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

Summary

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Do This, NOT That: Marketing Tips with Jay Schwedelson

Episode 454: Ask Us ANYTHING: Secret AI Trick! 200% Increased Engagement!

Date: November 28, 2025
Host: Jay Schwedelson (GURU Media Hub)

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Episode Overview

This short, action-oriented episode dives into actionable marketing tactics, centered around optimizing AI tool usage and personal communication strategies. Jay answers listener-submitted questions—including a game-changing prompt for AI marketing tools that reportedly boosts engagement rates significantly, as well as a tip for better digital relationships without relying on phone calls or tedious texting. Expect Jay’s trademark conversational, playful style throughout.

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Key Discussion Points & Insights

1. The "100,000 Person Prompt" AI Trick ([00:16]–[04:40])

• Listener Question: Alyssa from Denver struggles with AI-generated marketing content underperforming in real testing.
• Jay's Insight: Most people prompt AI tools generically (“Help me write an email/blog/subject line”), but Jay recommends a simple modification: ask the AI to simulate the response of 100,000 real users.
• Example Prompts:
  • “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 the landing page. Identify confusion points, drop-off risks, etc.”
  • “How would 100,000 buyers interpret this offer? What’s confusing, strong, or missing?”
• Impact of the Prompt:
  • AI tools switch from "creative" to "statistical" mode, producing deeper research and more data-driven recommendations.
  • In Jay’s A/B tests, subject lines generated using this simulated approach outperformed standard prompts over 70% of the time.
  • For call-to-action (CTA) buttons, using the 100,000-person approach resulted in a 2x increase in click-through rates.
• Takeaway:
  • “It radically changes the depth and the accuracy and the level of information that you’re getting back, and it doesn’t cost you anything.” (Jay, 04:23)
  • Try inserting some version of “simulate 100,000 people” into your AI prompts to get richer, more actionable outputs.
• Memorable quote:
  • “When you ask any of the AI tools to take on this view of 100,000 people… it goes deeper in its research, deeper in its thinking.” (Jay, 03:16)

2. Reducing Phone and Text Stress: The Voice Memo Solution ([04:41]–[06:38])

• Listener Question: Jared from Dallas admits he hates talking on the phone but also finds text conversations unsatisfying, making it hard to maintain relationships.
• Jay’s Relatable Confession: Jay also dislikes phone calls and finds texting tedious and open-ended.
• Jay's Solution:
  • Use voice memos instead. Simply hold down the message button in your phone’s texting app to send a quick, spontaneous audio clip.
  • Jay now conducts 90% of his non-work conversations this way, claiming it provides the convenience of asynchronous communication with the added warmth of hearing someone’s actual voice.
  • “It’s like having a phone conversation that you can end when you want. You feel like you’re having a relationship with the person because you’re hearing their voice, but on your own time.” (Jay, 05:36)
  • He playfully admits this makes him “not cool,” but he recommends it to anyone feeling similarly.
• Memorable quote:
  • “If you’re not on Team Voice Memo, this is awesome... no one’s going to do it, no one’s going to listen to me, everyone’s going to say I’m a dork. But I’m telling you, this is pretty cool.” (Jay, 06:27)

3. Lighthearted Moments & Jay’s Personality

• Jay jokes about his lack of skiing skills, pokes fun at the Dallas Cowboys (“Your Cowboys stink… but they did win last week, so.” [04:47]), and riffs about avoiding calls in favor of 80s music or podcasts.
• Sudden, humorous pivot to discussing “Stranger Things”:
  • “Am I going to watch Stranger Things? That’s a hard pivot. I don’t know. I gave up after season two… I don’t think I care at all. It went off the rails.” (Jay, 06:57)

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Notable Quotes and Timestamps

• On AI prompt strategy:
  • “We found over 70% of the time, the one that was simulated with the 100,000 readers did better than just the generic one.” (Jay, 03:53)
• On communication stress:
  • “Texting is annoying because I never know how to end the conversation… I’m not able to get enough words out, I don't feel like typing, it’s all very annoying to me.” (Jay, 05:07)
• On voice memos:
  • “The voice memo is the happy middle ground. So, no one's going to do it… But I’m telling you, this is pretty cool.” (Jay, 06:27)

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Structure & Flow

• [00:01–00:16] – Quick, energetic intro.
• [00:16–04:40] – Listener question and in-depth answer on supercharging AI marketing outputs with the “100,000 person prompt.”
• [04:41–06:38] – Lighthearted take on communication struggles, Jay’s voice memo tip, offbeat humor about TV binges and sports.
• [06:39–end] – Closing remarks (not summarized here per guidelines).

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Actionable Takeaways

• Experiment with the “100,000 person prompt” when using any AI assistant for marketing tasks; it often yields deeper, higher-performing results at no extra cost.
• For personal communications, try voice memos to maintain relationships and avoid the awkwardness of live calls or tedious texting—maximize warmth, minimize hassle.

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This episode offers tangible, easy-to-implement ideas for both marketers looking to up their AI game and anyone seeking better (and more enjoyable) digital communication. Jay’s mix of tactical insight and relatable humor makes it a fast, valuable listen.

Transcript

[A]

Welcome to do this not that, the podcast from marketers. 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. We also keep it short like this intro. Let's check it out.

[B]

We are back for Ask Us Anything from the do this not that podcast. This is our short episode. We're all week long. We're getting questions, we're getting more 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 Jay Schwedelson.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. Let's do the work question first. Okay, we got a question from Alyssa from Denver. I'm such a bad skier, you have no idea. I am like green hill, but scared on a green hill. That's not the point of your question. What's the question, Alyssa J. I keep getting ideas back from AI tools that I use and then I run the test of what they give me back and the results are not great. What am I doing wrong? Well, that's an interesting one. And we've uncovered something that I don't think enough people know about to do, which is kind of a game changer and can radically increase the performance on all of your marketing by doing one simple thing. It doesn't matter if using Claude or Gemini or ChatGPT or Perplexity or whatever. So what happens is, when you go to any of these AI tools, you might be asking it to give you or help to write a blog, helped write an email, a subject line, a podcast title, anything. You go to the AI tools, you say, hey, can you help me with blah, blah, blah, okay? And then it gives you back an answer. That's not what you want to do. Here's what we've uncovered. When you go to any AI tool, instead of just saying, hey, can you help me do this? You say you use what we call the 100,000 person prompt. When you use the 100,000 person prompt, you get exponentially better things back. And we've a b tested it and the stuff that you get back performs exponentially better. So what do I mean by that? For example, let's say you wrote this to one of the AI tools. Predict how 100,000 real subscribers would respond to each of these subject lines, rank them by expected open rate, and explain the psychology or Evaluate this hero section as if 100,000 new visitors landed on this landing page. Identify confusion points, drop off risks, whatever. Okay? Or it can even be about an offer. How would 100,000 consumer buyers or 100,000 B2B buyers interpret this offer? What's confusing, what's strong, what's missing? And here's what we found, which is pretty wild. When you ask any of the AI tools to take on this view of 100,000 people, okay, interacting with whatever it is you're asking to create, what happens is it switches the AI tool switch from creative mode to statistical mode automatically. And it's when it simulates 100,000 people reacting to something, it goes deeper in its research, deeper in its thinking. And what we have found, which is pretty wild, is, for example, subject lines. We took subject lines it gave as a result of just asking it normally versus subject lines it gave as a result of simulating 100,000 readers. And. And then we would send both out a B tests. And we found over 70% of the time the one that was simulated with the 100,000 readers did better than just the generic one. Okay. The same thing works, for example, for call to action buttons. When we asked any of the AI tools, hey, what is the right call to action button words to put on the call to action button for this offer? And then we said, we want you to simulate 100,000 people interacting with this call to action button. What should the language be? When we tested it head to head, we found that the hundred thousand person prompt generated a 2x increase in click through rate versus the prompt response that it got when we didn't ask it to do the 100,000 thing. So whatever it is that you're asking AI to do, if you ask, ask it to predict how 100,000 real subscribers predict how 100,000 real readers simulate 100,000 people, blah, blah, blah. It radically changes the depth and the accuracy and the level of information that you're getting back, and it doesn't cost you anything. So if you've never tried that, I strongly recommend it. It's kind of cool. All right, let's get on to the ridiculous question. Okay, Jay, what do we got? I am. Jay, what's going on? This is a question from Jared from Dallas. Your Cowboys stink. Although they did win last week, so. But they stink. No offense. Sorry, I'm gonna get hate for that, but they kind of stink anyway. Jay. I hate talking to people on the phone, by the way. So do I. I hate talking to people on the phone. But texting Is annoying and hard to have relationships that way. I don't want to be isolated. What can I do? Oh, wow. This is, like, a deep question. I relate to this, and I actually have a solve for this. I don't like talking to people on the phone either. And texting is annoying because I never know how to end the conversation right. You know, we go back and forth, back and forth, and I really. I'm not able to get enough words out. I don't feel like typing. It's all very, very annoying to me. So I have migrated something this year, which has been awesome, and I recommend it to everybody, which is voice memos. So I'm a big voice memo person. That's when you click on that, like, little orange button on your phone, and then you can talk as if it's a voicemail, and then you send it to the person. And I would say that 90% of the conversations I have now are texting. I'm sending voice memos to people, and they could be two minutes, three minutes, four minutes, whatever. And then they voice memo me back. Okay. And the cool part is it's like being able to have a phone conversation that you can end. And also you feel like you're having a relationship with the person because you're hearing their voice and all the things, and it's very long, and you listen to it on when you want to listen to it. I am telling everybody out there, if you're not on Team Voice Memo, this is awesome. Especially if you. I mean, some people like talking on the phone. I don't know. I get in my car, my wife's always like, call your friends on the way home from work when you're driving home. Like, I don't want to do that. I want to listen to a horrible podcast or. Or some cheesy 80s music. I don't want to call anybody. And then I wind up not calling people. But the voice memo is the happy middle ground. So no one's going to do it. No one's going to listen to me. Everyone's going to say I'm a dork. But I'm telling you, this is pretty cool. What's not cool is me. I'm not cool. What else do I have to tell everybody? I don't know. I was just thinking about Stranger Things. Am I going to watch Stranger Things? That's a hard pivot. I don't know. I gave up after season two, and everyone's telling me, hurry up and watch season three and four. I. I don't think I care at all. It went off the rails. What am I talking about? I don't know. Anyway, appreciate you being here. Try out that 100,000 thing. It's pretty cool. And I'll check you later. You did it. You made it to the end. But wait. The party is not over. Listen, I want to keep hanging out.

[A]

Subscribe to this podcast and if it wasn't the worst podcast you've ever listened.

[B]

To, give it a five star review.

[A]

Why not? But.

[B]

But you know what?

[A]

I want to do even more with you. Go to gurumediahub.com and we can partner there. You can find out about all of our free events, all of our stuff, and if you're epically bored, go to jschwedelson.com and we could stay connected. You could find my newsletter and everything.

[B]

Else I got going on.

[A]

Thanks for being here and hope you subscribe.