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The Art of the Impossible Choice

14 min

Substance, Structure, Style, and the Principles of Screenwriting

Golden Hook & Introduction

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Justine: Rachel, I have a question for you, and I want you to be brutally honest. Imagine you have to make a choice: you get to achieve all of your biggest, most ambitious professional dreams, but your most annoying rival—you know the one—gets to achieve double everything you do. Rachel: Oh, wow. Okay. So I get the book deal, they get a two-book deal with a movie option? I get a promotion, they become CEO? Justine: Exactly. That’s option one. Option two is: you only achieve three-quarters of your dreams. You get a pretty good career, but not the pinnacle you imagined. However, that rival gets absolutely nothing. They end up moving to a small town and selling artisanal soap. Which do you choose? Rachel: That is a genuinely painful question. I feel a knot in my stomach just thinking about it. And it’s painful because there’s no easy ‘right’ answer. It’s a choice between a personal good and a comparative good, or maybe between ambition and… well, spite. It’s a dilemma. Justine: Precisely. And that feeling—that knot in your stomach, that impossible dilemma—is the engine of every great story we’ve ever loved. It’s the secret ingredient that separates a forgettable plot from a narrative that sticks with you for years. Today, we’re diving into a book that is basically the bible for storytellers, the legendary tome on screenwriting, “Story” by Robert McKee. Rachel: This book is famous for a reason. It’s not just a how-to guide; it’s a deep philosophical exploration of why stories work on a fundamental, human level. And we're going to unpack its wisdom from two powerful angles. Justine: That’s right. First, we’ll tackle a huge paradox that applies to so much more than writing: the idea that having fewer options and more rules can actually make you wildly more creative. Rachel: And then, we’ll return to your wonderfully evil question and dissect the anatomy of a truly compelling choice. We’ll move beyond the boring, simple battle of good versus evil to understand the impossible dilemmas that forge unforgettable characters and reveal the deepest truths about who we are.

The Paradox of Constraints: Why Rules Set Creativity Free

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Rachel: So let's start with that first idea, which feels so counter-intuitive. We tend to romanticize creativity as this boundless, chaotic force. The blank page, the empty canvas, infinite possibility. But McKee, channeling the poet T.S. Eliot, throws a bucket of cold water on that idea. He quotes Eliot: "When forced to work within a strict framework the imagination is taxed to its utmost — and will produce its richest ideas. Given total freedom the work is likely to sprawl." Justine: It’s likely to sprawl. I love that phrase because it’s so true. I feel that every time I open my fridge without a dinner plan. Total freedom, and what do I do? I just stare blankly at a jar of pickles and a bottle of ketchup for ten minutes before ordering takeout. But if I know I only have chicken, rice, and broccoli, my brain immediately kicks into gear. Okay, I can grill it, I can stir-fry it, I can make a soup. The limitation forces a solution. Rachel: That’s the perfect analogy! McKee argues that for a storyteller, constraints aren’t a prison; they are the most powerful creative prompts you can have. Think about writing a sonnet. It has a brutally strict structure: 14 lines, a specific rhyme scheme, a set meter. You’d think that would kill creativity, but it’s the very reason sonnets have produced some of the most beautiful and inventive verses in history. The poet can't be lazy. They can't just sprawl. They have to find the perfect word, the most elegant turn of phrase, to fit inside that tiny, elegant box. The box forces brilliance. Justine: So the cage is actually what teaches the bird to sing in a specific, beautiful way. But does this hold up in bigger, messier projects? A sonnet is one thing, but what about a two-hour movie? Rachel: It holds up even more, and often in unexpected ways. The classic example is the movie Jaws. Everyone knows that film is a masterpiece of suspense. But the reason it’s so suspenseful was, in part, a technical disaster. The mechanical shark they built, which they nicknamed Bruce, almost never worked. It was constantly breaking down, sinking, or looking laughably fake. Justine: So their monster was a diva. A very expensive, unreliable diva. Rachel: Exactly. So the director, a young Steven Spielberg, was facing a massive constraint. He had a monster movie, but he couldn't show the monster. Total freedom would have meant showing the shark in every other scene. But his limitation forced him to be creative. He had to imply the shark's presence. He used that iconic musical score from John Williams—da-dum, da-dum—to signal danger. He used point-of-view shots from under the water, making the audience feel like the shark. He showed a fin, a broken pier, a terrified face. Justine: And it was a million times scarier! What you don't see is always more terrifying than what you do. Your imagination fills in the blanks with something far worse than any rubber shark. So the constraint—the broken machine—became the source of the film's artistic genius. Rachel: That's it precisely. The limitation forced an elegant solution that was better than the original plan. And McKee’s point is that we should seek these constraints out intentionally. Don't just wait for your shark to break. Choose a genre and obey its conventions. Set your story in a single location, like a submarine or a jury room. Give your hero a ticking clock. These aren't limitations; they're focusing lenses for your creative energy. Justine: Okay, I’m sold on this for art. But I’m still thinking about the average person. I’m not directing Jaws this afternoon. Does this principle really apply to, say, my work life? If my boss tells me I have half the usual time and half the budget to complete a project, am I going to have a stroke of genius or just a complete meltdown? Rachel: It’s a fair question, and the meltdown is a definite possibility! But think about it this way. With unlimited time and resources, you might explore a dozen different avenues, create a 100-slide presentation, and ultimately deliver something… sprawling. But with a tight deadline and a small budget, you are forced to ask the most important question: What is the absolute, most critical goal here? What is the one thing that must be communicated or achieved? Justine: You’re forced to find the core of the issue. You have to cut the fluff because you literally don't have time or money for it. It forces you to be decisive. Rachel: Exactly. It forces clarity. It’s the difference between being asked to "write a report on last quarter's sales" and being asked to "write a single page explaining the one reason our top product's sales are down." The second prompt, the one with more constraints, will almost certainly produce a more useful and insightful document. The framework channels your thinking toward a potent conclusion. Justine: It’s like a pressure cooker. The confinement is what builds the pressure that actually cooks the food. Without the sealed pot, you just have a bunch of lukewarm ingredients. Rachel: A perfect metaphor. And that pressure cooker idea is the perfect bridge to our next topic. Because a story isn't just a well-designed box; it’s about what happens to the person you put inside that pressure cooker.

The Anatomy of a Compelling Choice: Good vs. Good or Bad vs. Bad

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Justine: Right. So let's go back to that pressure cooker. The constraints build the heat, but the story itself, the human drama, comes from the impossible choice the character has to make when the pressure becomes unbearable. And this brings us back to my original, evil question about the rival. McKee argues that the most common mistake storytellers make is thinking that drama comes from a choice between good and evil. Rachel: Which, when you think about it, is not a choice at all. It’s an intelligence test. Should I save the puppies or kick the puppies? Should I help the old lady across the street or steal her purse? The answer is obvious. There’s no real dilemma, so it doesn’t reveal anything interesting about the character, other than that they aren't a complete sociopath. Justine: Exactly. A true, character-revealing choice, according to McKee, is a dilemma. And a dilemma is a choice between two irreconcilable goods or a choice between two irreconcilable evils. Let’s take the classic example: Breaking Bad. The story isn't compelling if the choice is, "Walter White is a perfectly healthy, successful, happy man who one day has to decide: should I cook meth or not cook meth?" That's a non-story. Rachel: Of course. The choice is obvious. He'd just go on with his happy life. Justine: But that’s not the story. The real story presents him with a choice between two profound evils. The choice is: do I die of cancer, leaving my family crippled by debt and with the memory of me as a failure… or do I become a literal monster, break every moral code I have, and enter a world of violence and death in order to provide for them? That is a horrific, impossible choice. It's a choice between Bad and Bad. And that is where the story lives. His decision to choose the second evil is what defines his character and sets the entire tragedy in motion. Rachel: And the best stories do this over and over again. They are built on a spine of these impossible choices. Think about The Dark Knight. The Joker is a force of antagonism, but the real drama isn't just "Batman versus the Joker." The real drama comes from the choice the Joker forces upon Batman. He has captured both Harvey Dent, the city's "white knight" and symbol of hope, and Rachel Dawes, the woman Bruce Wayne loves, his personal hope for a normal life. He places them in separate locations, both wired to explode, and tells Batman he can only save one. Justine: It’s a choice between two profound goods. The public good versus the private good. The symbol of the city's soul versus the symbol of his own soul. It’s a perfect dilemma. Rachel: And it’s devastating. Because he chooses to save Rachel, but the Joker, in his chaotic brilliance, lied and switched their locations. So Batman ends up "saving" Harvey, who he didn't choose, while Rachel dies. The choice, and its tragic outcome, shatters both men. It turns Harvey Dent into the villain Two-Face and solidifies Batman's fate as a lonely, cursed protector. The meaning of the entire film hinges on that single, impossible choice between two goods. Justine: It’s so powerful. And it makes me think about how these dilemmas reveal our true values. Your choice, when there is no easy answer, exposes what you prioritize. So, let’s try another one. A bit more low-stakes. Would you rather have no private life at all—paparazzi, social media, everyone knows everything—but everyone thinks you have a very discreet, private life… or, you have a rich, wonderful private life, but everyone thinks you’re an open book and have no secrets? Rachel: Oh, that’s a good one. It’s a choice between the perception of privacy and the reality of it. I think… I think I’d have to choose the reality. I’d take the actual private life, even if everyone thought I was a chronic oversharer. The peace of mind would be worth the annoying public perception. What about you? Justine: See, I’m tempted by the other one! The chaos of having everyone think they know you, while you secretly have this whole other life? There’s a certain power in that. But you’re right, it would be exhausting. But the point is, our answers reveal what we value more: internal peace or external control. And that’s what McKee is getting at. A character is defined by what they are willing to sacrifice when they can't have everything. Rachel: The choice reveals their true nature under pressure. It’s not about their characterization—what they wear, how they talk, their quirky habits. That's just the surface. True character, McKee says, is revealed in the choices a human being makes under pressure. The greater the pressure, the truer and deeper the revelation of their character. Justine: So a story is essentially a laboratory for testing a character’s soul. You create the pressure cooker with constraints, and then you present them with an impossible choice to see what they’re really made of.

Synthesis & Takeaways

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Rachel: Exactly. And when you put these two core ideas together, you really get the blueprint for a powerful narrative. It seems the magic formula, according to McKee, is a combination of a tight box and an impossible choice. The constraints give the story its shape, its focus, and its suspense. They build the pressure. Justine: And the dilemma at its heart gives the story its meaning. It’s the moment the pressure becomes unbearable and the character is forced to act, revealing who they truly are. A great story isn't a sprawling, open field; it’s a pressure cooker. The limitations build the heat, and the choice is what happens when the valve finally blows. Rachel: It’s a profound way to look at storytelling, but also at life. We are all living within constraints—of time, of money, of our own abilities. And we are all faced with dilemmas where the choices aren't between a clear right and a clear wrong, but between competing goods or competing evils. Do I take the secure job I don't love to provide for my family, or do I pursue my passion and risk instability? Do I tell a hard truth that will hurt someone, or a kind lie that will preserve the peace? Justine: These are the stories of our lives. They’re not as dramatic as Batman’s choices, maybe, but they are just as revealing. And understanding the mechanics of story, as McKee lays them out, gives us a new lens to understand our own narratives. Rachel: It gives you an appreciation for the craft, for the invisible architecture that makes a story resonate so deeply. You stop seeing just the plot and start seeing the elegant design beneath it all. Justine: So the next time you watch a movie, or read a book, or even find yourself stuck in a tough decision in your own life, we want to leave you with this thought to ponder: What's the real choice here? What is the constraint that's forcing this moment? Is the dilemma between good and good? Or bad and bad? And if you look closely, you might just discover the hidden, powerful story playing out right in front of you.

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