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AI Prompting Secrets That Helped Me Automate 50% of My Work (Here's How)

How you can use AI fully to win daily

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Hey, it’s CoolDeep.

In today’s issue:

  • 3 Ways of Prompting for ChatGPT, Claude and Gemini.

  • How AI could change the way you write.

  • How to train AI to make your work

And more…

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Quick note before we dive in.

Why There was no Email from last 15 days!!!

I’ve been a little quiet lately with the CoolDeep AI newsletter.

Honestly, I took a short break because I started noticing something: most AI content out there feels like the same stuff on repeat - tool launches, vague “hacks,” and recycled tips.

It felt noisy and… kinda pointless. I didn’t want to add to that noise. So here’s the new plan: I’m back, and I’ll now be sending you 3 newsletters a week.

Each packed with deep dives, tested ideas, and prompts you can actually use to boost your productivity. No fluff. Just real insights that make a difference.

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DEEP DIVE

1. Master the 3 Modes of Prompting

To get the most from AI, you need to understand the three different ways to prompt. It does not matter if you are using Claude, ChatGPT, Claude, Grok or DeepSeek or any LLM.

🕳 Rabbit Hole Prompting

It’s a basic prompting like we are doing Google search. Use this when you’re exploring or learning something new. It's like falling down a Wikipedia rabbit hole, but 10x faster.

Ask a broad question, then go deeper with each answer.

Best for:

  • Research

  • Self-education

  • Quick “Why does this happen?” queries

💡 Brainstorm Prompting

This is your creative sidekick. You already know some of what you want, but you’re not sure how to shape it.

e.g. If you want to get ideas for your Digital Product. You know a little but not clear what to do next.

Best for:

  • Digital product ideas

  • Outlining a new book

  • Building story arcs or lesson plans

Tip: The more context you give, the better the output.

⚙️ Automation Prompting

This is where the real leverage kicks in.

Take a manual skill you’ve mastered - like writing tweets or newsletter intros - and create a prompt that reproduces that skill on-demand.

Best for:

  • Scaling client work

  • Repeating content formats

  • Automating marketing workflows

2. Give the Prompt a Job Title

You need to train AI for better result. Make friendship with your AI like ChatGPT, Claude or Gemini. Tell AI what role it's playing.

Instead of saying: “Help me write tweets"

Say: "You are a short-form content strategist who writes 280-character thought leadership posts for Twitter."

Giving AI a name + role focuses its output and improves quality dramatically.

Bonus: Start your prompts with "You are..." to instantly improve structure.

3. Use Objective (Not Subjective) Language

AI doesn’t understand vague commands like “make it engaging” or “write something awesome.”

Instead, tell it exactly what to do:

  • “Write in 280 characters or less.”

  • “Use a three-part structure: what, how, why.”

  • “Start with a polarizing opinion.”

Objective = measurable = better output.

4. Define Positive Attributes

Want AI to write like you? Then tell it what makes your style work.

For example, when I write short-form content, I tell AI to:

  • Alternate long and short sentences

  • Use strong opinions

  • Leverage literary techniques like alliteration and antithesis

  • Maintain rhythm and flow

These “performance boosters” elevate AI writing from robotic to human-grade.

5. Show Exact Examples

Don’t just say what you want—show it.

Give examples that match your format and follow your rules precisely.
For instance, if your prompt says:

  • Use bullet points

  • End with a one-line benefit

Then your examples should do exactly that.

AI learns patterns. If your examples are off, so is the output.

6. Reinforce Delivery Instructions

Most people forget to tell AI how to present the output.

For example, if I’m creating a tweet thread prompt, I’ll say:

“Give me 1 post per time slot. Each must be 280 characters or less. No bullet points. No formatting tags. Just standalone copy.”

Say it at the start and end of your prompt. It helps AI stay on track.

7. Modular Prompts > Mega Prompts

Don’t ask AI to do everything in one go.

Bad prompt:

“Come up with an idea, write an outline, write each section, and format it.”

That’s four tasks in one. AI gets confused.

Instead:

  • Break your project into sub-parts

  • Write a modular prompt for each task

  • Feed outputs back into the next step

This is how you write full books, courses, or newsletters using AI—one clear prompt at a time.

8. Use Projects for Context

If you're using ChatGPT or Claude, its Projects feature is a game changer.

Think of a project like a digital folder with memory. You can:

  • Drop in PDFs, notes, past prompts

  • Create a knowledge base around a product, book, or client

  • Keep all your context organized and reusable

When Claude “knows” your world, your writing becomes sharper, more consistent, and more personalized.

9. Iterate Like an Engineer

No one is perfect at first. Great prompts aren’t born perfect either.

After you run a prompt:

  • Review what worked

  • Ask AI what broke

  • Request feedback: “What can I add to improve this?”

This “prompt → test → refine” loop is where 90% of the magic happens.
The best AI writers don’t just prompt.
They prompt like engineers—testing and tweaking until the machine runs smooth.

Final Words: Don’t Fear AI. Learn to Lead It.

If you’re a writer, creator, or knowledge worker, here’s your reality check:

AI won’t replace you.
But someone who knows how to prompt AI better than you might.

You don’t need to become a prompt engineer.
But you do need to understand how to:

  • Break your process into parts

  • Explain each clearly

  • Create leverage with repeatable systems

When you do, you’ll be shocked how much time you save and how much better your writing becomes.

That's a wrap:

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