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)

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.

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)

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)

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).

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.

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.