The Most Dangerous Prompt I’ve Ever Run

It got personal. It got dark. Then it got really useful.

May 15, 2025

In partnership with

🧠 Today On AI Life Hacks

🔥 A dangerous prompt that forces AI to sabotage you—on purpose

🧠 Why “dark prompting” is the weirdest, smartest trend in self-improvement

💬 The exact script to uncover your worst habits (and how to flip them into strengths)

👼 How to turn your villain GPT into your daily guardian

🧰 Tools that help you stay sharp, self-aware, and sabotage-proof

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🚨 Trending:

🔥 Prompting Your Inner Saboteur

More creators and entrepreneurs are experimenting with what’s being called “dark prompting”: using AI not just for productivity—but for self-awareness warfare.

Instead of asking GPT how to be more productive…
they’re asking it how they’re most likely to fail.

🧠 Popular use cases:

  • Founders simulating their most self-destructive habits

  • Creators exposing hidden procrastination loops

  • Coaches helping clients surface subconscious excuses

  • Productivity nerds building “anti-fragile” workflows

It’s like journaling meets threat modeling meets therapy—but without the $200/hour invoice.

💡 AI Life Hack Of The Day

⚔️ The “Sabotage Me” Prompt That Changed Everything

This is the exact prompt that exposed my weakest routines, toxic patterns, and why I scroll Reddit at 11:53 PM:

💬 Copy & Paste Prompt:

Act like my inner saboteur.
Your goal is to quietly ruin my productivity, motivation, and decision-making—based on the habits I’ve already built.

Answer in three parts:

1. What weak points you’d exploit

2. What self-deceptions you’d use to keep me stuck

3. How you’d sabotage me without me noticing

Then, give me a breakdown of how to defend against each tactic

I ran this and GPT went full villain.

It told me I’d:

  • Avoid deep work by over-researching

  • Use “perfectionism” to delay launching things

  • Rationalize burnout by calling it “grind mode”

Oof.

But then it laid out how to fix each one with guardrails, prompts, and even scheduled friction. It was like coaching from an evil twin who knew all my tricks.

🔄 Bonus Tip

👼 Flip It: Turn Your Saboteur into a Guardian

Once your AI “roasts” you, ask it to become your internal bodyguard:

💬 Copy & Paste Prompt:

Now switch roles.
You’re my Inner Guardian.
Your mission is to protect me from everything my inner saboteur just listed.
Each morning, remind me of my top 3 risks and suggest one habit or micro-decision to counter each.

It’ll nudge you daily. Like an accountability coach who knows your exact sabotage pattern.

Use it as a morning check-in, journal prompt, or reminder system.

🧰 Toolbox

🌀 Repurpose.io – Turn one piece of content into 10. Automatically convert your videos, podcasts, or clips into social-ready posts across platforms. Set it, forget it, and look like you have a media team.

📥 SaneBox – Clean up your inbox without switching email apps. SaneBox filters out the noise, surfaces what matters, and helps you hit inbox zen (without declaring email bankruptcy).

🤖 ManyChat – Build AI-powered automations inside Messenger, Instagram DMs, and SMS. Great for lead capture, support, or sending promo blasts that actually get seen.

📧 GetResponse – An all-in-one marketing platform that’s surprisingly beginner-friendly. Email marketing, landing pages, automations—plus AI features to speed up your launch.

🎯 Final Thoughts

Most people use AI to make their lives easier.
But sometimes, the best thing you can do… is make it harder on purpose.

When you ask GPT to show you how you’d fail, it’s not negativity—it’s clarity.

You gain insight. You build systems.
And you stop letting your worst habits run the show.

Try it. Get roasted.
Then get better.