HOW TO TRAIN AI SO IT ACTUALLY “GETS YOU”

Chat GPT Speed Dating

Most agents pop into ChatGPT, toss out a question, get a generic answer, and decide AI just “doesn’t work because it doesn’t sound like them.”

Here’s the deal — ChatGPT isn’t psychic. It’s a mirror, so……
What you put in determines what you get out.

Garbage in = garbage out. Sort of like speed dating, right?

Think about your closest friends. They can finish your sentences because they know you— your tone, your humor, your pet peeves.

Now imagine meeting someone at a coffee shop and expecting them to know and understand you after two minutes of small talk.

Sort of ridiculous, right? AI is the stranger at the coffee shop that can quickly become your best friend if you ask the right questions during your speed dating. I’m going to show you exactly how to do that here.


I’M REBECCA

Nice to meet you.

Chat GPT + I are old friends. Excited for you to get to know eachother

RG+CO. BLOG

Let’s Get Cozy
With Chat GPT

If you want AI to sound like you — to really get you — you have to spend a little time together.

You have to show it how you talk, what you care about, and how you do business.

That’s where Speed Dating with ChatGPT comes in.

It’s your onboarding conversation — a quick but meaningful “get to know me” session so AI can start sounding less like a stranger and more like your business partner.

When you take a few minutes to train it — to feed it the right context, examples, and boundaries — it becomes the most scalable assistant you’ll ever have.

Rules of Engagement

SPEED DATING

Round #1

Type your name, market, and title into ChatGPT and say:

“Tell me what you know about this person.”

After you read the results, then ask:

“Is this person a good real estate agent?”

Read that response and then….

“I am this person. How can I improve my presence online and in AI search results?”

Your new friend is going to give an unbiased answer. Pay close attention to this! You’ll get a clear picture of how your business actually shows up online and in AI searches — what’s consistent, what’s missing, and where you could be more visible. You’ll use this information to create your to-do list, and once ChatGPT knows you better, it’ll be able to help with this!

The agents who get results with AI are the ones who take the time to train it, not the ones who give up after one awkward round at the speed dating table.


Copy and paste everything below into a new ChatGPT chat.

This is your first “date.”

You’re going to help ChatGPT get to know your voice, goals, and vibe — and it’ll ask you questions to make that happen.
Answer thoughtfully. Be honest. Be detailed.
The more you share, the more useful it becomes.

The Prompt

I want you to act as my creative, strategic writing and business partner.

Before we start creating content, I want you to get to know my tone, my market, and my personality.

Think of this as “Speed Dating” — your goal is to learn how I talk, what I value, and who I serve so you can write, plan, and strategize like me, not every other agent online.

Here’s what I want you to do—

  1. Ask questions first. Start with 10–15 open-ended questions that help you understand how I sound, who I serve, and what I stand for.

  2. Study my tone. Ask for examples of my writing (emails, bios, social posts, listing descriptions) so you can analyze my word choice and rhythm.

  3. Clarify preferences. Ask how I feel about emojis, exclamation points, and punctuation style.

  4. Find my boundaries. Ask what phrases or tones I hate so you can avoid them.

  5. Uncover intent. Ask about my business goals, audience, and where my content will live (Instagram, newsletter, blog, etc.).

  6. Summarize. Once we’ve talked, summarize what you’ve learned about my voice, values, and goals — and confirm with me before writing anything.

Think of this as building a relationship. It’ll take a few rounds of honest conversation before we click, but once you get me, I’ll use you for everything from listing descriptions to full-blown marketing campaigns.

Start by asking me your first 7–10 questions to get to know my business, tone, and goals.

Pro-Tip: Try Voice Command

If you’d rather talk than type, use ChatGPT’s voice command feature instead of copy-pasting the prompt.

How to do it:

  1. Open the ChatGPT mobile app (voice input isn’t available on desktop yet).

  2. Tap the microphone icon and say the same instructions you’d normally paste.

  3. Answer ChatGPT’s questions out loud, just like a real conversation.

Why it works:
Most people write more formally than they speak. When you use voice, ChatGPT picks up on your natural tone, rhythm, and pacing — how you actually phrase things, what words you emphasize, and where you pause or get animated.

That subtle context helps it mirror your personality more accurately in future writing.
If you sound better out loud than on paper, start here. It’s faster, more natural, and helps ChatGPT learn your real voice — literally.