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Do This, NOT That: Marketing Tips with Jay Schwedelson

Ask Us ANYTHING: Secret AI Trick! 200% Increased Engagement! | Ep. 454

Do This, NOT That: Marketing Tips with Jay Schwedelson

GURU Media Hub

Growth, Education, Email, Business, Revenue, How To, Entrepreneurship, Marketing, Profit, B2b, B2c

5715 Ratings

🗓️ 28 November 2025

⏱️ 8 minutes

🧾️ Download transcript

Summary

AI sounds like a shortcut until your “great” ideas flop in the wild, and that is exactly what Jay Schwedelson digs into here. He breaks down a simple 100,000 person prompt that quietly flips AI out of generic creative mode and into deeper statistical thinking, then shares what happened when he A/B tested it on subject lines and CTAs. Plus, a surprisingly relatable question about hating phone calls turns into a legit strategy for staying connected without awkward calls or endless text threads.

Best Moments:

(01:00) Alyssa from Denver asks why AI generated ideas keep underperforming, and Jay flags the hidden problem with how most of us prompt these tools.

(01:47) Jay introduces the 100,000 person prompt and shows how to ask AI to simulate huge audiences reacting to subject lines, landing pages, and offers.

(03:05) Jay explains how framing prompts around 100,000 real people forces AI out of pure creativity and into deeper statistical mode for sharper recommendations.

(03:45) Jay shares A/B test results where 100,000 person prompts beat generic AI suggestions over 70 percent of the time and even double click throughs on CTA buttons.

(05:15) Jared from Dallas admits he hates phone calls and finds texting shallow, and Jay gets real about how easy it is to drift into isolation.

(06:00) Jay reveals his go to solution of voice memos as a low pressure, high connection way to maintain relationships without live calls or walls of text.

Prompts mentioned:

  • Predict how 100,000 real subscribers would respond to each of these subject lines, rank them by expected open rate, and explain the psychology.
  • Evaluate this hero section as if 100,000 new visitors landed on this landing page. Identify confusion points and drop-off risks.
  • How would 100,000 consumer buyers or 100,000 B2B buyers interpret this offer? What is confusing, what is strong, and what is missing?
  • We want you to simulate 100,000 people interacting with this call-to-action button. What should the language be?

Check out Jay’s YOUTUBE Channel: https://www.youtube.com/@schwedelson

Check out Jay’s TIKTOK: https://www.tiktok.com/@schwedelson

Check Out Jay's INSTAGRAM: https://www.instagram.com/jayschwedelson/

Transcript

Click on a timestamp to play from that location

0:00.0

Welcome to Do This, Not That, the podcast from marketers.

0:05.4

We share quick tips, things you can do right now, and then we add a little bit of chaos at the end of every episode.

0:11.5

We also keep it short, like this intro. Let's check it out.

0:16.1

We are back for Ask Us Anything from the Do This, Not That Podcast. This is our short episode.

0:21.2

We're all week long.

0:21.7

We're getting questions. We're getting work questions. We get in ridiculous questions. We try to tackle one of each. If you want to submit a question, well, that would be cool. All you got to do is go to jswettleson.com. There's a button that says podcast. Another one that says, ask us anything. and that's where we get our questions and awesomeness and all the things.

0:38.9

Let's do the work question. Another one that says, Ask Us Anything, and that's where we get our questions and awesomeness and all the things.

0:38.9

Let's do the work question first.

0:42.2

Okay, we got a question from Alyssa from Denver.

0:46.8

I'm such a bad skier.

0:48.8

You have no idea.

0:50.1

I am like Green Hill, but scared on a Green Hill.

0:54.5

That's not the point of your question.

0:56.2

What's the question, Alyssa?

0:57.6

Jay, I keep getting ideas back from AI tools that I use.

1:03.3

And then I run the test of what they give me back and the results are not great.

1:09.0

What am I doing wrong?

1:10.7

Well, that's an interesting one. And we've

1:13.0

uncovered something that I don't think enough people know about to do, which is kind of a game

1:18.1

changer and can radically increase the performance on all of your marketing by doing one simple

1:25.4

thing. It doesn't matter if using Claude or Gemini or Chachapit

1:28.0

or perplexity or whatever. So what happens is when you go to any of these AI tools, you might

...

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