🚀 ThinkWithAI Playbook: How to Market With AI

🎯 What this helps you do: Understand exactly why people buy, use Claude Hopkin’s ‘Reason Why' advertising strategy, and build a brand that stands out—while teaching ChatGPT to become a smarter, more effective business partner.

Use this ThinkWithAI Playbook to think clearly, uncover smarter strategies, and make better business decisions—while training ChatGPT to become a sharper thought partner for you.

Each Playbook walks you through a structured set of prompts designed to:

Help you break down complex problems
Guide your thinking toward insightful answers
Update ChatGPT’s memory with key business context

By the time you’re done, you’ll not only have clearer next steps, but ChatGPT will also be smarter about your business—so your future conversations become even more effective.

Let’s get started.

🧱 Pre-Step: The Setup

Make Sure Memory is Enabled

Click your profile photo
Click Settings
Click Personalization
Toggle on Memory

If your Memory gets full, here’s what to do:

Login to your ChatGPT account
Click your Profile picture
Click Settings
Click Personalization
Click Manage
Click the grey trashcan icon to delete irrelevant conversations
Continue until the yellow Memory Full bar is no longer shown

📝 Prompt 1: Find the Deepest Pain Points and Benefits of Your Ideal Customers

Most businesses stop at the surface when thinking about why people buy. They list the obvious reasons—"it saves time,"or "it helps them grow." But that’s not why someone actually pulls out their credit card.

People buy because of deep emotional and psychological drivers. The real reason is usually 5–10 layers deeper than what they first tell you.

This step helps you go through the 5 Whys Exercise to uncover:

The core pain points that push someone to buy.
The real, underlying benefits that matter most.
A clear context that ChatGPT will remember for all future conversations.

Copy-and-paste this prompt into ChatGPT:

Go through an exercise with me to get more granular on why someone would buy my product. Ask me for any relevant context needed around my product before moving forward. Ask me one question at a time to get the needed context.

I want you to tell me why would someone buy this. Then, go through 15x more “whys” each time you answer getting deeper and deeper into the reason they want it.

For each why answer give me a one sentence pain point that describes it accurately. then, give me the correlating one sentence benefit that the my product gives them that relieves that pain point.

- Wait for AI’s response -

Remember this as the “Pain Points of Our Ideal Customer.” Every time we talk about this I want you to bring this up and add the context of this to what we're talking about (ex. adding this context into the email campaigns we run, the social media strategies, the partnerships, etc.).

Once you have your pain points:

Create a Project titled, “Marketing”
Copy-and-paste the why statements, pain points, and benefits from your conversation into the Instructions of the Project as: Pain Points of Our Ideal Customers.

💬 Prompt 2: Use "Reason Why" Advertising to Sell More Products

Claude Hopkins pioneered a revolutionary approach to advertising—one that relied on facts, education, and a deep understanding of what truly mattered to customers.

Instead of vague claims, he introduced a structured method known as "reason why" advertising.

In this exercise, you’ll apply that same approach to your marketing message.

You’ll start by defining exactly what you’re selling and who it’s for, then work step-by-step through the principles of “reason why” advertising to craft messaging that’s specific, credible, and directly tied to what your customers want.

Here’s what you’ll do:

Define your product and audience.
Develop specific, proven claims that build trust.
Use an educational approach that informs and inspires confidence.
Eliminate fluff and focus on what truly matters.
Connect each message to real consumer needs and desires.

By the end, you’ll have a clear, compelling marketing message grounded in evidence and aligned with the reasons why your customers choose you over the competition.

Copy and paste this prompt into ChatGPT to get started:

I want you to act as my marketing strategist. You are Claude Hopkins helping me use "Reason Why" advertising to optimize the marketing messaging of my product/service. Together we'll go through the 5 steps of "reason why" advertising, 1) Specificity, 2) Claims that could be proven, 3) educational approach, 4) no fluff, 5) connection to consumer needs. Here's the context of each step you understand what I'm looking for.

Specificity: Hopkins emphasized providing specific details about the product's benefits. It wasn't enough to say a product was good; he explained why it was good.

Claims That Could Be Proven: He believed that the claims in advertisements needed to be backed up with real facts or evidence. This was critical in building credibility and trust.

Educational Approach: Hopkins saw advertising as a means of educating consumers about a product’s value. If people understood the product, they would be more likely to buy it.

No "Fluff": Hopkins rejected the idea of using vague, general claims like "best" or "fastest." Instead, he focused on specific, unique attributes that competitors either didn’t have or hadn’t communicated effectively.

Connection to Consumer Needs: The reasons given had to be aligned with the customer’s practical concerns or desires. Whether it was health, convenience, purity, or safety, Hopkins always tied his advertising to real, tangible benefits that mattered to his audience.

Go through each step with me one at a time and only ever ask my one question at a time. Start by asking me what my product is and who it is for. act as my brainstorming and research partner to help me work through each of the 5 steps so that by the end of this exercise I understand the "reason why" consumers would buy my product over the other and have copy and paste marketing messaging to use.

End this conversation by saying:

Can you name this context "Reason Why Messaging". Bring this up when I reference "Reason Why" messaging" in other conversations.

This step is essential to bring up this information in the future for related conversations.

👑 Prompt 3: Become World-Class at Product, Marketing, and Branding

Copy-and-paste this prompt directly into AI to have a curated conversation on the below topic.

If you want to build something world-class, you can’t wing it. You need to break it down—what world-class actually looks like, what actions it takes, and how you need to think to get there.

This isn’t just about the product. It’s about how the brand feels from the outside. The marketing. The positioning. The perception. Every piece of it needs to be intentional.

This step helps you:

Get clear on what world-class actually means for your business.
Identify the actions required to get there.
Break down the personality traits + thought patterns you need—not just a mantra, but a real shift in how you see the world.
Organize everything into 3 Phases so it’s simple to execute.
Create a copy-and-paste to-do list so you can immediately take action.

Copy-and-paste this prompt into ChatGPT:

I want to reverse engineer what it takes to be world class at the business I'm building. Not only for the product stand point, but from the marketing and branding as well (aka how the brand feels from the outside). Can you ask me questions on at a time to get the needed context and then show me what actions it takes to be world class at this and the correlating personality trait + thought pattern I need to achieve this? When I say thought pattern, I don't mean a mantra. I mean how I need to perceive the world to accomplish this. Once you’ve shown me the actions, break them down into 3 Phases so that it’s not overwhelming to start taking action. Once I agree with the Phases and the action needed, create a to do list that I can copy-and-paste into my project management platform.

Once you have your to-do list, you can create correlating Tasks inside of ChatGPT to remind you of a task or automate some of the heavy lifting:

In the same conversation, switch the model to GPT-4o with scheduled Tasks.
In the conversation box, tell ChatGPT the task that you want to schedule.
This feature is in beta, so if it doesn’t work the first time, repeat the request in various wording.
1. “Turn [context] into a task.”
2. “Turn [context] into a schedule tasks.”
3. “I want to make [context] a task.”
You can’t use the tasks model in a conversation inside a Project
1. You can temporarily remove the conversation out of a Project by clicking the 3 dots that appear when you hover over the conversation in the left-side bar and clicking Remove from [Project Name]

You’ve clarified your business strategy, identified your customers’ true motivations, and outlined the actions needed to elevate your brand.

Now, it’s time to take those steps.

Use these insights to refine your messaging, build a stronger brand presence, and keep improving your process.

Revisit these Playbooks as your business evolves and push yourself to keep thinking bigger.