The Art of Reading Personalities: Using AI to Craft Tailored Offers That Hit the Mark

By Mitch Jackson ⚖️ (@mitch.social)
Published:

Creating a winning offer boils down to two things:

(1) Understand who you’re dealing with and

(2) tailor your offer to match their personality style.

First Steps

In any business exchange, people bring a mix of motives to the table—some are about dollars and cents, others are more personal. To get it right, you need to understand their playbook.

What drives them? What makes them say “yes”? The secret is taking a beat to figure out their personality, then crafting your offer in a way that speaks directly to it. Do that, and you’re already halfway to a handshake.

When it comes to personalities, most people have a combination of the following:

Let’s be real—people are complex. Most don’t fit neatly into a single box; they’re a mix of personality traits, shifting depending on the situation and their past experiences.

Here’s what matters: every personality type reacts differently to an offer.

If you can pinpoint what makes the other person tick, you’re already ahead of the game. You’ll build a connection, make your offer hit home, and increase the odds that they’ll say “yes.” Nail that, and you’re not just closing a deal—you’re sealing a relationship.

Step #1

So how can you figure out the personality of the other person you’re dealing with? Well, I have a prompt for you. Give it a try in your favorite AI bot like ChatGPT, Gemini, MetaAI, Claude or Copilot.

AI Prompt to Determine Personality for Business Rapport Building

Copy, paste and modify/complete the brackets in the following prompt:

************

I am preparing for a business transaction with an individual, and I want to understand their personality, preferences, values, and potential interests to help me craft an effective initial offer. Below is some context about them. Please analyze the provided information to identify their likely personality traits, communication style, and potential motivations. Use established frameworks like the Big Five Personality Traits or DISC assessment to offer a well-rounded analysis. Provide specific recommendations on how to best connect with them, what approach to take, and how to tailor my offer to align with their personality.

Here are the details about the individual:

  • Background Information:

Name: [Name of the individual]

Role/Position: [Their professional role or position]

Industry: [Industry they work in]

Relevant Achievements or Projects: [Any notable achievements or projects they’ve been involved in]

Known Connections: [Mutual contacts or industry associations]

Experience Level: [Their experience level - e.g., junior, mid-career, senior, executive]

  • Communication & Behavior:

How do they typically communicate (e.g., direct, detailed, concise, informal, formal)?

How quickly do they respond to messages?

Have they shown any particular communication preferences (e.g., email, phone, in-person)?

  • Social Media & Online Presence:

How do they present themselves online (e.g., professional, personal, laid-back, formal)?

What topics or themes do they often post about or share?

What types of content do they seem to engage with (e.g., articles, videos, case studies)?

  • Personal Interests & Hobbies:

Do they have any known hobbies or interests outside of work?

Are there any causes or organizations they support?

Do they participate in community events or social clubs?

  • Professional Behavior & Negotiation Style:

How do they usually approach negotiations (e.g., collaborative, competitive, willing to compromise, firm)?

Have they expressed any strong preferences or values in past transactions?

What are their known business goals (e.g., growth, innovation, stability, influence)?

  • Values & Preferences:

Are there any statements or behavior that reflect their values or principles?

What do they seem to prioritize in their professional life (e.g., teamwork, efficiency, creativity, data-driven decisions)?

Do they have any preferred brands, tools, or ways of working that indicate their preferences?

Analyze this information to identify key personality traits, likely motivators, communication style, and potential triggers that I should avoid. Provide a summary of the person’s likely personality, along with strategies for how I can best approach the business transaction to establish rapport, communicate effectively, and create an offer that aligns with their interests and values. Please also recommend any specific language or phrases that might resonate based on their personality type.

*********

Guidelines for Filling in the Details:

• Get specific. The more you know about the person, the better—so fill in each section with as much detail as you can. Add more info and details if you have time.

• Use what you’ve picked up from past conversations or meetings. Those little observations? They’re gold.

• If you don’t have solid info on something, no sweat. Leave it blank or jot down any gut instincts or notes from what you’ve seen so far. Trust your read on the situation—it’s more valuable than you might think.

Step #2

Next, to craft your offer, first use the link below to craft an offer. Then copy and paste the finished response into your Google doc.

https://www.linkedin.com/pulse/how-use-ai-create-perfect-offer-sell-your-product-mitch-jackson-esq--vubmc/?trackingId=3O%2B1V3kPSfOQ89s5IZeOgQ%3D%3D

Next, at the end of your pasted offer that you've copied into your Google document, I want you to add the following new instruction:

Here’s the next step: Fill in the personality details of the person you’re targeting. Your goal? Shape your offer so it clicks with this person's specific personality.

PASTE YOUR PERSONALITY ASSESSMENT RESULTS HERE

Now that you’ve got your offer and personality details in one place in your Google doc, copy and paste it into your favorite AI, hit the “go” button and let the AI do the heavy lifting.

Look at what you just did. Pretty darn amazing isn’t it?

Take the AI’s suggested offer (the response), tweak it to make it your own, and then take action on your offer- send it, mail it, or discuss it.

Conclusion

When you combine a well-crafted offer premised and delivered around a clear understanding of the other person’s personality, you’re stacking the odds in your favor and setting the stage for success.

Did you find this tip helpful? Will you be using it to help craft and make your next offer?

Mitch Jackson, Esq. https://bsky.app/profile/mitch.social

More posts here https://whtwnd.com/mitch.social

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Updated 10-29-24*

We're using the paid version of PerplexityAI to run the following prompt using just social media and website links. It's fast and seems to be doing a pretty good job of taking public information and sharing a full and complete personality summary.

Personality Profile Prompt

I am preparing for a business transaction with an individual, and I want to understand their personality, preferences, values, and potential interests to help me craft an effective initial offer. Below is some context about them. Please analyze the provided information to identify their likely personality traits, communication style, and potential motivations. Use established frameworks like the Big Five Personality Traits or DISC assessment to offer a well-rounded analysis. Provide specific recommendations on how to best connect with them, what approach to take, and how to tailor my offer to align with their personality.

Analyze this information to identify key personality traits, likely motivators, communication style, and potential triggers that I should avoid. Provide a summary of the person’s likely personality, along with strategies for how I can best approach the business transaction to establish rapport, communicate effectively, and create an offer that aligns with their interests and values. Please also recommend any specific language or phrases that might resonate based on their personality type.

Here are the details about the individual (use one or more public social media and website links that work for you. Obviously change "XYZ" for the other person's username):

https://linkedin.com/in/XYZ

https://x.com/XYZ

https://facebook.com/XYZ

https://XYZ.com