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This is the second in a series of articles leading up to The Last Great Screenplay Contest deadline, which is July 4th. Today we’re going to talk about a common screenplay topic that remains one of the hardest to get right. And that’s character. Or, more specifically, how to set up your characters to give you the best chance of writing a great screenplay. Because if you can write great characters, everything else tends to fall in place.

I’ve been in innumerable conversations with writers where I’ve read their script, I didn’t like their characters, and afterwards they told me, “This is what I was trying to do with the character,” and what they tell me is in no way what I read. It’s a little bit like how we see ourselves versus how the world sees us. Those two streets don’t always line up. So I want to discuss some major things you can key in on that will help you execute the character in a way where the audience sees them like you do.

Picking a character audiences will respond well to

The first thing you have to do when you create a character is to pick a character who you think AUDIENCES will find interesting. This may seem obvious but what often happens is the writer prioritizes creating characters that THEY find interesting. And they never consider that that type of character won’t play well to others. The number 1 all-time example of this is the main character in a Duncan Jones movie called “Mute.” I read that script ten years before it was made and I could tell right then that the movie wasn’t going to work. The main character was mute and inactive. So there was no way for us to connect with him. I’m sure, Duncan believed, that by giving the character this impairment and throwing him into some rough futuristic exterior, it would make him appealing to people. But the truth is, it was boring. Cause the character was boring. Cause the character couldn’t talk. And the character was passive. So always consider how others will perceive your character and not just how you see them.

Character introduction

A strong character introduction is one of the most important things you will be tasked with. Audiences form the majority of their opinion on characters right away. Which means you need to get two things right. One, give us a character description that stands out and that conveys as much about that character as possible. A lot of good writers use “essence” character descriptions, which are descriptions that are less about the external and more about the internal. “His saggy posture and unkempt look denote a broken man,” is better, for example, than, “He has dark hair and brown eyes.” Once you’ve done that, you must give the character an action that is memorable and that tells us who they are. If your character is a jerk, intro her being a jerk to her co-workers. The combination of these two things – great description and strong action – will literally solve half your character problems. If you want to see a good character intro scene, go check out Ozark (Netflix), Season 3, Episode 1 for Ben Davis’s introduction (it’s in a classroom). Is it any wonder this previously no-name actor is now the hottest name in Hollywood? That’s what a powerful introduction can do.

The Flaw

The reason to give your character a flaw is because a) it instantly provides them with an additional layer, and b) it gives the audience a reason to keep watching them. Because if we care about a character’s flaw, we will care about them overcoming the flaw. The best ways to come up with a flaw are to put yourself in the character’s shoes and ask, “What’s holding me back in life?” Or to identify a flaw in your own character (as in you, the person reading this) and inject that into your fictional character. If neither of those work, look to your character’s situation and occupation. For example, if your character is a money manager, you probably want to give him the flaw of greed (The Wolf of Wall Street). If your character is a kid in a Youth Hitler Camp, you probably want to give him the flaw of close-mindedness (JoJo Rabbit).

Vices

The reason why the execution of vices varies so wildly (in one script, a drug addict is the most cliche character ever, in another, it leads to an Academy Award), is due to how the vice is implemented. A vice is something you should only add if it’s a) being used to forget something, or b) being used to escape something. If your character was sexually assaulted when they were a child, it stands to reason that they may turn to drugs to forget about it. If your character is in a loveless marriage, it stands to reason that they might turn to food (or smoking, or gambling) to avoid the pain of dealing with that. As long as the vice is being motivated by something, it works. But if you’re just making someone a drug addict cause you want a bunch of scenes of them shooting heroin? Be prepared to be hit with the cliche label.

The Compelling Character Dilemma

One of the most common questions I get asked from intermediate screenwriters is, “How do I give a character a flaw without making him unlikable?” Indeed, this is one of the trickier tightropes you must walk in screenwriting. You have to make your character flawed if they’re going to have any depth. But if they’re too flawed, we dislike them. Conversely, if they’re too perfect, we’re annoyed by them. The trick is finding balance. My solution is to use the Formula of Offsetting. Make sure there’s at least one more good or sympathetic trait than there is bad. What do I mean by “sympathetic?” Sympathy doesn’t have to be created within. It can be something pushed upon your character by the outside world. For example, if your character has a blatantly unloving father, we will feel sympathy for them. This is essentially why we’re okay with everyone being an asshole in Succession. Their father doesn’t show any love towards them. To use a movie example, “Joker” is about a creepy guy (1 bad trait) who cares for his ailing mother (1 good trait) and is picked on by everyone (1 sympathetic trait). The good trait and sympathetic trait outnumber the bad trait, so you’re good.

A couple extra points to make about this. The more mature the genre, the more you can lean into a character’s negative traits. Uncut Gems does not have the most likable hero. But it’s a dark indie thriller, a genre where the audience expects the character to be darker. So it’s okay. Likewise, if you’re going into a lighter genre, like a PG-13 comedy, you’ll want to lean a little more into the positive traits of the character. Also relevant to this discussion, the further away you go from the main character, the more negative traits you can get away with. Luke Skywalker wouldn’t work as a badass. But Han Solo, a secondary character, does.

I’m going to finish this up by sharing with you the single biggest character mistake I’ve ever seen in a mainstream film. And I would argue that this mistake didn’t just kill this movie. It killed this director’s career. Look at his movies before this moment and look at his movies after. It’s like night and day. And I genuinely think it’s because he lost sight of how to properly write a character audiences root for.

The movie in question is Vanilla Sky. It’s a Cameron Crowe movie starring Tom Cruise. The movie starts off giving its hero, David Aames, a clear flaw. He’s vain. That flaw is fine, I guess. I don’t think it’s as interesting as a lot of other flaws, but it’s something you can work with. And through the first fifteen minutes, the movie is interesting. A trust fund baby lives the upscale New York City party life us mortals could only dream of. There is an opportunity here to show how a flawed individual overcomes his infatuation with the material world.

And then came the scene.

The scene occurs at David Aames’ house party and David’s best friend, Brian, comes with a girl. David then proceeds, right in front of his best friend, to steal the girl from Brian. Your main character just stole the girl his best friend brought to his party. GAME. OVER. Audience gone. Viewers done. The movie died in that moment. We hated the main character SO MUCH that nothing afterwards mattered. You could’ve written freaking Citizen Kane 2 and nobody would’ve cared. I still can’t believe that Cameron Crowe actually wrote this scene and thought it was going to work. I bring this up to remind you just how critical it is to consider how your character is going to be perceived. If you don’t understand how your character comes across to others, screenwriting becomes very hard. Cause you can do a lot of other things brilliantly and still people will say they don’t like your script. Look at Cameron Crowe. At the time, he was considered one of the top 3 dialogue writers in the world. It didn’t matter, however, when he got the character wrong. NEVER FORGET THAT!

Not sure why this is labeled “deleted scene.” It was in the movie.

Hope the writing is going well! Share your character tips in the comments!

Genre: Family/Sci-Fi
Premise: After moving to Maine and befriending an enigmatic hermit, twelve-year-old Henrietta Thorne begins to wonder if he holds the key to solving a mystery that has eluded our planet for more than a decade.
About: Today’s writers have been at the screenwriting craft for over ten years. They wrote and directed the 2008 dramedy, Humboldt County, starring Fairuza Balk, and the 2014 comedy, Growing Up and Other Lies, starring Amber Tamblyn. Moving out of their comfort zone, their latest script is a sci-fi family flick, which I’d describe as “E.T. meets DEVS.” The screenplay was popular enough to land on last year’s Black List with 7 votes.
Writers: Darren Grodsky & Danny Jacobs
Details: 111 pages

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Isabella Moner for Henrietta?

Writing a good kids movie is one of the toughest challenges a screenwriter will face.

That’s because when you’re writing a movie for kids – your E.T.’s, your Charlie and the Chocolate Factorys, your Home Alones – there’s an understanding that your key demographic is not as discerning as your average mature moviegoer. Much of what your audience will see on screen will be the first time they see it.

This creates a “perfect storm” scenario where the writer can throw in way more cliches and tired choices than they normally would, knowing that the kids won’t care.

However, you still have an extremely discerning series of adult gatekeepers you must impress. Therefore, you have to bring a legitimate level of quality to the script to get them on board. Which brings us right back to where we are with movies for adults, which is that the writing bar is high.

This puts writers in a weird purgatory where they’re trying to please two opposing masters.

If you want my opinion on what makes for a strong family script, it’s concept. An exciting concept gets kids in theaters so producers will overlook weaknesses in your script – more so than in “adult” genres – because it’s hard to find a home run kids idea. If a producer spots one, he’ll hire however many rewrites he needs to get the script in shape.

The Man In The Woods is a tough call as a concept. The subject matter is quite heady. So I don’t know how it’s going to play to children.

Henrietta Thorne, 12 years old, has just moved to a small town in Maine with her single mom and younger deaf brother. Science-obsessed Henrietta is excited about the move because she’s close to the “Rip.” The “Rip” is a giant hole that appeared in the sky 13 years ago that science can’t explain.

As Henrietta starts to make friends, which include a boy named Dustin who wants to be an obituary writer, she learns of the Millinocket Hermit, a strange man who lives deep in the Maine forest. One day, while out exploring, she falls down a hill, injures herself, and the Hermit finds her and nurses her back to health.

Henrietta can tell that this man is different because he’s able to float above the ground. Henrietta learns that the man used a strange wrist device to fix her and takes the device home. When her brother, Ben, gets sick, she gives him the device, and not only does it save him, but it repairs his hearing!

Meanwhile, the Hermit is dying, presumably because he needs that wrist device back. So Henrietta must sneak into the hospital and retrieve it (the doctors took it off her brother). She’s able to get it back, then deliver it to the Hermit so he survives.

(Spoilers)

Once reunited, the man reveals he came from the Rip and that he’s from the future. He lives in the wild because, if he interacts with the world, the Rip grows stronger and becomes more dangerous, unleashing things like hurricanes and mass locust storms. There’s one more secret the man is keeping from Henrietta. But that one he cannot tell her, or else he risks the entire world imploding.

The theme of this review was going to be: How to write child characters. But when I started to form the basis for the article, I realized this topic is way too expansive to fit in a single review. So I’ll give you the Cliff’s Notes.

Most writers make the mistake of creating precocious kids who are just like adults. And I understand the appeal. It’s easier for an adult to write a child if the child acts like an adult. But if you look back at some of the most famous movies with children, you don’t see this as often.

When you write children, it’s best to key in on themes that are important to children. Friendship is a common one. E.T. is about a kid who needs a friend. So the alien isn’t so much an alien as it is a friend just when your child hero needed him.

Another popular theme is being good. That’s one of the driving principles of being a child – learning right from wrong and making good decisions. This is packaged in constant reminders to “Be good.” And “Don’t be bad.” That’s what Willy Wonka and The Chocolate Factory is all about. The reason Charlie “wins” at the end is because unlike the other kids, he was given the choice to hand over the everlasting gobstobber to Willy’s candy nemesis for money, but he didn’t. He gave it back instead.

To Grodsky & Jacobs’s credit, they do explore a somewhat popular children’s theme of moving somewhere new where you don’t know anyone. It’s a nightmare for a lot of children. You have to leave all your friends behind and start over. It’s scary.

But that choice was negated by making Henrietta an – you guessed it – overly precocious smarter-than-your average-adult 12 year old girl. We’re going right back to that problem again. It feels lazy when child characters are written this way. Charlie isn’t written this way in Willy Wonka. Elliot isn’t written this way in E.T. The reason that matters is because those characters feel more like KIDS. And kids (the ones who go to the movie) can relate better to kids.

I don’t know about you. But I never liked the kids who acted liked adults when I was young. I wanted to hang out with other kids!

That’s not to say there aren’t stories where the precocious character type won’t work. And I didn’t dislike Henrietta. But I guess the issue I always run up against when I encounter these characters is that they *feel written*. Instead of just *being*, you can feel the writer’s hand crafting every clever line, crafting every adult-like move. It doesn’t feel organic.

Getting back to the script, it was mostly entertaining. I like what the writers were trying to do. They leaned into the emotional component of the story. The climax is not about the science-fiction stuff. It’s about the characters. A lot of writers make that mistake where they get too wrapped up in the plot stuff when what the viewers really want is some sort of emotional catharsis from the characters.

But the execution never popped for me. It was one of those scripts where you admire the professionalism, you can appreciate what they were going for, you can see why the script got attention. But it was missing that “extra” piece that gets readers excited.

I suspect that the concept was the reason for that. It’s fun. But it’s a shade too soft to build a movie around. It needed something else.

I’m interested to hear what all of you think makes for good kid character writing. We all agree that the precocious stuff is overused. But what DOES work? What do you consider to be good kid character writing? Use movie examples if you can!

[ ] What the hell did I just read?
[x] wasn’t for me
[ ] worth the read
[ ] impressive
[ ] genius

What I learned: Because children don’t have as much life experience as adults, their flaws will be SIMPLER. They might be SELFISH. They might be SHY. They might be IMPATIENT. Don’t overthink flaws with kids. Keep it simple. Keep it stupid.

Genre: Music Biopic
Premise: The turbulent road to success of the band, Fleetwood Mac, whose childhood sweetheart members, Lindsey Buckingham and Stevie Nicks, broke up and began writing songs about each other, songs that would make the band one of the most popular of all time.
About: Rumours finished Top 10 on last year’s Black List. This is the breakthrough screenplay for writers Tyler Austin and Patrick Eme.
Writers: Tyler Austin & Patrick Eme
Details: 121 pages

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Uh oh.

Did someone say “Music Biopic?”

And Carson is still in the room?

Yes, it’s true. I have a longstanding rule here at Scriptshadow that all music biopics are awful until proven otherwise.

It’s not the most ridiculous take if you look at the evidence. Most writers who write these things don’t know how to write. They know how to research (if by “research” you mean checking out the first 10 hits on Google) the band/artist they’re writing about then give us the most linear vanilla telling of that story the medium allows.

This blasphemous approach yielded such movies as “Ray” and “Walk The Line,” films that nearly destroyed the biopic after thousands lost their lives dying of boredom while watching them.

The only – and I mean ONLY – music biopic that gave me hope for the music biopic genre was Blonde Ambition, the 2015 number 1 Black List script about Madonna. The reason that script was so good was because a) it was interested in telling a good story all on its own, and b) it wasn’t afraid to dig into the ugly parts of its subject’s life.

Audiences can tell when you’re honest. That’s the art they TRULY respond to because it mimics real life. When you start telling lies, sweet little lies, to make your movie more “commercial,” we’re not going to accept it. ESPECIALLY in non-fiction material, because that’s when you’re most required to provide the truth.

Which segues us perfectly into today’s script. Because today’s script is about the ugly. It’s about the truth. It’s about the rough realities of life, even in the face of being the most popular band in the world.

Wait a minute, wait a minute. Does this mean, Carson, that you actually LIKED a music biopic screenplay? Is that even possible?

Read on to find out.

For those who don’t know, Fleetwood Mac was a gigantic awesome band who could do no wrong for a stint in the mid-70s. It all started when teenage sweethearts Lindsey Buckingham and Stevie Nicks joined up with an already successful band called, Fleetwood Mac.

Their first album together, released in 1975, was a success. But it was during the resulting tour that vocalist Stevie began partying more and meeting lots of people. And while it was never made clear in the script exactly what happened, this seems to have led to Lindsey and Stevie’s breakup.

Now normally when you break up with someone, you go your own ways. But Lindsey and Stevie’s plan was a litttttttllllle different. They started writing songs about each other. Mean songs. Like Lindsey’s “Go Your Own Way.” Then Stevie would come back at him with a song of her own, “Silver Springs.”

That 1977 album would go on to win ALBUM OF THE FREAKING YEAR and Fleetwood Mac seemed, to the outside world at least, unstoppable. But let’s be real. You can’t have that much conflict going on inside your house and expect it not to burn down. Just ask The Beatles.

Lindsey would become obsessed with creating experimental music while Stevie did more drugs than you can find at your local CVS. And she banged a lot of dudes, too. Or, at least, that’s the rumour. Would these two former lovebirds be permanently stuck in this music landscape alone? Or would they find a way to reconcile?

This may be the first wikipedia adaptation of a biopic that I actually liked.

That’s because the material is so juicy.

The first half of this script is notably formulaic. It feels like we’re hitting pre-ordained plot beats on cruise control (they meet, they like each other, they form a band, they struggle, they meet Fleetwood Mac). I remember angrily typing down in the rough draft of this document that this was the FREAKING PROBLEM with music biopics. So vanilla. So linear. So predictable.

But the second there’s trouble in paradise between Stevie and Lindsey, things get good. I’d always heard these two were together then broke up and they may have wrote some songs about each other. But I didn’t know that they were actively not talking and using these songs as weapons against one another. That took this script to a new level.

And I think there’s a fascinating conversation to be had here about what creates good art. That conflict and consternation and weathering the toughest moments in life – that’s what creates our biggest emotional reservoirs to draw from. And nowhere is that better proven than Fleetwood Mac and their Album of the Year, Rumours. It is the sum total of a nuclear blast of conflict.

I think about that when it applies to screenwriting. It’s hard to write something good if there isn’t some conflict involved between you and the piece. Maybe it’s you and the main character. Maybe it’s you and the setting. Maybe it’s you and the subject matter. The closer you are to the pain that inspires your art, the more likely you are to write something good.

So that was a cool “story-within-the-story” to watch.

The frustrating thing about Rumours is that it’s good, but it has the potential to be really good. I can point to three areas where it needs to tighten the screws. By the way, the phrase “tighten the screws” means you’re making a murky element clearer.

The first adjustment is that it never shows us Lindsey and Stevie super in love. We see Stevie giddy when she first meets Lindsey. But then we cut straight to them living in a ratchet apartment and not having a lot of fun together.

If we never experience them being in love – seeing that in their faces and how they act around each other – then the breakup isn’t going to be as powerful. And the breakup is EVERYTHING in this movie. That’s what the movie is about – how this breakup creates the most memorable album ever.

The second adjustment is the writers never tell us why they broke up. It’s all murky and vague. They’re hanging out. Then they’re not hanging out as much. Then Stevie gets an innocent ride home from Don Henley. Then they’re broken up somehow. Come on! This is an important moment. It needs more of a defining scene. It can’t be something that happens off-screen.

(spoiler) Finally, you need a better reconciliation. I like what the writers’ intent was. This movie doesn’t end with Lindsey and Stevie realizing they love each other. It’s more realistic than that. Lindsey goes to Stevie and says he wants to start working on music together again. But they don’t even give us a hint of any happiness between the two. They sit down and begrudgingly start working a song. I’m not asking for Hugh Grant and Julia Roberts here. Lindsey doesn’t not need to tell Stevie that he’s just a boy… standing in front of a girl. I’m asking for a little bit of love. A smile. Have them remember some old moment together and laugh about it. That’s not too much to ask, is it?

If they did these things, I would bump this up to an “impressive.” Because it’s a great story and it’s great music (I went and listened to all their songs afterwards). Well worth the read.

[ ] What the hell did I just read?
[ ] wasn’t for me
[xx] worth the read
[ ] impressive
[ ] genius

What I learned: This script taught me the power of exploring conflict in unique ways. Usually, when you think of conflict between two characters, you think of it in a straight-forward manner. This person doesn’t like that person so they let them know. And the other person lets them know what they think right back. That’s rarely interesting. What’s interesting is when people explore conflict in roundabout ways. Indirectly. Passive-aggressively. Creatively. And that’s what we get here. We get these two people exploring their conflict through song-writing. It’s a reminder that there’s a bigger conflict toolbox to play with than you think.

Today we introduce a new screenwriting term – the “reluctant active hero.”

Genre: Comedy/Drama
Premise: Based on Pete Davidson’s life, a directionless young man, whose life changed forever when his firefighter father died, must come to grips with the reality that his mother is finally starting to date again.
About: Comedy media mogul Judd Apatow, who made Amy Schumer a star by directing the semi-autobiographical film, Trainwreck, is attempting to do the same with another polarizing Saturday Night Live comedian, Pete Davidson, best known for his public breakdowns in the media, among other things. Like many movies during these times, the film decided to ditch a theatrical release in favor of going the digital route.
Writers: Judd Apatow & Pete Davis and Dave Sirus
Details: 2 hours and 16 minutes

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Screenwriting Pro Tip: A hero who’s good with kids makes him instantly likable

I love reviewing Judd Apatow movies. As narratively frustrating as he can be, there is no one in the Hollywood comedy space who comes close to him. I mean, his closest competitor is Adam Sandler. And he comes nowhere near Apatow in terms of putting out a quality comedy product.

Apatow’s secret is that he finds the realness in people. He actually does the things all the screenwriting gurus say to do. He doesn’t just create backstory for his characters. He makes sure the backstory INFORMS the characters. You see that with Pete Davidson’s character, Scott. There isn’t a single element of his persona that isn’t influenced by his father dying when he was young.

The reason Apatow’s films always fall short of being classics, though, is that he doesn’t have an inner editor. He includes everything. This not only results in his movies being long. But the pacing is always off. Scenes drift. Sequences (pro tip: a ‘sequence’ is a series of scenes) occasionally feel aimless. I mean, the first thing I noticed when I loaded up the movie was the length – 2:16. “Yup,” I said. “This is an Apatow movie.”

Scott Carlin is a 24 year old loser. He’ll be the first to tell you that. Scott lives with his mother, doesn’t have a job, doesn’t have any plans except for a vague hope to be a tattoo artist some day. Scott smokes more pot than Chaz grows, using it to cope with his total and utter worthlessness.

Scott’s life gets a whole lot worse when his mother, Margie, starts dating a man from the neighborhood, Ray. Scott’s issue with Ray is that he’s a fireman (just like his dead father) and Scott sees this as an attempt by his mom to replace dad and leave Scott behind. So Scott begins acting out, doing more drugs, and even robs a store with his friends, resulting in them going to prison (Scott is the lone friend to get away).

Scott then sets his sights on sabotaging Ray’s relationship with his mother. But it backfires when they both get into a physical altercation, resulting in Margie kicking them out (midpoint shift of the movie for screenwriting structure gurus). Without any place to go, Scott asks Ray if he can stay at the fire station, which Ray agrees to as long as Scott works.

This allows Scott to experience purpose and structure for the first time in his life, as well as understand the world his father was a part of before he died. In the end, this propels Scott into the next phase of his life, where he finally accepts the responsibilities of being an adult.

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I learned something interesting about this movie while watching Bill Burr on Joe Rogan’s podcast (Burr plays Ray in the film). He said that, originally, the first scene of the film occurred in the middle of the movie. At some point, someone suggested having the scene moved to the opening.

I bring this up because one of the most important things in screenwriting is making the audience understand who a character is. It seems easy when it’s done well. But in most amateur screenplays, this is one of the most common mistakes I see. Writers don’t define who their character is. And, therefore, we never get a feel for them, resulting in us not caring what they do.

The scene in question has Scott driving his car on the highway and, for about 10 seconds, he closes his eyes completely. It just so happens that there’s a wreck up ahead, so when Scott opens his eyes, he’s seconds away from crashing into those cars. He’s barely able to steer around them and avoid the collision, but it was close.

The scene serves as a key insight into Scott’s character. This is a man who doesn’t value his existence. He doesn’t think he’s worthy of life. And it helps tell us, right away, exactly why he lives his life the way he does. So always remember that. What is that first scene you’re using to introduce your hero that’s giving us a key insight into who they are? It might be a scene later in the script you need to move.

King of Staten Island is a tale of two halves.

The first half is a screenwriting cautionary tale and the second half is a course study in the value of structure.

Let’s start with the first half first.

Despite my compliment regarding the first scene, King of Staten Island has a major hero problem. Its main character is inactive. Now, granted, his inactivity is an organic extension of his character. The whole point is to explore the life of someone with no direction. So it makes sense that he’s passive.

The problem is that his inactivity creates a first half with no momentum. Like Scott, the script is sort of stumbling around looking for a point. There is no plot other than Ray coming into the picture and dating his mom. But that can only give the plot so much structure. So we’re mostly following Scott around as he does nothing and complains about how he does nothing. Not the most riveting storyline.

Things change when he and Ray get into a fight and Scott is forced to stay at the fire station. All of a sudden, the script has structure because the station has structure. Scott now has something to do every day. And we feel like we’re progressing. He gets better at what he does, starts getting more responsibility, starts valuing the job his father did. It’s a 180 degree turn from the first half of the script.

It was a reminder that structure comes in many forms. It can come from giving your hero a goal he must achieve, which, in turn, allows you to create a set of smaller progressing goals and obstacles (which structures the narrative). Or it can come from placing your hero inside a structured environment. That is naturally going to lead to a more structured story. Ideally, you’d do both. But one can work.

Wrapping things up here, King of Staten Island is clearly Judd Apatow’s Good Will Hunting. Both movies have reluctant working-class protagonists with dead father issues who have little self-worth which they make up for in other ways (Will through fighting/anger, Scott through doing drugs). But there’s a reason Good Will Hunting is better than Staten Island. And it has to do with recognizing the limitations of the character you’re working with and designing a screenplay that makes up for those limitations.

Will Hunting does this. King of Staten Island does not. And I’ll explain the difference below in the “What I Learned” section.

Despite this, King of Staten Island is a good movie. I actually marvel at the fact that Apatow anchored his film around two non-actors (Pete Davidson and Bill Burr) and still got it to work. The fact that he was able to get convincing performances out of both of them is a minor miracle. And the fact that the movie ends better than it starts leaves you feeling good afterwards, almost to the point where you forget how wandering the first half was.

If only Apatow would hire an editor, he could take movies like Staten Island to the next level.

[ ] What the hell did I just watch?
[ ] wasn’t for me
[x] worth the watch
[ ] impressive
[ ] genius

What I learned: The Reluctant Active Hero – If your hero is passive, which can happen when you’re writing a movie like The King of Staten Island, construct a story whereby he’s forced to be active. That’s what Good Will Hunting did. Like Scott, Will Hunting was not an active character by any stretch. When it’s up to him, he does nothing. By putting him inside this mandated activity, however, Will is forced to be active. He must show up to both these therapy and math sessions or else he goes to jail. So the next time you’re writing a character like Scott who’s lazy and does nothing, consider injecting a structure inside your story that forces them to participate in something they don’t want to participate in.

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For those not up to date, I’ve moved The Last Great Screenplay Contest deadline to July 4th. That gives us FOUR Thursday articles to get your script into shape so you can win the contest and we can get your movie made and take over Hollywood. Each of these four articles will deal with a major screenwriting component and why not start with everybody’s favorite screenwriting topic: DIALOGUE.

Now we’ve gone over dialogue every which way on this site. I’m not sure I can add anything new. But what I *can* do is talk about some of these things in a more abstract sense. Because let’s be honest. The pursuit of great dialogue has an undefinable abstract quality to it. Nobody’s able to nail down definitive rules that lead to great dialogue. I’m hoping that by exploring some of the topics that influence dialogue, we can get a stronger sense of how to master this elusive part of screenwriting. Let’s get to it.

1) Keep it clean – Yesterday’s script, The Swells, didn’t have the greatest dialogue. But the dialogue was very easy to read. And the thing I noticed was that the writer put as little description between dialogue lines as possible. This ensured that the dialogue flowed effortlessly. When a writer starts interjecting what the characters are doing or how they’re reacting inside a dialogue scene, it slows things down A LOT. This is one of the easiest ways to make your dialogue stronger. Keep your excessive description to yourself.

2) Excavation of Exposition – Exposition is a dialogue killer. And, depending on how excessive your plot is, you could get stuck writing tons of it. So how do you make the dialogue fun to read when you have all this technical plot stuff you have to convey? The answer to this could be its own article. But here’s what I endorse. Do a first draft of the scene with all your exposition in there. Then, every time you rewrite the scene, take away AS MUCH EXPOSITION AS YOU CAN and replace it with natural conversation. Make it sound more and more like people talking to each other as opposed to characters giving readers information. You’d be surprised at how far you can take it. A page-long monologue about what it’s going to take to steal the money might end up being as simple is, “We get in there by sunset, we’ve got eight minutes, then we’re out.” If it feels like there’s even a little bit of talky exposition in a scene, do everything in your power to squash it.

3) Turn off your inner grammar Nazi – A telltale sign of weak dialogue is grammatically correct dialogue. Dialogue that doesn’t have any of the messy linguistic flow of a real-life conversation. The most basic example of this is if a character says, “What is up?” Instead of “What’s up?” This mistake permeates logic-based writers who don’t have an appreciation for how loose and fun language can be. Instead of saying, “Did you and Mary finally make it to your date night reservation on time?” you might want to go with something like, “Lemme guess. Another Taco Tuesday disaster?” Yes, there will be robotic characters who speak in grammatically correct sentences. But if you don’t have one of those, loosen up, dude.

4) Don’t overwrite dialogue – Dialogue is the opposite of description. Description is something you can keep perfecting with each draft and it’ll continue to get better. But when you do this with dialogue, it reaches a point where it starts to feel too perfect. The answers are too clever. The responses are more intelligent than the character who’s saying them. It’s this “crossing the rubicon” moment where the dialogue is so honed that it no longer sounds like the messy splattered world of real-life conversation. You can approach this problem in two ways. The first is to be aware of when you’re doing it. It usually picks up around the 5th or 6th draft. Check yourself. Ask, “Does this sound too perfect?” A second more radical approach is, once you’ve perfected the dialogue of a scene over 5 to 6 drafts, erase the scene altogether and write the dialogue from scratch. The reason this works is because you know the scene so well that you’re much better able to navigate the conversation. And yet, the dialogue still has that messy real-life feel to it since you’ve rewritten it from scratch.

5) Boring dialogue comes from boring characters – Think about it. When has a really interesting character ever spouted out a bunch of boring dialogue? It doesn’t happen. So if you’re struggling with bad dialogue in your script, look at your characters and ask if they’re interesting – if they’re unique and have strong personalities. One of the hardest things to do is to make a bland character an interesting conversationalist. Do a character check. Add personality to the ones who aren’t interesting and you’re going to find that your dialogue becomes a lot better.

6) Pump up the pressure – The things we say usually become more interesting when more pressure is added to the situation. So if you put two characters in a room who have nothing to do but talk, you have zero pressure in the scene. Which is a recipe for bland dialogue. Find a pressure point, push, and your dialogue is going to come alive. Pressure can come from anywhere. It could be the pressure of the walls closing in in the trash compactor scene in Star Wars. It could come from characters being chained to the wall like in the original Saw. It could come from one character needing something important from the other character, which is why interrogation scenes work so well. It could come from the deadly sun constantly being on their tail in Into The Night. Find a pressure point, or two, or three, press in on the scene, and your dialogue is going to start popping.

7) Embrace indirectness – Dialogue is worst when what the characters are saying is exactly what they’re thinking. The trick with dialogue is to look for ways AROUND saying the thing they’re saying. For example, if a wife wants to know where her husband was last night, she could say, “Where were you last night?” Or she could say, “You came home late.” The second one is going to lead to a much more interesting conversation because it’s indirect. Likewise, the husband could respond, “I know I stayed out too late. I’m sorry. I won’t do it again.” Or he could respond, “So this is how you want to start the day?” While there are scenes in movies where characters will have straight-forward conversations, most conversations contain an element of shifting around the information that’s being exchanged. This is what makes conversation interesting, is the human element. It’s the dance. It’s the playful way in which we slither around the topic.

8) Have fun when it’s appropriate – You hear it over and over again. Erase all dialogue that doesn’t move the scene forward. I don’t believe in that. As long as your characters are moving towards something (as opposed to sitting around doing nothing) you can create little pockets of “pointless” dialogue because they’re not pointless if they’re informing us about the characters. I’m reminded of the famous Jules and Vincent scene from Pulp Fiction where they go up to kill a guy. Tarantino could’ve cut to them walking into the room. Instead, he showed us these two shooting the shit before they get to the room. And the reason it worked was because there was no plot to expose. It was just a funny scene of two dudes talking. And we didn’t mind because the characters were MOVING TOWARDS SOMETHING. The mistake all these Tarantino wannabe writers made after Pulp Fiction was they would write scenes like this with characters sitting around doing nothing. The audience is more likely to accept these “pointless” dialogue exchanges when the characters are moving towards some goal.

9) The people in your script are real – This is more of a mindset shift than anything. But if you think of your characters as characters in a story, they will speak like characters in a story. If you think of them as real people, they’re more likely to speak like real people. Let’s say your hero, Nathan, needs to ask his friend, Hank, for money. If you’re thinking of this as a story, you’re going to overthink how Nathan would say the correct lines that both inform the reader what’s going on while keeping the dialogue short and to the point in order to move the scene along as quickly as possible. But if you’re thinking of this as two real life friends, everything that they’d say changes. Hank might sit down and start babbling about the guy at his office who lost his entire paycheck on a pyramid scheme. Their conversation is going to be more free-flowing and realistic, and therefore more reflective of real life. Eventually, you’ll have to cut some of the extraneous “real-life” stuff out to keep the scene focused. But, chances are, you’ll retain enough of these real-life thoughts that the conversation is going to feel more realistic.

10) The way you say it is rarely the most interesting way to say it – That big splashy “we need to hire this writer for a dialogue polish” type of dialogue breaks down to finding creative ways to say common things. Normal is boring. Different is refreshing. In the Black List script, “Get Home Safe,” writer Christy Hall has a Skype scene between her main character, Skylar, and Skylar’s mom. In the scene, the mom asks Skylar if it’s okay to post a link to her band. Skylar says of course, you should’ve done that already. Her mom replies, “But you get mad at me when I post stuff without telling you.” Skylar then clarifies what things her mom posts that make her mad. For this, I want all of you to go in the comments section and write out Skylar’s frustrated dialogue response to her mom that explains the things she gets upset about that her mom posts to social media. Then, I want you to come back here and read what Christy Hall wrote. Because it’s going to show you the difference between weak and strong dialogue. Here’s Skylar’s reply in the script: “I only get mad when you post a photo of me deep-throating a burger on the Fourth of July, when I’m on my period, in a bikini, and looking like a friggin’ house, Mom, there’s a huuuuuuge difference.” There’s a ton to get into as to why this is such a strong line of dialogue. First, “deep-throating” is a way more interesting way to say “eating.” So already, she’s separated herself from the screenwriter pack. Next, we get the very specific DETAILED response of Skylar not liking period bikini pictures. That’s a place a lot of writers would be scared to go or not even think of. It feels specific. It feels unique. Skylar does not say “fucking.” She says “friggin.” It’s a small difference, but it’s one more slightly unique element that helps the line stand out. Finally, she doesn’t use proper sentence structure at the end. “There’s a huge difference” should be its own sentence. But by using a comma instead of period, it conveys the “all said in one breath” nature of the response, which mimics how it would sound in real life. Even the detail of using “huuuuuuuge” as opposed to “huge,” adds flavor to the line that further differentiates it from your average line of dialogue. This is an A+ level dialogue line. You achieve this by looking for different ways to say common things. You’ve got to tap into that creative spot of your brain to find this stuff and level up your dialogue.