “Ask Legal.”

“Ask RevOps.” “Ask the person who knows.” This looks like a knowledge problem.

Sometimes it is. But many repeated expert answers are actually workflows in disguise.

The expert is not just retrieving information. They are doing a sequence of work:

Research the question. Find the right sources. Resolve conflicting information. Check what is current. Apply business rules. Decide what is safe to say. Draft the answer in the right voice. Route anything that should not be answered directly. Remember the answer for next time.

That is a workflow. This matters because many companies respond to repeated expert questions by building a chatbot or uploading documents to a Custom GPT. That may help with retrieval.

It does not necessarily solve the workflow.

A production workflow needs more than “ask the docs.” It may need source priority, validation, scope rules, escalation paths, citations, approved language, guardrails, and feedback loops.

Good candidates include:

  • product capability questions;
  • support escalation responses;
  • sales engineering answers;
  • policy interpretation;
  • compliance Q&A;
  • onboarding answers;
  • internal process questions;
  • customer-safe response drafting.

The repeated expert answer is especially valuable when the answer crosses departments or may eventually reach a customer. That is where speed, consistency, and trust matter.

When the same expert keeps answering the same question, do not build a chatbot first. Map the answer-producing workflow.

Signal 5: The report factory

Recurring reports are full of hidden work. The team gathers updates, exports data, reconciles numbers, checks the spreadsheet, compares against last week, writes the narrative, circulates the draft, updates the deck, and answers questions from leadership. Then they do it again next week.

Or next month.

The report may be familiar:

  • weekly operating report;
  • board update;
  • sales forecast;
  • support backlog report;
  • job-cost report;
  • customer health report;
  • utilization report;
  • compliance report;
  • project status report.

The signal is simple:

If the report takes longer to assemble than to read, look there.

Reporting is often not one task. It is a factory.

Inputs come from multiple people and systems. Numbers conflict. Definitions are unclear. Narrative has to be written. Exceptions have to be explained. Someone has to decide what changed and what matters.

AI can help here because the output already has a cadence, an audience, and a quality bar. The goal is not just a prettier dashboard. A dashboard shows data.

A report workflow produces an explanation.

What changed? Why did it change? What needs attention? What is missing? What should happen next?

That is work. And if the same work repeats every week, it is a strong candidate for AI enablement.

A recurring report is usually a workflow wearing a PDF costume.

How to choose among the five

The signal is only the starting point. Not every emailed spreadsheet should become an AI workflow. Not every approval process deserves custom automation.

Not every repeated question needs a production agent. After you spot the signal, use a simple filter.

Ask:

  1. Does this happen often enough?
  2. Does it burn real time?
  3. Does the output matter?
  4. Is the context available?
  5. Can a human define what “good” looks like?
  6. Is there a clear owner?
  7. Can we measure improvement?
  8. Would changing this workflow actually change someone’s week?

The last question may be the most important.

A good first workflow should change how work gets done for a real team. Not in theory. In the actual week.

The sales team gets follow-up out faster. The operations team stops reconciling versions. The approver gets a complete decision packet. The expert stops answering the same question. The executive report arrives with the story already drafted.

That is the standard.

What not to pick first

Some AI ideas sound strategic but make poor first workflows.

Do not start with “all company knowledge.” Too broad. No clear owner, no clear output, no clear quality bar, and no clear measurement.

Do not start with “a chatbot for every department.” That creates activity, not operating change.

Do not start with “automate the whole function.” Too big. Start with one handoff, one report, one approval, one expert-answer path, or one spreadsheet-driven process.

Do not start with the most impressive demo. Demos are easy. Workflow change is the hard part.

The first AI workflow should not prove that AI is interesting. It should prove that the company can change how work gets done.

The first AI workflow is not the biggest idea. It is the first place the company can prove a new way of working.

Start where the work is already breaking

The best first AI workflows are rarely hidden in strategy decks. They are hiding in ordinary complaints.

  • “Which spreadsheet is the real one?”
  • “Can you copy that into the system?”
  • “Can you send me the background?”
  • “Ask the person who knows.”
  • “Can everyone send their updates before Monday?”

Those are not just annoyances. They are clues.

Each one points to repeated work where people turn scattered context into a usable output or reliable next action. That is where AI can go narrow enough to build and deep enough to matter.

Start there. Pick one workflow. Map the work, connect the context, define the output, add the rules, keep humans in the lead, measure what changed, and improve the system.

Then expand.


More in this series, How to Choose Your First AI Workflow:

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