- AI Business Insights
- Posts
- 3 Weird Prompts That Work
3 Weird Prompts That Work
Your Prompts Are Holding You Back
Most of the ChatGPT advice you see online is just recycled fluff. I get so frustrated when I follow a so-called expert prompt formula only to get a generic, uninspired answer that needs another hour of editing.
AI-native CRM
“When I first opened Attio, I instantly got the feeling this was the next generation of CRM.”
— Margaret Shen, Head of GTM at Modal
Attio is the AI-native CRM for modern teams. With automatic enrichment, call intelligence, AI agents, flexible workflows and more, Attio works for any business and only takes minutes to set up.
Join industry leaders like Granola, Taskrabbit, Flatfile and more.
I just stumbled upon an awesome post from a savvy professional that completely flips the script on prompt engineering. The mind behind it shared five unconventional techniques that force the AI to deliver genuinely useful results, and I was honestly blown away by the simple genius of it.
This isn’t about just adding more buzzwords or context. The core idea is to change the entire process. Instead of asking the AI for a finished product right away, these prompts make it an active partner in refining the output. The creator calls these the weird ones that actually work, moving beyond the standard act as an expert commands to get something truly valuable.
I’ve pulled out my favorite three from the list. These are the ones that made me rethink my whole approach.
3 Prompting Techniques That Actually Work
The Assumption Audit
This is my favorite because it tackles the biggest hidden problem with AI: its assumptions. We’ve all been there, you ask for a marketing plan and ChatGPT gives you a strategy that assumes you have a 10-person team and a six-figure budget. This technique, developed by the industry pro, stops that before it starts. You force the AI to state its hidden assumptions before giving any advice. It brings the AI’s internal logic into the light, so you can see where it’s filling in blanks about your resources, audience, or goals. The post’s author notes that this lets you correct the AI’s course early, saving you from getting advice that’s completely wrong for your situation.
Before answering [question], list out every assumption you’re making about my situation, resources, audience, or goals. Number them. Then answer the question, and afterwards tell me which assumptions, if wrong, would most change your advice.
That last part is pure gold. It turns the AI from a simple answer machine into a strategic partner, helping you identify the most critical variables in your plan.
The Socratic Spiral
Instead of just taking the first answer you get, this method turns ChatGPT into its own toughest critic. You’re essentially building a self-correction loop directly into the prompt. The first answer an AI gives is often shallow and designed to be agreeable. By forcing it to challenge its own response, you get a revised answer that is far more nuanced, balanced, and useful. The original poster explains that this new answer has already survived an internal debate, making it incredibly robust. It’s a fantastic way to get past the surface-level fluff.
Provide an answer to [question]. After your answer, ask yourself three critical questions that challenge your own response. Answer those questions, then revise your original answer based on what you discovered. Show me both versions.
I think this is an incredible tool for exploring complex topics or making strategic decisions where there isn’t a single right answer. You’re not just getting a simple response; you’re getting a well-reasoned argument that has already considered its own potential flaws.
Want to get the most out of ChatGPT?
ChatGPT is a superpower if you know how to use it correctly.
Discover how HubSpot's guide to AI can elevate both your productivity and creativity to get more things done.
Learn to automate tasks, enhance decision-making, and foster innovation with the power of AI.
*Ad
Other awesome AI guides you may enjoy
The Anti-Prompt
This technique feels a bit strange at first, but it’s wildly effective. Sometimes, it’s much easier to describe what you don’t want than to perfectly articulate what you do want. The creator of this technique points out that this negative space approach is one of the best ways to get closer to your own unique voice. By explicitly telling the AI to avoid the clichés, buzzwords, and tired formats you see everywhere, you force it out of its default generic patterns and toward something more original and authentic. It’s how you stop your content from having that generic ChatGPT sound.
Help me with [task], but DO NOT: [list of things you’re tired of seeing]. Instead, focus on [what you actually want]. If you catch yourself falling into any of the ‘do not’ patterns, stop and restart that section.
The creator’s example was perfect: telling it not to use words like delighted or thrilled in a LinkedIn post. This is the ultimate tool for getting content that sounds more like a human and less like a robot trained on marketing blogs.
This is just a sample of the awesome tips in the original post. The contributor shares two more incredible techniques, the Format Flip and the Escalation Ladder.
In partnership with
Find your customers on Roku this Black Friday
As with any digital ad campaign, the important thing is to reach streaming audiences who will convert. To that end, Roku’s self-service Ads Manager stands ready with powerful segmentation and targeting options. After all, you know your customers, and we know our streaming audience.
Worried it’s too late to spin up new Black Friday creative? With Roku Ads Manager, you can easily import and augment existing creative assets from your social channels. We also have AI-assisted upscaling, so every ad is primed for CTV.
Once you’ve done this, then you can easily set up A/B tests to flight different creative variants and Black Friday offers. If you’re a Shopify brand, you can even run shoppable ads directly on-screen so viewers can purchase with just a click of their Roku remote.
Bonus: we’re gifting you $5K in ad credits when you spend your first $5K on Roku Ads Manager. Just sign up and use code GET5K. Terms apply.
*Ad