đź’ˇ Your Weekly AI Upgrades: Ask Yourself Smarter Questions

Plus getting AI to ask you for context, a list of words to ban when you write with AI, and 3 questions to spark an audio conversation with AI

This week’s ThinkWithAI upgrades include:

  • Quick Instructions: Make sure AI has all the needed context before giving you ideas, solutions, or strategies.

  • Business Growth Framework: A list of words to ban when you’re writing with AI (plus instructions to make sure AI doesn’t use those words in future conversations)

  • Strategic Prompt: Ask yourself smarter questions by using Harvard Business Review’s 5 Types of Business Questions

  • Knowledge Feed Updates: 3 Questions to Ask ChatGPT to Have an Audio Conversation that Gives ChatGPT Necessary Context

The Strategic Prompt is free this week (you can see it below).

Quick Updates:

Here’s why Ryan Cote, Managing Partner at Ballantine Digital, uses ThinkWithAI:

“I use ThinkWithAI because I want weekly help in expanding my thinking, working through challenges, brainstorming opportunities and more. It's become a key part of my week that I look forward to because I'm "sharpening the saw" in becoming a better business owner and leader.”

Let’s Be Clear

ThinkWithAI Weekly Upgrades are not for entrepreneurs that want a set it and forget it business.

It’s for the entrepreneurs that love the act of doing business.

And want to enhance their approach with this wildly powerful technology.

❌ If you want AI to:

  • Do all the work for you

  • So you can sit on the beach for 6 months of the year and not touch your business

  • And delegate out all of the other tasks of your business

ThinkWithAI is not for you.

✅ It’s for entrepreneurs that want to:

  • Play the game of business

  • But want to play it efficiently with less mistakes

  • While spending less money and getting more launched and done

Get the $249 Smart Memory System for free by grabbing a one-month subscription of Weekly Upgrades.

You’ll get 16 AI upgrades in that month and immediate access to the ThinkWithAI Library with all the previous upgrades and prompts.

Here’s the free Strategic Prompt.

đź’¬ New Prompt: Ask yourself smarter questions by using Harvard Business Review’s 5 Types of Business Questions

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

This prompt uses research from Harvard Business Review on the 5 types of questions businesses encounter. The goal of this prompt is to show you new solutions, ideas, and ways of thinking about your business by asking the right question based on the context of the situation.

I understand that the questions I ask myself determine how I approach my business. I want to make sure that I’m asking myself the right question based on this Harvard Business Review research that shows there are 5 types of questions: investigative, speculative, productive, interpretive, and subjective. Ask me context about how I’m currently viewing the state of my business and the challenges that we’re overcoming to help me figure out the type of question I should be asking myself. Make sure to get enough context before suggesting the type of question. Ask me one question at a time about the business. Ask for relevant data. Once you’ve figured out the type of question, give me specific questions I can ask myself and my team, as well as asking me if I want to work through the question right now.

You’re missing out on this week’s 3 other AI upgrades:

❌ Quick Instructions: Make sure AI has all the needed context before giving you ideas, solutions, or strategies.

❌ Business Growth Framework: A list of words to ban when you’re writing with AI (plus instructions to make sure AI doesn’t use those words in future conversations)

🟢 Strategic Prompt: Use Harvard Business Review’s 5 Types of Questions to Make Sure You’re Asking the Right Questions In Your Business

❌ Knowledge Feed Updates: 3 Questions to Ask ChatGPT to Have an Audio Conversation that Gives ChatGPT Necessary Context

Get access to these upgrades, 35+ previous upgrades and prompts, 16 new AI upgrades in the next 30 days, and free access to the $249 Smart Memory System.

For just $29/month (cancel anytime).

Outsource Turning ChatGPT Into Your Business Strategist and Thought Partner

ThinkWithAI Weekly Upgrades give you the simple instructions, expert frameworks, strategic prompts, and knowledge updates that turn ChatGPT into a sharper, more reliable business partner.

Already a paying subscriber? Sign In.

What's Included:

  • • Access to the ThinkWithAI Library (30+ prompts)
  • • Quick Instructions – Simple tips to improve how ChatGPT responds and interacts with you
  • • Business Growth Frameworks – Expert strategies to help ChatGPT deliver smarter, more strategic advice
  • • Strategic Prompts – Ready-to-use prompts that push you to think deeper and make better decisions
  • • Knowledge Feed Updates – Methods to teach ChatGPT new insights, feedback, or data so it stays aligned with your evolving goals