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June 18, 2025 22 mins

Hey Creative Friends!

In this episode, I'm sharing some advanced AI prompting tricks that'll help you break free from those bland, generic AI responses we're all tired of seeing. Remember those basic prompting principles from last week? Well, now we're taking the training wheels off! I'll show you how to get AI to surprise you with genuinely creative ideas instead of the same old predictable stuff everyone else is getting.

🎁 Freebie link to my advanced prompt templates (copy/paste ready - no email signup required) - HERE

What You'll Learn (The Good Stuff)
  • It's like working with a senior creative, not an intern - Stop micromanaging AI and start setting up creative sandboxes where it can surprise you with brilliance 
  • Make AI show its work - With "chain-of-thought" prompting, AI has to explain its thinking step-by-step
  • Get multiple options instead of just one - Why settle for a single idea when you can explore several directions at once? 
  • Add creative constraints - Just like how haikus or sonnets force poets to get creative, limiting what AI can use pushes it to find fresh solutions (this one's great for breaking out of creative ruts!)
  • Reverse-engineer better prompts - Describe what you're dreaming of and ask AI to create the prompt that would make it happen (I stumbled on this technique a year ago and it's been a lifesaver)
  • Cast AI in detailed character roles - Instead of just saying "be a copywriter," create a vivid persona with specific experience and quirks for more nuanced feedback
  • Mix and match techniques - Combine these approaches for exponentially better results (though your creative judgment is what makes it all work)
Tools I Mentioned:

The AI Tools:

  • ChatGPT with that "deep research" button (great for when you need AI to really think things through)
  • Claude (my go-to for reverse prompting... and everything else writing related, for that matter)
  • Bing Image Creator (what I was using for image generation before I found a better workflow)

The Advanced Techniques:

  • Chain-of-Thought Method - Like asking "how would you solve this?" instead of "what's the answer?"
  • Comparative Prompting - Gets AI to explore multiple creative directions at once
  • Constraint Prompting - For when you need to break out of predictable, boring patterns
  • Reverse Prompting - Tell AI to create the prompt for you
  • Immersive Role Playing - Makes AI feedback actually useful and specific
  • Expert Dialogue Approach - Creates a virtual creative roundtable discussion
Where to Find What

00:00:33 - Refresher on what we covered last week

00:02:03 - Why advanced prompting is like collaborating with a creative director

00:03:44 - Chain-of-thought prompting: Getting AI to show its creative process

00:05:37 - Comparative prompting: How to get multiple creative directions

00:07:59 - Constraints-based prompting to force more creativity (just like jazz musicians)

00:09:41 - Reverse prompting: Asking AI to write prompts for you

00:11:12 - Immersive role-playing prompting

00:13:49 - Case study: Applying advanced techniques

00:17:46 - Fitting these techniques into your actual day-to-day creative work

00:19:49 - Quick recap and what to try this week

Try These This Week
  1. Break down your thinking - Next time you need an AI concept, ask it to walk through 4-5 steps before giving the final idea. Instead of "Give me a logo concept," try "Before creating a logo concept, analyze what makes good logos work, consider symbolic approaches, explore color psychology, etc."
  2. Get options, not answers - For your next creative challenge, identify 2-3 completely different directions and ask AI to explore each one. The magic is in seeing multiple possibilities side-by-side!
  3. Add weird constraints - This is seriously fun: tell AI it CAN'T use certain words or phrases in your next content task. I tried this with a client's Instagram captions when we were stuck in a rut, and the results were so much fresher.
  4. Start your own prompt collection - I'm sharing all mine in the show notes, but start saving the prompts that work well for YOU. Trust me, future-you will be grateful when you're on deadline.
  5. Run the A/B test - Try both a basic prompt and an advanced one for
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