Master the Art of AI Prompting: From “Skill Issue” to Expert
Do you feel like you suck at prompting? It’s a common feeling. You ask AI to do something simple, like write a resume or an apology email, and it returns garbage. It is easy to get frustrated, even insulted, by the results. But frustration often leads to two conclusions: either AI is dumb, or you are using it wrong. Unfortunately, it is usually a “skill issue.”
[0:00.000] [Garbage AI Results vs Expected Results]
To fix this, you have to dive deep. After taking top prompting courses from Coursera, reading official documentation from Anthropic, Google, and OpenAI, and consulting with expert prompt engineers, a clear path to mastery emerges. It isn’t just about magic words; it is about understanding how these models actually work. Let’s take a generic, terrible output and transform it into something amazing using foundational concepts and advanced techniques.
What is Prompting?
Most people fundamentally misunderstand what prompting is. It feels like talking to a human, but you must remember you are talking to a computer. According to Dr. Jules White from Vanderbilt University, a prompt isn’t just a question; it is a call to action.
[01:46.000] [Basic Prompting Interface]
You aren’t just asking the AI; you are programming it with words. Large Language Models (LLMs) are prediction engines. They are essentially super-advanced autocomplete systems. They don’t “think” like humans; they predict the next statistically probable word based on patterns they have seen before.
[02:53.000] [Google Gemini Prediction Example]
If you provide a vague pattern, the AI guesses vaguely. However, if you provide a specific structure, you “hack” the probability. For example, giving a model a specific sentence structure with punctuation can force it to predict the exact catchphrase you are looking for because it recognizes the pattern. You aren’t asking a question; you are starting a pattern.
[03:25.000] [Specific Pattern Prompt]
Complete the phrase:
"you need to learn docker _______ !!!!"
The Power of Personas
When an AI writes a generic email, it sounds like “nobody” wrote it because it has no perspective. To fix this, you must use Personas. You have to give the AI a personality and a role.
[04:15.000] [Analyzing the Bad Email]
Think of it this way: if you were planning a trip to Japan without the internet, who would you ask? A random stranger, or a professional travel agent who has lived in Tokyo? You want the expert. With AI, you have to define that expert. By telling the AI who it is, you narrow its focus to the relevant expertise within its massive dataset.
[04:39.000] [Persona Prompt Example]
Act as a Senior Site Reliability Engineer at Cloudflare writing to both
enterprise customers and fellow engineers. Write an apology email for
today's 6-hour outage that affected major services.
[05:35.000] [Google Course on Personas]
“Persona refers to what expertise you want the generative AI tool to draw from.”
By setting a specific persona, the output immediately becomes more professional, uses correct terminology, and adopts the appropriate tone. While this is often done in the “System Prompt” (instructions that tell the AI how to behave behind the scenes), doing it in your user prompt works just as well for most tasks.
Context is King
Even with a good persona, AI can hallucinate. It might invent details about an event simply to please you and complete the pattern. This happens because LLMs are prediction machines, not fact-checkers. To solve this, you need Context.
[06:40.000] [AI Hallucinating Details]
Context is providing the necessary details so the AI doesn’t have to guess. If you don’t provide the facts, the AI will fill in the gaps with plausible-sounding fiction. More context equals fewer hallucinations.
[08:08.000] [Prompt with Context Data]
Here are the FACTS about today's outage.
INCIDENT DETAILS:
- We made a database permissions change at 02:47 UTC
- This caused duplicate metadata entries...
[...detailed list of facts...]
Furthermore, LLMs are frozen in time based on their training data. They don’t know what happened today unless you tell them or give them tools to find out. You can instruct modern LLMs to perform a web search to gather current context before writing.
[08:58.000] [Enabling Web Search in Prompt]
*IMPORTANT! ALSO perform a web search to learn about this
outage and EXACTLY what happened.
Crucial Tip: Give your AI permission to fail. Explicitly tell the model, “If you don’t know the answer, say ‘I don’t know’.” This prevents it from lying to please you.
Formatting and Few-Shot Prompting
You have the persona and the facts, but the output might still look boring or generic. This is where Format comes in. You must tell the LLM exactly how you want the result to look.
[11:15.000] [Output Requirements Prompt]
OUTPUT REQUIREMENTS:
1 - Format: Use a clear bulleted list for the timeline of events.
2 - Length: Keep it under 200 words.
3 - Tone: Professional, apologetic, and radically transparent. No corporate fluff.
To take this a step further, use Few-Shot Prompting. Instead of just describing what you want, show the AI examples of what good looks like. Giving the model examples of previous emails, specific writing styles, or data structures drastically reduces the room for error.
[12:53.000] [Few-Shot Prompting Example]
“We can actually teach the large language model to follow a pattern using something called few-shot examples.” — Dr. Jules White
Advanced Techniques for Complex Problems
Once you master the basics, you can move to advanced reasoning techniques to get truly impressive results.
Chain of Thought (CoT)
This technique forces the AI to “show its work.” By asking the model to think step-by-step before answering, accuracy and trust increase significantly. It allows the model to reason through the problem logically rather than jumping to a conclusion.
[13:58.000] [Chain of Thought Prompt]
Before writing the email, think through step-by-step:
1. What was the root cause?
2. Why did permissions change create duplicate metadata?
...
Then write the email...
Many modern models have this baked in as “Extended Thinking” or “Reasoning Models” (like OpenAI’s o1), which automatically perform this internal monologue.
Tree of Thoughts (ToT)
For complex problem solving, linear thinking isn’t always enough. Tree of Thoughts encourages the AI to explore multiple possibilities simultaneously, like branches on a tree. It can self-correct, hitting a dead end on one branch and pivoting to a better one.
[16:00.000] [Tree of Thoughts Prompt]
Please use the "Tree of Thoughts" reasoning framework...
Step 1: Brainstorm three distinct tonal/strategic approaches (branches)...
- Branch A: "Radical Transparency"
- Branch B: "Customer Empathy First"
- Branch C: "Future-Focused Assurance"
The “Playoff” Method (Adversarial Validation)
This is often called the “Battle of the Bots.” AI is often better at critiquing than creating. You can ask the AI to generate multiple options via different personas, have a separate persona critique those options, and then synthesize a final, superior version based on that feedback.
[16:44.000] [Tournament Controller Prompt]
You are the "Prompt Engineering Tournament Controller."
...simulate a 3-round competition between three distinct personas:
- Contestant 1: The Engineer
- Contestant 2: The PR Crisis Manager
- Contestant 3: The Angry Customer (Judge)
The Meta-Skill: Clarity of Thought
All these techniques—Personas, Context, Chain of Thought, Few-Shot—boil down to one single meta-skill: Clarity of Thought.
[19:55.000] [Daniel Miessler Quote]
“My pinnacle superpower is not any of this tech stuff; it’s actually clear thinking.” — Daniel Miessler
If you are struggling with AI, it is often because your own thinking is messy. You cannot prompt what you cannot explain. Before you type into the chat box, sit down and describe exactly what you want to accomplish. If you can explain it clearly to a human, you can explain it to an AI.
Think first, prompt second. That is the true secret to mastering AI in 2025.