How One AI Prompt Changed My Business Direction

This one AI prompt changed everything.

I was scrolling on Reddit the other day when I found a prompt that shifted how I’m going to market myself and my newsletter business.

The prompt leverages ChatGPT’s new memory feature—basically it now can reference all of your past chats which it couldn’t do before.

It looked over everything I’ve been doing for the past couple years and spotted patterns and blind spots that were slowing me down.

Not only was it eerily accurate... it felt like a glimpse into the future.

At some point, we’re all going to have our own AI that knows everything about us and helps us grow faster and avoid mistakes.

This is especially true if you’re building a business after 50, trying to stay relevant, and looking for smarter ways to earn.

So today I want to share how the prompt helped me to give you an idea of how it can help you.

I’ve been putting out a lot of content lately:

The results? Solid subscriber growth (almost to 500). Some income from sponsored emails. A few recurring affiliate commissions. And some great conversations.

I am making progress but...

I’m still not making the kind of sales I want.

And honestly, with the amount of effort I’m putting in, I feel like I should be growing faster.

When I ran this prompt, I got back some brutally honest insights. Stuff that I know to look for when I’m helping clients... but somehow I have been blind to in my own business.

Here are the big ones:

What Happens: You build full offers, frameworks, and funnels before testing demand.
Why: You believe “if it’s great, people will come.”
Problem: No revenue or feedback = slow growth.

What Happens: You soften your tone to be more relatable.
Why: You don’t want to sound like a “bro marketer.”
Problem: You attract skeptics, not buyers.

What Happens: You default to low-risk experiments.
Why: You fear getting boxed in.
Problem: You stay small... on purpose.

What Happens: You keep tweaking your offer, your content angle, your funnel.
Why: You want it to be “perfect.”
Problem: No clear signal = no traction.

What Happens: You deliver great content—but no clear next step.
Why: You want to help, not be salesy.
Problem: You don’t convert fans into clients.

Freaky.

And at first, WTF!

But once I got over it, I realized I was staring at an opportunity.

Fix these five things—and (fingers crossed) not only will my business run smoother—I’ll have better content to share with you.

Next thing I did was asked it to outline a plan to help me address each of these.

Here’s a video showing you my ChatGPT set up and how I turned the insights into an action plan.

Now, your turn…

I didn’t create it. Credit goes to someone going by the name Shezboy on Reddit, who I see has turned it into a full lead magnet over at PromptSurgeon.com.

Here’s the prompt:

If you’ve been using ChatGPT consistently, I think you’ll be surprised and what you get.

If you’ve barely used ChatGPT, this might not work quite as well. But here’s the opportunity:

Start now.

Use it daily. Ask it questions. Document your process.

The more it knows about you, the more helpful it becomes.

This is one of the best AI prompts for business growth—especially if you’re a Gen Xer trying to stay competitive in the digital world.

I heard someone say once that in the future, we’ll all have a personal AI that helps us grow.

This prompt?

It’s the first real taste of that future.

Music

Give it a shot—and let me know what blind spots it uncovers. You might not love the answers... but at least you won’t be flying blind anymore.

And hey, maybe you’ll find out you’re actually doing more right than you think.

For those of us with a few decades under our belt, a prompt like this is gold. The more context we give it, the better it gets at helping us cut through the clutter, figure out what really matters, and turn our experience into momentum.

So there ya go—fire it up and see what your AI coach has to say.

👉 Oh and want more prompts like this? They’re all over inside of Redefining Retirement Pro—my growing vault of tools, guides, and AI-powered shortcuts for Gen X creators and entrepreneurs.

Alanis Morissette – “You Oughta Know”

Back in the '90s, I used to DJ at a local college bar. Every time I played this song, I’d watch the entire vibe shift in the women.

One minute: carefree party girls. The next: full-on don’t-F**K-with-us energy.

Funny thing is, the older I get, the more I appreciate the song—not just for the edge, but the honesty. Raw emotion never goes out of style.

Give it a listen. See if you can find some of that don’t-F**K-with-us energy to apply to your current situation...

Aaaaand, that’s a wrap.

Go try that prompt and see what you get.

Have a good one,

Corey

P.S. Got something you’re stuck on? Or curious about a specific tool, tactic, or AI shortcut? Hit reply and let me know what you'd like to learn more about—I might turn it into the next issue.