Business Simulation: Strategic Decision-Making 50 Role Plays

Note: This Course (Workout) contains the use of artificial intelligence:

- Udemy Role-Play AI feature to make the course more practical and interactive;

- AI-generated Voice-Over since some students complained about my heavy accent;

- AI-generated images (mostly thumbnails and different strategic paths) to illustrate business cases;

Mission: To help you build capabilities through interactive learning: Develop your Executive Judgment.

Guided Practice Description:

At some point, people won't ask you just to describe or analyze a situation — they'll ask for your recommendation. You'll have to make the call.

Years of reading books, watching courses, or studying frameworks can help you get there. But having a safe place to actually practice your executive judgment — that's priceless. It's the same as practicing martial arts: a good trainer can show you stances and technique, but to become proficient, you have to spar with a partner who hits back.

That's what this Workout is: your dojo for executive judgment.

50 cases. 6 stations. One AI Devil's Advocate who won't let you off easy. And carefully designed guidance and support.

This isn't a course where you watch someone else make decisions and take notes. Each of the 50 cases gives you a real, ambiguous business situation — with real numbers, competing priorities, and no single obviously correct answer — and then hands you off to an AI role-play character with a real stake in the outcome. They'll question your assumptions, reject vague answers like "it depends" or "move fast but manage the risk," and push you to defend exactly what you're willing to sacrifice to get what you want.

You are not competing against the AI. You're competing against the weaknesses in your own argument.

Six stations, each training a different decision-making muscle:

1. Prioritization — when everything matters, what matters first, and what are you deliberately putting at greater risk by choosing it?

2. Trade-offs — where do you draw the line, and under what condition does that line stop holding?

3. Resource Allocation — a priority without resources behind it is just an opinion; where does concentration actually matter?

4. Strategic Choices — judge a path by what the company becomes after walking it, not by how fast it looks on a slide

5. Decisions Under Uncertainty — size your commitment to how reversible it is, and set your confidence threshold before you see the evidence

6. Blind Challenges (The Championship Round) — no framework handed to you, no menu of options confirmed as right. Before you can decide well, you have to work out what you're actually deciding.

The difficulty escalates deliberately as you move through the stations — by the time you reach Blind Challenges, every scaffold the earlier stations built is deliberately pulled away, to test whether the underlying judgment actually transferred.

Three layers of guidance and support. You choose the intensity.

Every case follows the same ritual. A short video sets the scene and reframes why the case is harder than it looks — then, at the Spoiler Alert, you choose:

- Pause and attempt the Role Play cold. The highest-intensity version of the Workout.

- Keep watching for a second layer of coaching that sharpens your thinking without handing you the answer.

- After your attempt, open the Printout — a full written solution with the reasoning, a sample response, and the sacrifice it requires — to see how your call compares.

What's waiting: 50 cases, 6 stations, a Championship Round that hands you nothing, and a devil's advocate in every single one who won't let a weak argument pass just because it sounds confident.

The question isn't whether you can analyze a strategic problem — AI will do that with you all day. The question is whether you can still make the call, and defend it, when someone intelligent is trying to break it.

There's only one way to find out. Let's step on the mat.