Agent Prompting Guide: How to Build Reliable AI Workflows

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A structured walkthrough using prompting best practices.

The best AI agents aren’t built in a single step. They are built in layers, like building blocks, each one giving the agent more capability and more reliability.

We’ll walk through the exact building blocks—from defining the job to writing the prompt, debugging the output, and pressure-testing it before launch.

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Generative Prompting vs. Agent Prompting

Most people think prompting is just about asking a question and reading the answer.
That’s true—but only for generative prompting.

The following image shows ClickUp Brain responding to an open-ended, creative prompt. The user asks, “Can you show me how it would look if a dog wore a hat?” and receives a flexible, imaginative output with a generated image and descriptive text.

Example of generative prompting with ClickUp Brain, producing a creative and descriptive response to an open-ended question
Example of generative prompting with ClickUp Brain, producing a creative and descriptive response to an open-ended question

Generative prompting is open-ended, creative, and flexible. It’s great for quick ideas or content.
But when you’re building something that has to run every time, on real customer data, with a predictable structure and outcome, you need a different discipline.

That’s agent prompting—the shift from asking to instructing, from generating to executing.

The image below demonstrates agent prompting in ClickUp. Here, an Agent (Project Manager) is set up with a clear job description, structured instructions, and defined responsibilities. This approach ensures the agent performs reliably and consistently every time it is triggered.

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Example of agent prompting, where the agent is given a structured role and a set of instructions for repeatable, predictable execution

Key differences between generative and agentic prompting

AttributeGenerative PromptingAgent Prompting
GoalExploration, creativityReliability, structure
Mindset“Give me something”“Do this job every time”
OutputFlexible, open-endedRepeatable, structured
Use caseWrite a blog introTriage a support ticket

👉 When you prompt an agent, you’re not asking a question. You’re giving it a job description, a contract, and a set of rules.

Generative prompting asks, “What can the model produce?”
Agent prompting asks, “How do I make the model behave consistently and predictably?”

Most teams don’t realize they’re still on the wrong side of the generative–agentic gap.

Generative prompting is creative, flexible, and fast—but it’s built for one-off outputs.

Agent prompting isn’t about ideas—it’s about instructions.
It’s how you build AI that runs in the real world, reliably and predictably.

Generative prompting is a moment. Agent prompting is a system—and systems scale.

📮 ClickUp Insight: While 35% of our survey respondents use AI for basic tasks, advanced capabilities like automation (12%) and optimization (10%) still feel out of reach for many.
Most teams feel stuck at the “AI starter level” because their apps only handle surface-level tasks. One tool generates copy, another suggests task assignments, a third summarizes notes—but none of them share context or work together.
When AI operates in isolated pockets like this, it produces outputs, but not outcomes. That’s why unified workflows matter.

ClickUp Brain changes that by tapping into your tasks, content, and process context—helping you execute advanced automation and agentic workflows effortlessly, via smart, built-in intelligence. It’s AI that understands your work, not just your prompts.

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Building Block 1: Start by Prompting AI To Draft the Spec

Before prompts, before structure, before format—comes the specification. This is the foundation.

It defines the agent’s:

  • The job to be done
  • Input fields
  • Expected outputs
  • Constraints and requirements
  • What “good” looks like

We generate this with AI, not manually.

✅ Spec-drafting prompt:

You are an AI prompt-engineering consultant. Help me design an agent whose job is to read incoming support or operations tickets and perform triage.

1. Describe the core job in one sentence
2. List the input fields this agent will receive (field name, type, short description)
3. List the output sections the agent should produce, including which sections are required and which are optional
4. Draft the first version of the agent’s instructions including its role, context, constraints, and what a good response looks like

This gives you a solid blueprint. The rest is layering and refining.

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Building Block 2: Layering — Expanding One Prompt Gradually

Layering is how you move from a helpful AI assistant to a reliable teammate. Start with the smallest possible job. Test it. Then expand.

Layer A: Core behavior

Start simple. Only the essentials.

Act as a Ticket Triage Agent. Read the incoming ticket and identify:

- Ticket type (choose from: Bug, Feature Request, Outage, Access Request, Other)
- Severity (choose from: Low, Medium, High, Critical)
- A short one-sentence summary grounded in the ticket text

Return:

Ticket type: ...
Severity: ...
Summary: ...

Once this feels grounded and consistent, we add the next layer.

Layer B: Add structure

Now expand the same prompt by adding structured context.

Act as a Ticket Triage Agent. Read the incoming ticket and identify:

- Ticket type (choose from: Bug, Feature Request, Outage, Access Request, Other)
- Severity (choose from: Low, Medium, High, Critical)
- A short one-sentence summary grounded in the ticket text

Add the following sections:

Affected system or component:
- Identify the system or component mentioned
- If none is mentioned, write "Not specified"

Impact description:
- Provide 2 to 3 short bullets describing impact based only on the ticket text

Return all sections in this exact order.

The structure becomes clearer. You now get real triage outputs.

Layer C: Add higher-value logic

Now we add the final layer: recommendations and missing information.

Act as a Ticket Triage Agent. Read the incoming ticket and identify:

- Ticket type (choose from: Bug, Feature Request, Outage, Access Request, Other)
- Severity (choose from: Low, Medium, High, Critical)
- A short one-sentence summary grounded in the ticket text

Affected system or component:
- Identify the system or component mentioned
- If none is mentioned, write "Not specified"

Impact description:
- Provide 2 to 3 short bullets describing impact based only on the ticket text

Suggested next actions:
- Up to 3 concrete next steps the assignee should take
- If none, write "None"

Information still needed:
- Up to 3 clarifying questions for the submitter
- If none, write "None"

Return all sections in the exact order shown.

At this point, we have a fully functional layered agent.

Next step: keep the behavior stable.

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Building Block 3: Adding Constraints

Once the layered behavior works, we add constraints. Constraints create consistency and prevent hallucinations. These constraints get added directly into the growing prompt.

🔐 Constraints block example

Follow these rules:

- Only process English-language tickets
- Do not invent systems, components, or impact details not found in the ticket
- If system or component is missing, use "Not specified"
- If impact is unclear, include a bullet: "Impact unclear from ticket"
- If severity is not stated or cannot be inferred, default to "Medium"
- Summaries must always be grounded in the ticket text

Now, behavior is stable, predictable, and safe.

⚙️ Agent Insight: Constraints create reliability

In agentic systems, constraints aren’t limitations; they’re infrastructure. They give the model clear boundaries so it stops improvising and starts behaving consistently—same structure, same logic, every time.

That consistency is what allows an agent to sit inside real workflows. When outputs never drift, teams can trust tools like ClickUp Agents to triage, route, or summarize without second-guessing or rewriting their work.

ClickUp AI agents
ClickUp AI agents

The guardrails don’t restrict capability; they make the agent stable enough to automate and dependable enough to scale.

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Building Block 4: Add Examples (Multi-shot Prompting)

By adding examples, you teach the agent what “good” looks like, setting expectations for tone, depth, and reasoning. Each example strengthens consistency across outputs.

Example ticket (for multi-shot prompting)

"User cannot access the billing dashboard. A 403 error appears after login. Other users can access it normally. This blocks the user from approving invoices."

Example output

Ticket type: Access Request
Severity: Medium
Summary: User cannot access the billing dashboard and receives a 403 error.

Affected system or component: Billing dashboard

Impact description:
- One user is blocked from approving invoices
- Other users are not impacted
- Business impact limited to one workflow

Suggested next actions:
- Check the user’s permissions
- Review authentication and authorization logs
- Confirm whether recent role changes were deployed

Information still needed:
- Has this user ever had access
- Does the issue occur across devices
- Is this limited to the production environment
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Building Block 5: Define Output Format (Schema)

Formalize your output into a predictable, machine-readable schema.

We append the schema instructions to the prompt:

Schema definition:

Produce the output in this exact structure and order:

Ticket type:
Severity:
Summary:

Affected system or component:

Impact description:
- bullet
- bullet
- optional bullet

Suggested next actions:
- bullet
- bullet
- optional bullet

Information still needed:
- bullet
- bullet
- optional bullet

Formatting rules:
- Section titles must match exactly
- Do not add new sections
- Each bullet must be short
- Use fallback text when required

This converts the agent into a consistent, machine-readable output generator.

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Final Building Block: Put It All Together Into One Production Prompt

Here is the combined prompt that includes:

  • Layered behavior
  • Constraints
  • Multi-shot example
  • Schema
You are a Ticket Triage Agent that reads incoming support or operations tickets and produces a structured triage summary. Follow all instructions below carefully.

Your goals:
- Classify the ticket correctly
- Summarize the issue concisely
- Identify affected systems or components
- Describe impact based only on the ticket text
- Suggest actionable next steps
- Identify missing information
- Follow all constraints, examples, and formatting rules

----------------
Ticket text input
----------------
You will receive a field called "ticket_text". Base your output only on the text provided.

----------------
Core behavior
----------------
Identify:
- Ticket type (Bug, Feature Request, Outage, Access Request, Other)
- Severity (Low, Medium, High, Critical)
- One sentence summary grounded in the ticket

----------------
Structured details
----------------
Affected system or component:
- Identify the primary system or component.
- If none, write "Not specified."

Impact description:
- Provide 2 to 3 short bullets describing the impact only from the ticket.

----------------
Guidance
----------------
Suggested next actions:
- Up to 3 concrete steps.
- If none, write "None."

Information still needed:
- Up to 3 clarifying questions.
- If none, write "None."

----------------
Constraints
----------------
Follow these rules:
- Only process English-language tickets.
- Do not invent systems, errors, or details not in the ticket.
- Use fallback text when information is missing.
- If severity is unclear, default to "Medium."
- Keep all reasoning grounded strictly in the ticket text.

----------------
Example for multi-shot prompting
----------------
Example ticket_text:
"User cannot access the billing dashboard. A 403 error appears after login. Other users can access it. This blocks the user from approving invoices."

Example output:

Ticket type: Access Request
Severity: Medium
Summary: User cannot access the billing dashboard and receives a 403 error.

Affected system or component:
Billing dashboard

Impact description:
- One user is blocked from approving invoices.
- Other users are not impacted.

Suggested next actions:
- Check permissions.
- Review authentication logs.
- Confirm recent role changes.

Information still needed:
- Did the user have previous access.
- Does it occur across devices.
- Is this limited to production.

----------------
Output format (schema)
----------------
Produce output exactly as follows:

Ticket type:
Severity:
Summary:

Affected system or component:

Impact description:
- bullet
- bullet
- optional bullet

Suggested next actions:
- bullet
- bullet
- optional bullet

Information still needed:
- bullet
- bullet
- optional bullet

Do not add sections. Do not modify section titles.

Want to see this in action?

🎥 Watch this video to learn how to automate common inquiries, streamline live chat handoffs, set up feedback loops, and maintain quality through proper data training and escalation paths—so your AI actually helps your team, not frustrates it.

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The Prompt Refinement Loop

Think of this as the “get it working fast” loop.

Everything comes down to three actions: Build. Test. Improve.

1. Use AI to generate the first version of the prompt

Start by asking AI (ClickUp Brain) to draft the initial prompt or agent spec for you.

This gives you:

  • A first version of the job
  • A list of inputs
  • A list of outputs
  • Initial instructions
  • A starting point you can react to

You do not need to write the first draft yourself.

2. Run the prompt immediately

Copy that first draft into the environment where the agent will run.

Try it on an actual customer input if you have one, or use a sample.

You want to see:

  • Did it structure the answer?
  • Did it follow basic instructions?
  • Did it make sense to a human?
  • Is this something you could show to a customer?

Do not overthink this step. Just run it.

3. If it did not behave well, use @brain debug

If something looks off:

  • The structure breaks
  • The answer seems inconsistent
  • It makes inconvenient guesses
  • It misses key info
  • It rewrites or adds sections
  • Or it just “feels wrong”

Run:

@brain debug

ClickUp Brain will analyze the agent’s output and provide clear feedback on what went wrong. This saves you from manually diagnosing issues and helps you quickly identify structural or content problems.

@brain for ClickUp Brain mention
@brain for ClickUp Brain mention

4. Paste that feedback back into ClickUp Brain to fix the prompt

Copy the debug feedback and ask Brain:

Rewrite the prompt based on your own feedback.

Or:

Improve the prompt so it avoids the issues you identified.

ClickUp Brain will refine the prompt for you.

This is the fastest way to iterate.

5. Try the updated prompt again

Paste the refined version back into your agent or workspace.

Run it again on the same input.

Check if:

  • The structure holds
  • It produces reliable content
  • It behaves more consistently
  • You could confidently show this to a customer

If not, repeat the debug loop one more time.

This is normal.

6. When it looks good, pressure-test it with the bad-faith prompt bot

Bad Faith Prompt Bot is a tool designed to intentionally misinterpret instructions so you can expose weaknesses in your agent’s logic.

Leveraging this bot is an effective method for identifying and addressing logical gaps in your agent’s outputs.

Often, language within prompts may unintentionally introduce ambiguities, leading the agent to interpret instructions too literally.

The Bad Faith Prompt Bot helps uncover these issues, enabling you to refine and strengthen your overall prompting strategy.

7. Feed the bad faith feedback into ClickUp Brain for a final cleanup

Copy Bad Faith Prompt Bot’s suggestions and ask Brain:

Incorporate all of these improvements into the final version of the prompt.
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From Prompts to Production: What It Really Takes

The difference between a fragile prompt and a rock-solid agent isn’t creativity—it’s structure.

You’re building systems, not just text. That means:

  • Layer carefully
  • Add constraints
  • Test obsessively
  • Let AI help you debug
  • Think like an engineer, not just a writer

This is how you go from clever outputs to reliable agents you can ship with confidence.

In other words: Build. Test. Improve.

Everything you need to stay organized and get work done.
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