If you’re still using AI primarily for copy creation, you’re not doing anything wrong, but you are missing out. The most Al-savvy agents are moving past simple ChatGPT writing prompts to tap into what matters: improving conversations, creating better strategies, and sharpening your thinking.

Effectively using ChatGPT, Claude, or your favorite AI bot always starts with the right prompt. 

Here are five that flip the script to show how your AI writing machine can be more of an AI assistant if you know how to ask.

1. “Play the role of a skeptical seller. I’ll give you my listing pitch. I want you to ask tough follow-up questions and tell me what I am missing.”

This turns AI into a practice partner for a listing presentation, helps sharpen your communication skills, and preps you for handling tough client questions. It helps you rethink how to use ChatGPT: It’s not about writing copy; it’s about rehearsing reality.

2. “Act as a negotiation coach. I’ll give you the details of a current transaction and the players involved. Help me plan my approach to maximize leverage.”

When things get tense, every word counts. This prompt helps you map out your chessboard before you make your next move.

Feed ChatGPT the dynamics of the deal: nervous buyer, pushy listing agent, a seller with cold feet, or a backup offer in play. AI can help you pressure-test different angles, spot opportunities you may have overlooked, and suggest calm, persuasive language to protect your client and your deal.

It’s about using it to think through various possible outcomes before you hit send.

3. “Analyze this text (or email) message thread and tell me what the client is actually feeling and how I should respond."

Agents are emotional translators, but even the best can miss a cue when juggling a dozen tasks.

Paste in a text or email thread and ask ChatGPT for insight into your client's likely emotional state and the best ways to respond.

ChatGPT can detect emotional tone, hesitation, or urgency in ways you might overlook in the rush of a busy day – and it doesn’t get defensive. This is one way to use AI for its relationship radar powers, helping you communicate with more empathy and precision.

It can be especially helpful for emotionally charged clients who like to text you at 11:47 p.m.

4. “Here’s my seller’s persona: give me 5 creative marketing angles tailored to this seller’s motivations and fears.”

Agents can create a seller's persona in general terms by telling ChatGPT about their personality type, job, lifestyle, home value, pain points, and examples of concerns they have expressed. 

For example, “My seller is retiring, moving out of state, and wants top dollar without remodeling. They’re proud of the home’s energy efficiency but anxious about buyers nitpicking their outdated kitchen. They live in the backyard half the year as it’s like an outdoor living room.”

Then, ask ChatGPT to suggest messaging and creative marketing angles that align emotionally and logically with that persona. 

AI will give you five fresh angles highlighting what your seller values and how to minimize their fear. That means sharper copy, smarter emphasis, and a marketing strategy that feels aligned with your seller from day one.

5. “Debate me: I think open houses are a waste of time. Prove me wrong with data, counterpoints, and client psychology.”

This prompt pushes ChatGPT into its critical thinking mode. It forces it to reason, challenge, and provide insight, not just information.  

This isn’t about winning an argument; it’s about sharpening your thinking.

Use this to pressure-test different assumptions. Hate cold calling? Think Zillow leads are garbage? Ask AI to challenge you. What comes back may surprise you: data points, counter-narratives, and ways other agents have turned that exact pain point into an advantage.

Make ChatGPT your inner devil’s advocate, minus the attitude.

Challenge ChatGPT

Most agents who use AI are in the rinse-and-repeat mode, using tools like ChatGPT for the same things again and again. To take your AI skillset to the next level, you need to start challenging AI.

Modifying these five prompts for other daily challenges you face as an agent is easy. Using AI like this can help you sharpen your skills and be more strategic – and prepared. (-Kevin)