Advanced AI Prompting Techniques That Actually Get Unique Results
Ever asked ChatGPT to "create a tagline for my business" only to get something so painfully generic you'd rather use Lorem Ipsum? Or maybe you've stared in disappointment at AI-generated "creative concepts" that have all the originality of a corporate mission statement written by committee?
I'm Tiana, and in this post, we're diving into advanced AI prompting techniques that'll transform your results from "meh, that's fine I guess" to "wait, I would have never thought of that!"
Because let's be honest – basic AI prompts get basic AI results. And in a world where everyone has access to the same tools, the last thing you want is content that screams "I asked ChatGPT and copy-pasted the first thing it gave me."
The Big Mindset Shift: From Ordering to Collaborating
The first mistake most of us make (and I was super guilty of this at the beginning) is treating AI like a vending machine. Insert prompt, receive content. But that approach almost guarantees mediocrity.
Think about how you work with humans. If you were collaborating with an amazing creative director, you wouldn't just say "Give me a good logo" and walk away, right? You'd provide context, discuss options, explore different angles, and build on ideas together.
Advanced prompting is about creating conditions for AI to surprise you, not just deliver what you explicitly ordered.
It's a shift from: "Hey AI, write me a good headline"
To: "Let's explore several different angles for this headline, thinking about both emotional impact and practical benefits..."
I once tried both approaches for the same project – a launch campaign for a client's virtual cooking class. The basic prompt got me: "Master the Art of Cooking from Home."
Wow. Revolutionary. 🙄
But using the advanced techniques I'm about to share? I ended up with a concept that connected cooking to self-discovery through a metaphor about creating your own signature recipes in both food and life. The client literally said, "How did you get inside my head? This is exactly what I was trying to articulate!"
I didn't tell them it was an AI collaboration. Don't judge me.
Technique #1: Chain of Thought Prompting (or "Show Your Work, AI")
Remember in math class when the teacher would give partial credit if you showed your work, even if the final answer was wrong? That's essentially what we're doing here.
Instead of just asking for a logo design, ask the AI to think through the process step by step:
"Before designing a logo for my financial wellness app, walk through your thought process:
First, analyze what makes successful FinTech logos effective and what visual clichés to avoid
Consider how to visually represent both financial security and emotional wellbeing
Explore symbolic approaches and their pros/cons for this specific brand
Think about color psychology for trust, growth, and calm
Only after this analysis, develop three distinct conceptual directions
Show your thinking for each step before presenting concepts."
What happens is fascinating. By forcing the AI to show its work, it can't take those lazy shortcuts to generic solutions. It has to actually think (or simulate thinking, for the AI purists out there).
This technique also helps avoid those AI hallucination moments when AI confidently makes stuff up. When you force it to show its reasoning, those logical leaps become more visible.
Pro tip: Break down the thinking process into clear sequential steps that build on each other. The more logical the progression, the better results you'll typically get.
Technique #2: Comparative Prompting (AKA "The Multiple Personality Approach")
Comparative prompting asks AI to explore multiple approaches simultaneously, instead of pursuing a single direction. Think of it like gathering input from a diverse team rather than just one person.
Instead of: "Write a homepage headline for my productivity app"
"Generate three fundamentally different approaches for my productivity app's homepage headline:
Approach 1: Focus on the pain of missed deadlines and coordination nightmares Approach 2: Emphasize quantifiable productivity gains with specific metrics Approach 3: Center on emotional benefits of reduced stress and better work-life balance
For each, provide:
A headline (5-8 words)
A subheadline (10-15 words)
Who this would resonate with most
Potential drawbacks of this messaging approach"
What's cool about this technique is not just getting multiple options, but the analysis of strengths and weaknesses. It's like having a little marketing strategy session in your prompt.
I've found this technique particularly helpful when working with clients who aren't great at articulating what they want. You know the type – "I'll know it when I see it" clients. By generating multiple distinct approaches, you can use their reactions to narrow in on what they're actually looking for.
Side note: This approach also makes you look like a rockstar in presentations. "I've explored three strategic directions for your campaign" sounds way better than "I asked ChatGPT what to do."
Technique #3: Constraint-Based Prompting
This is possibly my favorite technique, and it's counterintuitive because it feels like you're making things harder. But constraints often lead to more creative outcomes.
Think about it – sonnets have incredibly rigid structures, but that hasn't stopped them from being vehicles for some of the most beautiful poetry ever written. Jazz standards have chord progressions you must follow, yet they've produced endless creative variations.
Here's how you can apply this to AI prompting:
"Write a product description for my handcrafted lavender soap with these constraints:
Cannot use the words 'luxury,' 'premium,' 'artisanal,' 'handcrafted,' or 'natural'
Must tell a micro-story in exactly 50 words
No adjectives ending in -ing or -ly
Must include a sensory description that's not related to scent
Cannot mention ingredients or manufacturing process
Must evoke early morning
Must end with a two-word sentence"
The first time I tried this, I was shocked. The AI actually had to think creatively instead of regurgitating the same product description formula we've all seen a million times.
I used this technique when creating captions for a client's Instagram content after noticing we were repeating the same themes with identical wording month to month. By adding constraints like "can't use these specific words" or "must reference an unconventional thought process," we generated content that stood out from previous posts.
Technique #4: Reverse Prompting (Inception-Style Prompting)
Sometimes the hardest part is figuring out how to ask for what you want. Reverse prompting is like saying, "I know what I want but don't know how to ask for it – help me figure out the question."
"I want social media content about sustainability practices that:
Doesn't sound preachy or judgmental
Avoids guilt-tripping and doom scenarios
Feels practical and accessible for everyday people
Inspires small actions without making people feel inadequate
Has a touch of humor without being dismissive of environmental concerns
What prompt would you use to generate this type of content?"
I stumbled on this technique by accident about a year ago when trying to create image prompts. I kept getting frustrated because the AI image generators weren't giving me what I wanted.
So I basically whined to Claude: "I want an illustration for this brand that feels whimsical but professional, with these specific elements, but every time I try to write a prompt it comes out wrong. Can you just write the prompt for me?"
The prompt it created was WAY better than anything I'd come up with. It included specific art style references and composition details I wouldn't have thought to include.
Now I use this technique whenever I'm stuck on how to ask for something complex. It's like having a prompt engineer on call.
Technique #5: Immersive Role-Playing (Getting AI to Channel Specific Expertise)
Basic role prompting is saying "Act as a marketing expert." Yawn. That gets you generic marketing advice.
Immersive role-playing creates a detailed character with specific experience, philosophy, and communication style:
"For this conversation, embody Sarah Chen, a brand strategist with 15 years of experience in luxury lifestyle brands. Sarah trained at Parsons, spent eight years at Landor, and now runs her own boutique agency.
She's known for her direct feedback that cuts through fluff, deep understanding of luxury marketing psychology, and ability to identify a brand's emotional core. Her philosophy is 'One brand, one feeling, multiple expressions.' She's skeptical of trends and focuses on timeless positioning.
As Sarah, review my brand brief, identifying core strengths and weaknesses."
The difference in responses is night and day. Generic "marketing expert" gives you generic marketing advice. But "Sarah Chen" gives you perspective, opinions, and insights that feel like they're coming from a real person with real expertise.
You can also use this when preparing a client for a difficult presentation by creating detailed personas representing tough audience members they might face, then practice responding to challenging questions.
Technique #6: Dialogic Prompting (Making AI Argue With Itself)
This is like setting up a panel discussion in your AI. Instead of getting one perspective, you get several experts debating an issue:
"Create a dialogue between three experts discussing our rebranding project:
Expert 1: A traditional brand strategist with 20 years at Fortune 500 companies who believes in evolutionary change
Expert 2: A disruptive DTC founder who believes traditional branding is outdated in the social media era
Expert 3: A consumer psychologist focused on how branding affects customer decision-making
Have them discuss the pros and cons of a complete brand overhaul versus a subtle refresh, with each defending their perspective based on their experience."
What's great about this technique is that it forces exploration of multiple viewpoints and surfacing of potential objections. It's like having a brainstorming session or focus group on demand.
I've found this especially helpful when I'm getting too attached to one approach. Having the AI generate a dialogue helps me see blind spots and considerations I might have missed.
A Real-World Example: Putting It All Together
Let's say you're working with a client who runs outdoor leadership retreats and they struggle to articulate their value proposition in a crowded market. Basic prompting will get results that don't capture what makes them special.
Here's how to approach this using advanced techniques:
Step 1: Chain of Thought Prompting
"Before developing value proposition options for these outdoor leadership retreats, analyze:
What approaches are common in this market and where are the gaps?
What psychological benefits does wilderness specifically provide for leadership development?
How does their approach (solo experiences plus group reflection) differ from typical team building?
What transformation do participants actually experience versus what they expect?
What different frames could communicate this value (professional advancement, personal growth, etc.)?
Show your thinking for each step."
This gives you deeper analysis rather than simply asking for ideas.
Step 2: Comparative Prompting
"Develop three different value proposition approaches:
Approach 1: Focus on professional outcomes and career advancement
Approach 2: Focus on personal transformation and inner growth
Approach 3: Focus on their unique methodology versus conventional training
For each, provide a headline, supporting paragraph, ideal target audience, and potential objections."
This gives you three distinct directions with analysis of strengths and weaknesses.
Step 3: Constraint-Based Prompting
"Take the personal transformation approach and refine it with these constraints:
Cannot use 'leadership,' 'transformation,' 'wilderness,' or 'retreat'
Must connect inner journey to outer results
Maximum 8 words for headline
No superlatives (best, most, etc.)
No business jargon
Understandable by a 12-year-old"
These constraints push you away from predictable corporate language toward something distinctive.
Step 4: Role-Playing to Test
One option AI gave you is the headline "Find Your Center, Lead From Strength."
Prompt:
"Evaluate 'Find Your Center, Lead From Strength' from these perspectives:
Skeptical Fortune 500 HR Director focused on measurable outcomes
Data-driven tech executive who distrusts 'soft skills' training
Potential participant interested in outdoor experiences but unsure about 'leadership'
Past participant, six months after attending
For each, identify how they would receive this message, what objections might arise, and how to address them."
This reveals weaknesses you can fix in supporting messages.
The combination is powerful because:
Chain of thought prompting forced deeper analysis
Comparative prompting gave multiple strong options
Constraints pushed beyond predictable language
Role-playing identified potential weaknesses
Making These Techniques Part of Your Workflow
These techniques aren't just theoretical – they're practical tools you can start using today. But they do take a bit of practice.
Start by identifying where in your creative process you could use some advanced AI collaboration:
Stuck in a creative rut? Try constraint-based prompting to break through
Need to evaluate a concept? Use multi-perspective approaches to find blind spots
Looking for something beyond the obvious? Chain of thought prompting pushes past predictable ideas
I recommend creating a personal library of these advanced prompts, organized by specific challenges – prompts for creative blocks, prompts for pushing concepts further, prompts for evaluating different perspectives. This helps you grab the right prompt when needed instead of browsing through all the different prompts you've gathered.
Remember, these techniques are collaborative tools, not replacements for your expertise. The magic happens when your domain knowledge guides the AI's creative processing power.
Let's Wrap This Up Before I Write a Whole Book
Look, at the end of the day, the difference between "meh" AI outputs and genuinely useful creative collaboration comes down to how you prompt.
Basic prompts → basic results
Advanced prompts → advanced results
It's really that simple. And in a world where everyone has access to the same AI tools, your prompting skill is what will set your work apart.
I'd love to know – which of these techniques resonates most with you? Have you tried any advanced prompting methods that worked particularly well? Drop a comment below or shoot me a message.
Next week, I'll be diving into AI image generation tools with specific techniques for getting results that don't scream "I used DALL-E." (Because we all know that look when we see it, right?)
Until then, happy prompting, and may your AI outputs never again include the phrase "in today's fast-paced digital landscape." 😉

