Prompt Playbook: AI Executive Briefing

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Hey Prompt Entrepreneur,

There's a massive opportunity right now at the intersection of AI and business.

It's an opportunity I'm passionate about because it has the potential to either democratise wealth or rapidly increase disparities—and which path we take depends largely on who steps up to lead.

(Hint: we want the one that makes everyone better off please and thanks)

My mission is making AI accessible for everyone in business and work.

Not just white dudes like me (yes yes, I see the irony!) or large corporations with massive budgets.

One of the core activities I do is workshops—going to companies and talking about AI and how to start using it. This is something that you can do too, whether as an employee of said company or freelance consultant (or, if you’re smart, both).

The beauty is that it delivers triple value: you stay on top of the AI wave rather than being submerged by it, you bring your domain expertise and AI knowledge together to help others in your industry, and you profit—either by becoming indispensable at your company or by expanding your income through teaching and consulting.

Win, win, win, win. Yes - I added an extra win in. Why not‽

This Playbook is all about how to position yourself at the centre of this opportunity by mastering the executive briefing—the crucial first step in establishing yourself as an AI translator for your industry.

Let’s get started:

The Gap and How to Fill It

Two truths. And no lies.

First, companies absolutely need to implement AI to remain competitive. This isn't optional anymore. Businesses that fail to effectively incorporate AI in the next 1-3 years will face existential threats from competitors who do. The productivity and cost advantages are simply too significant to ignore. They’ll be dead in the water, either to competitors who implement AI or new entrants who are AI-first.

Second, executives are the gatekeepers who control this process. They control the budgets, set strategic priorities, and ultimately decide whether and how AI gets implemented across the organisation.

Without executive buy-in, nothing meaningful happens with AI adoption. And the smart ones know that if they don’t work this out ASAP it’s game over.

This creates the gap that we are going to slide into: Companies desperately need AI implementation, but the decision-makers—executives—are often the least technically equipped to evaluate and guide this transformation.

They're drowning in buzzwords, confused by contradictory advice, and scared of making expensive mistakes.

So..the people who hold the pursestrings are confused and scared. That’s opportunity.

What these executives desperately need aren't technical specialists who speak in code and jargon. They need translators—people who understand both AI capabilities AND their specific industry challenges, and can communicate this in clear business terms that help them make confident decisions.

This creates an extraordinary opportunity that's still wide open in 2025.

One of the core activities I do is workshops—going to companies and talking to leadership about AI and how to start using it effectively.

This is something that you can do too, whether as an employee or freelance consultant (or both). It allows you to:

1. Stay on top of the AI wave rather than be submerged by it

2. Bring your domain expertise and AI knowledge together to help others in your industry

3. Profit—either by becoming indispensable at your company (Head of AI Readiness, anyone?) or expanding your income by teaching this stuff to other businesses

The best part? Literally every company (and thus every executive team) needs this right now. The demand for clear, niche-focused AI guidance far outstrips the supply of people who can confidently speak this language to leadership.

Why You Are in the Right Place at the Right Time

"But Kyle," I hear you say, "I'm not an AI expert! I don't have a PhD in machine learning or years of coding experience."

Perfect! That's actually your advantage when talking to executives.

Most technical AI experts are terrible at explaining things to busy executives. They get lost in capabilities and features rather than focusing on business outcomes. Executives' eyes glaze over the moment someone starts talking about "transformer architecture" or "attention mechanisms."

I’ve given workshops at big tech companies for this exact reason. The head of IT or the head of AI has tried to educate execs and staff members on AI and it’s caused confusion rather than clarity. That’s when people like me get called in to clear up the mess.

What executives actually need is someone who:

1. Understands their business well enough to identify valuable use cases

2. Knows enough about AI to realistically match capabilities to problems

3. Can translate technical possibilities into business realities

All without mentioning back-propagation, transformer architecture or gradient descent.

Let me be blunt: some of my clients struggle to log into ChatGPT. I've literally had workshops where I've needed to walk executives through the basic login process. I also got paid $1000+/hour for my time btw… The technical bar is often (waaay) lower than you might expect, even in technology companies.

This isn't to disparage executives—they're brilliant at what they do. But what they do ain’t AI. Their focus is on business strategy and outcomes, not technical implementation details. Your job is to bridge this gap.

Internal or External?

There are two primary ways to leverage this opportunity and the best one for you depends on where you are right now:

Path 1: The Internal AI Champion

If you're currently employed, becoming your organisation's AI translator to leadership creates extraordinary job security. While many roles face automation risk, the person who can effectively communicate AI's value to executives becomes increasingly essential.

I've seen marketers become Chief AI Officers, customer service reps become AI Implementation Managers, and administrative assistants become AI Productivity Specialists—all because they stepped up as the translator between AI's capabilities and their company's leadership team.

Path 2: The Independent AI Advisor

Alternatively (or additionally!), you can leverage this expertise externally as a consultant, workshop leader, or implementation specialist who works directly with executive teams. You become a hired gun.

The executive briefing and workshop market is particularly hot right now.

My students charge $1,000+ per hour for quality AI workshops that help teams understand the practical applications within their industry. I personally charge $3000-4000/hour. And that's just the beginning—these initial briefings often lead to ongoing advisory relationships or implementation projects. You become the “AI person” for the company which opens up more work.

This path offers:

• Significantly expanded income potential

• Freedom to work with multiple clients across your industry

• The ability to scale your impact beyond a single organisation

• An entrepreneurial path with relatively low barriers to entry

The beauty is that these paths aren't mutually exclusive. Many people start as internal champions who brief their own executives, while gradually building an external practice on the side. You can cut your teeth on internal work then spin off as a freelancer. This creates both security and optionality—yay, we like having our cake and eating it!

Bridge the Gap, Save Your Future

The gateway to either path—internal champion or external advisor—is the ability to effectively communicate AI's value to leadership. Specifically to those who are making decisions. Hence the focus of this Playbook - we’re going to learn how to build a great executive briefing that’ll unlock the opportunity for us.

A well-executed executive briefing accomplishes several crucial things:

• Establishes you as knowledgeable and forward-thinking

• Frames AI in terms of business outcomes leadership cares about

• Creates excitement without unrealistic expectations

• Sets the stage for more detailed conversations and implementations

• Positions you as the natural guide for the journey ahead

And because execs are busy we generally have 5-30 minutes to do this all in. Yikes.

But…if we can nail this we open up a lot of doors. Sounds good?

What's Next?

Over the next four parts of this playbook, I'll walk you through exactly how to create and deliver powerful executive briefings that position you as an invaluable AI translator for leadership teams.

In Part 2, I’ll give you an overview and we'll explore the different briefing formats—5, 15, and 30 minutes plus how to structure each for maximum executive impact. You'll learn how to quickly capture leadership attention and maintain it regardless of the time constraints you're working with.

Then in Part 3, we'll dive into crafting your core message about why AI matters for your specific industry in terms executives care about. You'll discover how to balance opportunities and threats, address emotional resistance, and tailor your message to different executive perspectives.

Part 4 will focus on creating your killer demonstration example—that perfect, compelling use case that makes the abstract concrete and the theoretical practical for leadership teams. This is often where the light bulb moment happens for executives.

Finally, in Part 5, we'll cover how to convert initial leadership interest into committed action, whether that's securing executive sponsorship for internal initiatives or closing deals for external consulting work.

The AI transformation is happening with or without you. So by stepping into the translator role at the executive level, you can not only secure your own future but also profit handsomely.

Keep Prompting,

Kyle

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