David Leder David Leder

Garbage In, Garbage Out: How to Write Prompts That Actually Deliver

Generative AI tools like ChatGPT, Claude, and Perplexity are quickly becoming part of everyday workflows for IT professionals, web teams, and project managers. But the quality of what you get from these tools depends on something deceptively simple: how you ask for it.

A well-crafted prompt can turn AI from a generic assistant into a strategic collaborator. Whether you're planning a migration, drafting documentation, or structuring your next sprint, your prompt is the blueprint. In this post, we'll explore how to write smarter prompts--so you can stop fixing AI's mistakes and start building faster, with more confidence.

Section 1: Why Prompts Matter

In the world of AI, the old saying still applies: garbage in, garbage out. The quality of what you get from AI depends entirely on the clarity of your prompt. For IT, web, and project management professionals, this makes prompt writing a vital skill.

Whether you're debugging code, creating documentation, or generating a task list, a clear, structured prompt can save hours of time.

Think of prompts like giving instructions to a smart, fast-learning intern. If you say, "make a to-do list," you'll get something. But if you say, "Create a detailed task list for a web migration project, including dependencies, and format it for project management software," you'll get something you can actually use.

The difference? Clarity, context, and intent.

Here's an example using a web migration outline:

Vague prompt:

"Make a to-do list from this outline."

AI response:

  1. Plan migration

  2. Review content

  3. Migrate pages

  4. QA

  5. Launch

Improved prompt:

"Based on this outline, create a detailed task list for a website migration project. Include to-dos, dependencies, and group them by phase. Assume this is for a small internal marketing team. Format the output so it can be copied into a project management tool."

AI response:

  • Phase 1: Planning

    • Inventory current site content

    • Finalize new site structure (depends on content inventory)

    • Coordinate with dev team on CMS setup

  • Phase 2: Migration

    • Prepare content templates

    • Begin content migration (depends on CMS setup)

    • Validate formatting and functionality

  • Phase 3: Testing

    • Conduct QA (depends on content migration)

    • Cross-browser testing

    • Fix issues

  • Phase 4: Launch

    • Schedule launch

    • Deploy site

    • Monitor feedback and analytics

This output is clean, actionable, and directly usable--because the prompt was, too.

Section 2: Types of Prompts That Deliver

Clear prompts come in many styles, and each serves a different purpose depending on your task:

Instructional Prompts

Direct and goal-focused.

Example: "Create a checklist for launching a new internal tool, including stakeholder communication and training steps."

Role-Based Prompts

Assign the AI a persona to match tone and priorities.

Example: "Act as a technical project manager and write a kickoff agenda for a cross-functional web team."

Iterative Prompts

Use multiple passes to refine the result.

Example: "List the top five pain points users have with our current dashboard. Then suggest a solution for each."

Format-Driven Prompts

Get structured output for easier use.

Example: "Present the following data as a markdown table with task, owner, and due date columns."

Self-Refining Prompts

When you're unsure what to ask, prompt the AI to help you define the request.

Example: "Ask me the questions you need to help build a detailed knowledge base article."

This turns the interaction into a true back-and-forth, leading to sharper prompts and better results.

Section 3: Using Context to Guide the AI

AI is powerful, but it's not psychic. It doesn't know your audience, your goals, your team size, or your tools--unless you tell it. That's where context comes in.

Even a few lines of background can dramatically improve the results. For instance, instead of:

"Write a checklist for a CMS launch,"

try:

"Write a checklist for a CMS launch for a marketing team of five. The site has 80 pages, we're moving from WordPress to Webflow, and launch is in four weeks."

That extra context helps the AI tailor the checklist to your exact situation. You can also include things like:

  • Team size and roles

  • Technical stack

  • Deadlines or timelines

  • Audience (execs, engineers, clients, etc.)

  • Tone or formatting preferences

Context isn't overkill--it's your prompt's secret weapon

Section 4: Avoid Overloading--Build Step by Step

Trying to get everything in one go is a common misstep. "Build a full project plan, write documentation, create training slides, and generate test cases" is a lot to expect from a single prompt. You'll often get rushed, unfocused output.

Instead, treat your AI session like a collaborative work session. Start small:

  1. "List the major phases of a site redesign."

  2. "Now break down the content migration phase into specific tasks."

  3. "Format those tasks into a table with owners and estimated durations."

Each step generates usable output you can apply right away--before moving on to the next. This approach not only improves quality, it also gives you checkpoints to guide the conversation and make adjustments.

When you treat prompting as an iterative build process, AI becomes a partner in execution--not just a one-time tool.

Conclusion: Prompting Is a Skill--And It Pays Off

Using AI effectively isn't about being clever. It's about being clear. The difference between mediocre and outstanding output often comes down to just a few words of direction, context, or formatting.

As AI tools become more integrated into professional workflows, the ability to write thoughtful prompts is becoming just as important as knowing how to use the tools themselves. Start small, layer in context, build step by step--and let the AI do what it does best: help you work faster, smarter, and with more confidence.

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David Leder David Leder

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