🗣️ ThinkWithAI Simple Prompts

Use these instructions when you’re building out your own prompt or starting your own conversation with ChatGPT (vs. copy-and-pasting a ThinkWithAI Strategic Prompt directly into ChatGPT).

You can copy-and-paste one set of instructions or several to build your own prompts.


📈 Productivity

Use these instructions when your calendar is full but progress feels flat

Where am I spending energy that isn’t actually moving the business forward and what should I be saying no to?


Use these instructions when something’s taking too long and you’re getting stuck in the weeds

How can I get this done faster without sacrificing what actually matters?


🌱 Business Development

Use these instructions when you’re tired of feast-or-famine cycles

What’s missing from my current setup that would make growth more stable and forecastable month to month?


Use these instructions when you’re about to launch something and want a second opinion:

Does this make sense strategically or am I missing something obvious?


Use these instructions when you want to make one move that makes everything else easier

Based on what you know about my business, where is the single point of leverage I’m not fully using yet?


Use these instructions when you feel like you're solving the wrong problem

Don’t answer this directly — ask me questions to get to the root problem I should actually be solving.


⚖️ Decision-Making

Use these instructions when you’re stuck in the weeds and making too many low-leverage decisions:

What am I doing that someone else should own and what decisions should I be focused on instead?


Use these instructions when you’re making a decision that you want to see from all angles

Lay out the best-case scenario, worst-case scenario, and most likely scenario for this decision. What would someone with 10x more experience than me do in this situation?


Use these instructions when you want ChatGPT to simplify a complex decision

What’s the one question I should ask myself to make this decision easier? Break it down to the core.


Use these instructions when you’re stuck in analysis paralysis

What’s the simplest way to move forward with this even if it’s not perfect?


Use these instructions when you're tempted by a new idea or project

Ask me questions to figure out if this is aligned with my goals or just shiny object syndrome.


Use these instructions when you're weighing multiple options and feel stuck

Walk me through the trade-offs of each option and help me see which aligns best with my long-term goals.


💡 Ideation

Use these instructions when you’re excited about a new idea but want to make it stronger without over-editing

Help me improve this idea without watering it down. What would make it stronger and more valuable?


Use these instructions when you don’t want ChatGPT to go into the full details of a deliverable yet:

Just give me the start for now. Don’t elaborate on anything yet.


Use these instructions when you want ChatGPT to help you refine a messy idea into something clear and actionable:

Help me turn this rough idea into a clear, structured plan. Ask me the key questions needed to shape it into something practical and executable.


Use these instructions when you’re brainstorming and want better ideas, not just more of them

Don’t give me 10 average ideas. Give me 3 bold, original ones that would stand out in my space.


Use these instructions when you want to turn ChatGPT into a reflective thought partner

Based on our previous interactions, show me how you think this plan will fail based on where I have dropped the ball/my focus in the past on ideas and strategies we’ve talked about.


Use these instructions when you want to brain dump into ChatGPT and have it help you work through it.

Brain dump and then copy-and-paste these instructions at the end of your initial message:

[Your Brain Dump]

Be concise and specific with how I can move forward by asking me questions to help me clarify my thinking. Use what you know about my business and the opportunities and ideas I have around it to figure this out.

🛠️ Upgrade Your Workflows

Use these instructions when you’re doing something that’s working but feels unstructured

Help me turn this into a repeatable system or workflow I can use every week (or delegate).


🗺️ Goal Setting

Use these instructions when you want to turn vague goals into clear action steps

Translate this into a specific, time-bound plan with clear milestones and decision points. Keep it simple.


🎯 Think Clearly

Use these instructions when you want to use a specific mental model to think through a topic

Use [mental model of your choice] to think through this.


Use these instructions when you want to have a back-and-forth conversation with ChatGPT and you don’t want it to ask you 10+ questions at a time because

Throughout the conversation, only ask me one question at a time


Use these instructions when you want to think through a topic using a specific person’s outlook

Give me advice on this as if you were [person].


Use these instructions when you feel overwhelmed and don’t know where to focus

Help me narrow this down. What’s the highest-leverage move I can make based on everything I’ve shared?

Use these instructions to turn ChatGPT into a strategic thought partner that pushes back on your assumptions

Push back on what I’m saying and poke holes in my ideas and strategies.


Use these instructions when you want help zooming out and seeing the big picture

Help me step back from the details and look at the bigger strategy. Am I solving the right problem here, or just treating symptoms?


Use these instructions when you want help zooming out and seeing the big picture

Help me step back from the details and look at the bigger strategy. Am I solving the right problem here, or just treating symptoms?


Use these instructions when you want ChatGPT to challenge conventional wisdom

Push back on common assumptions about this topic and explore alternative viewpoints. What are some unconventional but effective ways to approach this?


Use these instructions when you want to check your biases and make sure the correlating data proves that you’re thinking about your business the right way.

(For example: Making sure that you’re not looking at a marketing campaign’s success or failure from a bias.)

[Your Context]

Ask for data, context, and any type of information that either proves or disproves how I’m thinking about this.


Use these instructions when you want ChatGPT to ask you these specific questions to push your thinking

Here’s an idea that I have [context].

Challenge me to refine it by ideating with me to answer questions like:

What assumptions are driving this?

What evidence supports it?

What risks or blind spots might I be overlooking?

How could this idea be 10x bigger or more impactful?


🛡️ Risk Management

Use these instructions when you want ChatGPT to find the hidden risks in your plan

Point out the biggest risks or blind spots in my approach. What could go wrong that I’m not seeing? How would you adjust the plan to minimize those risks?


💬 Improve ChatGPT's Communication

Use these instructions to simplify the way ChatGPT talks to you to avoid the jargon and get straight to the point. 

(You can also use these instructions when you’re writing marketing content)

Write your response at a third grade reading level or below.


Use these instructions when you want to have a curated conversation broken down into specific steps that need to get completed before moving forward

In the first part of the conversation, I want you to… In the second part of the conversation, I want you to… In the third part of the conversation, I want you to… In the fourth part of the conversation, I want you to…


Use these instructions when you want to work through a specific framework

Based on what you know about my business, help me work through [your context] based on [your chosen framework].


Use these instructions when you want to make sure ChatGPT has the needed data to help you make an informed decision

Ask me for all of the relevant data you need before we move to the solution part of this conversation.


Use these instructions when ChatGPT gives you a generic, surface level response

Go 5 levels deep on this.


🔭 Save Context to ChatGPT

Use these instructions after you’ve just strategized something with AI. Give the new strategy/information a name so AI can easily refer to it in the future.

Let’s call this the [strategy name/information].

In the future, when you want to use this context, use these instructions:

Use the context of the [strategy name/information] for this.


Tell AI to Hold on To An Idea for the Future

Add this to the end of your conversation to avoid going through the topic/conversation right now, and instead have ChatGPT hold on to it for the future.

[Your Idea]

Don’t work through this with me yet. Just hold on to this for me. In the future, I’ll ask you to bring this up by asking you to give me a list of the ideas we’ve previously talked about.


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