Kathryn O'Hara

June 5, 2025

Stop Teaching Prompts, Start Teaching Partnership


What if I told you the best way to use AI isn't learning the "perfect prompt" but learning to have a conversation? That instead of memorizing formulas, you should ask AI how it wants to be asked?

It sounds counterintuitive, I know. Most AI training starts with templates, frameworks, and syntax rules. We teach people to craft precise instructions like they're programming a computer. But here's what I've observed watching colleagues across different roles try to adopt AI: this approach creates prompt writers, not AI users.

People walk away from training sessions with notebooks full of formulas, but they still don't use AI in their daily work. Why? Because the moment they encounter a situation that doesn't fit the template, they're stuck. They have a formula for writing a marketing email, but what about a sensitive customer service response? They know the "correct" structure for a data analysis request, but not how to explore an unexpected trend.

There's a better way—one that actually creates confident, innovative AI users instead of hesitant prompt followers. And it starts with flipping the entire script on how we think about AI interaction.


Why Formula-Based Training Falls Short

Here's how most AI training goes: "Use this structure: Context + Task + Format + Tone. Always be specific. Include examples. End with constraints." Sound familiar? This approach makes perfect sense from a training perspective. It gives people a framework, something concrete to follow. But watch what actually happens when people try to use these formulas in real work situations.

Someone learns the "perfect" prompt structure for creating marketing content. Great! But then they need to draft a sensitive email to an upset customer. The template doesn't fit. They have a formula for data analysis, but they need to explore an unexpected trend in their numbers. The framework feels wrong. They know how to ask for a meeting agenda, but they need help thinking through a complex project timeline.

In each case, they're stuck. The template approach assumes you know exactly what you want and just need help expressing it correctly. But real work is messier than that. Most of the time, we need help figuring out what we actually want, not just how to ask for it.

When people are taught that there's a "right" way to prompt, they become afraid of the wrong way. They'll spend more time crafting the perfect prompt than they would have spent on the original task. Or worse, they'll avoid AI altogether because they don't feel confident in their prompting skills. I've watched technically skilled colleagues—people who can navigate complex software and solve intricate problems—hesitate to use AI because they don't want to "prompt it wrong." They know AI is powerful, but the emphasis on proper technique creates a barrier instead of removing one.

The fundamental problem isn't with the templates themselves—it's with the underlying assumption. We're teaching people to treat AI like a sophisticated tool that requires precise operation. But AI isn't a tool; it's more like a very knowledgeable colleague who happens to be available 24/7.

When you're working with a colleague on a problem, you don't start with a perfectly structured request. You start with "Hey, I'm trying to figure out..." and then you work through it together. That's exactly how AI wants to work with you.


The Partnership Approach That Actually Works

So what does it look like to treat AI as a teammate instead of a tool? It starts with a simple realization: AI actually knows how it works best. Think about it—AI has been trained on countless examples of effective communication. It understands context, nuance, and what information is most helpful for different types of tasks. Instead of guessing what it needs, why not just ask it?

This isn't about avoiding the work of learning or figuring things out. It's about recognizing that you don't have to have all the answers before you start. When you're working with a knowledgeable colleague, you don't feel like you need to know everything upfront—you figure it out together.

Here's what happens when you shift from commanding to collaborating: instead of spending time crafting the perfect prompt, you spend time having a productive conversation about the problem you're trying to solve. When you say, "I need help with X, can you help me figure out the best way to ask you for what I need?" several powerful things happen: AI becomes your thinking partner, not just your task executor. You discover aspects of the problem you hadn't considered—AI often asks questions that help you clarify your own thinking. The solution is tailored to your specific situation, not a generic template response. And you learn something about how to approach similar problems in the future.

Traditional prompting feels like writing software code: precise, rigid, and unforgiving of mistakes. Partnership-based interaction feels like brainstorming with a colleague: flexible, iterative, and generative. Instead of "Create a project timeline with these exact specifications..." you get "I'm trying to plan this project timeline. What information would help you give me the most useful suggestions?"

The AI might respond with questions about dependencies, team capacity, deadlines, or risk factors—aspects you might not have structured into a traditional prompt but that are crucial for a realistic timeline. This approach leverages AI's actual strengths instead of forcing it into a rigid template. AI excels at understanding context and nuance, asking clarifying questions, suggesting approaches you might not have considered, and adapting its response style to match your needs. When you collaborate instead of command, you tap into these capabilities naturally.

Perhaps most importantly, this approach builds confidence. You're not worried about whether you've structured your request correctly—you're focused on solving your actual problem. The conversation feels natural because it is natural. People who adopt this mindset quickly move from "I hope I'm using AI right" to "AI and I figured out a great solution." That shift in perspective is what transforms occasional AI users into daily AI collaborators.

How to Start the Conversation

Instead of struggling to craft the "perfect" prompt, try this approach: Open your AI tool and simply say: "I need help with [your specific task]. Can you help me figure out the best way to ask you for what I need?" Then let AI guide the conversation. The AI will typically respond by asking clarifying questions about your specific situation, suggesting the type of information it needs, and offering different approaches you might not have considered. From there, you collaborate to refine by answering its questions naturally, like you're talking to a knowledgeable colleague. Don't worry about "prompt syntax"—just have a conversation.

Let me show you how this works with a concrete example:


Sales Follow-up Email

Instead of: "Write a follow-up email using this format: [complex template with 15 specific instructions]"

Try: "I need to follow up with a potential client after our demo meeting. Can you help me figure out the best way to ask you for what I need?"

AI's Response: "I'd be happy to help! To create an effective follow-up email, I'll need to know: What type of demo was it? What were the key points of interest they expressed? What's your relationship like with this client? What's your main goal with this follow-up? What's your usual communication style? Once I understand these details, I can craft something that sounds authentically like you and addresses their specific interests."


Notice how the AI didn't just ask for basic info—it helped you think through aspects you might not have considered, like communication style, relationship context, and specific interests. This is partnership in action, and it leads to much more targeted and effective results than any generic template could provide.


Real Examples Across Different Roles

This partnership approach transforms how people across different roles engage with AI:

Online Teaching

Instead of: "Create 5 discussion questions about photosynthesis for 8th grade students using Bloom's taxonomy levels"

Try: "I'm teaching photosynthesis to 8th graders online and want to create discussion prompts that will get them really engaged. Can you help me think through the best way to approach this?"

AI asks about: Current understanding level, what engages this group, session length, question structure, and common misconceptions


Marketing

Instead of: "Write marketing copy for our new feature using this template: Problem + Solution + Benefits + CTA"

Try: "I need to develop messaging for our new student analytics feature. Can you help me figure out the best way to approach this?"

AI asks about: Primary audience, problem being solved, competitive differentiation, desired outcomes, brand tone, and usage context


Finance

Instead of: "Analyze this budget data and identify variances over 10% with explanations"

Try: "I need to analyze our monthly budget variances and I want to make sure I'm approaching this in the most useful way. Can you help me think through this?"

AI asks about: Action thresholds, seasonal patterns, audience, analysis scope, relevant context, and presentation format


The pattern across all these examples is clear: the AI becomes a thinking partner who helps you consider aspects of the problem you might not have structured upfront. Instead of just executing a task, you're collaborating on solving a challenge.


What Actually Changes When You Make This Shift

When you move from tool to teammate, the entire dynamic transforms. Your relationship with uncertainty changes—instead of feeling stuck when you don't know exactly what to ask for, you feel curious. "I'm not sure what I need here" becomes the start of a productive conversation, not a roadblock. You become more willing to explore, bringing AI new types of challenges instead of limiting yourself to tasks you were "taught" to use AI for.

Your confidence grows because the fear of "doing it wrong" disappears. You're having a conversation, not operating a machine. You can course-correct, ask follow-up questions, and iterate naturally. This confidence leads to innovation—you start discovering AI applications that no training session could have taught you.

Paradoxically, spending time on the "meta-conversation" about how to approach a problem often leads to faster, better results. Instead of multiple rounds of trying different prompts, you get to a useful solution more directly. Perhaps most importantly, AI stops being something you "use" and starts being something you "work with." It becomes a natural part of how you approach complex problems, think through decisions, and explore new ideas.

The shift is subtle but profound: from "I need to figure out how to get AI to do this task" to "AI and I need to figure out how to solve this challenge together."


Getting Started Today

Ready to try the partnership approach? Pick one task you'd normally struggle to prompt AI for. Instead of crafting a detailed request, simply say: "I need help with [your task]. Can you help me figure out the best way to ask you for what I need?" Then have the conversation and see what happens.

Keep a simple note of what works. Which types of questions does AI ask that help you think differently? What solutions emerge that you wouldn't have thought of on your own? You're building your own understanding of how AI can be your thinking partner. When you have a breakthrough moment—when AI helps you solve something in a way that feels genuinely collaborative—share it with a colleague. These real stories are what help others make the mindset shift too.

The partnership approach is just the beginning. Once you're comfortable with collaborative AI interaction, you'll start discovering new ways to solve problems you never would have thought to bring to AI. That's when real adoption happens. The goal isn't to become an expert prompt writer. It's to become a confident AI collaborator.