WEBVTT

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You know, you usually expect the most influential

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figures in entertainment to have, like, immediate

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universal name recognition. You say Spielberg,

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you say Scorsese, and a very specific cinematic

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image just instantly pops into your head. Right.

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I mean, they operate as their own cultural brands.

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You know exactly what you're getting before the

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opening credits even finish rolling. Which makes

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their legacy very clean. Right. very visible.

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But then you look at the actual landscape of

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pop culture over the last 40 years and you realize

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that some of the most profound influences on

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your own childhood, the visual styles, the chaotic

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pacing, the comedic tones that actually shape

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your sense of humor, They were crafted by people

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operating almost entirely under the radar. Oh,

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absolutely. They're the hidden architects of

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our nostalgia. I mean, they are the creators

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who built the house you grew up in, even if their

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name isn't actually on the mailbox. Yeah, that's

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exactly it. And that brings us to the mission

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of today's Deep Dive. We are unpacking the incredibly

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fascinating, just wildly unpredictable career

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of an American filmmaker named Savage Steve Holland.

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Such a great topic. Right. To do this, we've

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pulled together his Wikipedia page alongside

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a stack of retrospectives and industry analyses

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of his career. We really want to figure out exactly

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what it means to build a legacy when the front

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door of Hollywood just kind of slams shut in

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your face. Yeah. And if you don't immediately

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recognize his name, I guarantee you recognize

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his fingerprints. Oh, 100%. So. setting the stage

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for you. His career isn't just long. It is like,

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relentlessly adaptable. Yeah, we're looking at

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a creative force who is actively working from

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1983 all the way up to 2020. I mean, he's not

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just a traditional director. He's a writer, a

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producer, an animator, and a voice actor. The

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journey he takes through those four decades is

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wild. We're gonna explore some high -profile

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cinematic stumbles, legendary 80s cult classics,

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and this unbelievable career pivot that completely

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dominated kids' television. It really is an incredible

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arc. But... we have to start where his journey

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began, because his early days are just the absolute

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stuff of Hollywood myth -making. He starts out

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with this raw, undeniable talent, driven by an

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early love for animation, and he ends up at the

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prestigious California Institute of the Arts,

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which most people know as CalArts. Right. And

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we have to remember, CalArts in the late 70s

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and early 80s was essentially the ultimate training

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ground for modern animators and filmmakers. Like

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a talent incubator. Exactly. The incubator that...

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a massive wave of the talent that would go on

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to define, you know, the Disney Renaissance and

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Pixar. So he's swimming in that talent pool,

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right? Yeah. And he creates this semi -autobiographical

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short film called My 11 -Year -Old Birthday Party.

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And this isn't just like a fun little student

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project that his classmates politely clap for

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in a lecture hall. No, not at all. It actually

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ends up opening the L .A. Film Festival. And

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then he follows it up with another student project

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in 1980 called Going Nowhere Fast. And this one

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gets exhibited at the Museum of Modern Art in

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New York in a show called Tomorrowland, Callert's

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In Moving Pictures. I mean, having your college

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homework exhibited at MoMA is almost unheard

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of. It's crazy. It really is. It immediately

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signals that there is a very distinct fully formed

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artistic voice at play. Because, you know, student

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films are often pretty derivative. They usually

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look like a young director trying to copy their

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favorite Scorsese or Coppola movie. Right, just

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imitating their heroes. Exactly. But Holland's

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work didn't look like anyone else's. And that

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unique voice catches the attention of literal

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Hollywood royalty. Henry Winkler, the Fonz himself,

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he sees Holland's work. loves it and helps him

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land a deal to direct his very first live action

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feature film. Just an unbelievable break. Right.

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But OK, let's unpack this for a second, because

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I have to admit I'm always a little skeptical

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of these fairy tale origin stories. Oh, sure.

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It feels like like a high school baseball player

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getting drafted straight into the major leagues.

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Doesn't this kind of rapid, massive early validation

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sometimes set an artist up for a really brutal

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reality check later on? Well, what's fascinating

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here is that it absolutely does. Because when

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you leapfrog that traditional dues -paying phase,

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you know, being a production assistant, directing

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commercials, doing second -unit work, you are

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immediately playing with incredibly high stakes.

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Right. You don't get to make mistakes in private.

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Exactly. The industry expects you to deliver

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a home run on your very first swing in the majors.

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But what made Holland's rapid rise so interesting

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wasn't just that he was a good storyteller. It

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was the specific mechanics of his style. The

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animation background, right? Yeah, his background

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in animation gave his live action work this highly

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stylized, almost chaotic visual language. So

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what does that actually look like in practice

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for someone who hasn't seen it? Well, think about

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the fundamental difference between live action

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and animation. A traditional live action director

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sets up a camera and captures reality as it plays

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out. OK. But an animator creates reality frame

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by frame. They control every single millisecond

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of motion. And that allows for like surreal physics,

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exaggerated facial expressions, rapid fire visual

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gags. Wow. So when Holland moved to live action,

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he didn't abandon that animator's brain. His

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student films jumped off the screen because they

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defied standard live action pacing. He basically

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treated human actors like cartoon characters.

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And that fresh, bizarre energy is exactly what

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caught Henry Winkler's eye. Precisely. Which

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brings us to his big swing in the majors. Thanks

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to that feature deal, Holland directs two back

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-to -back teen comedies, Better Off Dead in 1985

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and One Crazy Summer in 1986. Both of these films

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star a young, pre -fame John Cusack. Two absolute

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classics. Right. But here's where it gets really

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interesting. Upon their theatrical release, both

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of these movies were outright financial bombs.

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Complete flops. They just flat out failed at

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the box office. But today, They are massive,

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universally beloved cult classics. I mean, they

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are essentially required viewing for anyone studying

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80s comedy. So I have this theory. I'm looking

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at this timeline and wondering, is a box office

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bomb actually a failure if it eventually becomes

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a classic? That's a good question. It feels like

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these films were... Like time capsule seeds.

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You plant them, the initial crop completely fails.

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You look at the dirt and say, well, that was

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a bust. But then 10 years later, you walk outside

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and you have this massive, thriving orchard.

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I like that. But how does a creator even process

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that kind of delayed success when the initial

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sting of failure is so public? I like the orchard

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analogy. But if we connect this to the bigger

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picture, let's take this stuff further. It's

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not just that the seeds took a long time to grow.

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It's that the entire climate of the entertainment

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industry changed while they were in the ground.

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What do you mean by that? To understand why these

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movies bombed and then exploded, we really have

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to look at the mechanical realities of the mid

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-1980s box office versus home viewing. Oh, you're

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talking about the rise of home video and cable.

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Exactly. Yeah. When Better Off Dead hit theaters

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in 1985, it was marketed as a standard run -of

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-the -mill teen sex comedy. You know, something

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like Porky's or a John Hughes film. Right, which

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was the trend at the time. Yeah. But audiences

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bought tickets and were suddenly hit with Holland's

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manic animated live -action style. I mean, there

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are stop -motion dancing hamburgers playing guitar.

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Oh, wow. Yeah. There are these surreal cutaway

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gags. The pacing was frantic. So the theatrical

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audience was confused because the marketing promised

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one thing, and the movie delivered this absurdist

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cartoon. So they basically rejected it in the

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theater because it wasn't what they paid for.

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They did. And previously, if your movie failed

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in theaters, it was just dead forever. Right.

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There was no second chance. Exactly. The theatrical

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run was a tiny window, maybe three or four weeks.

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If you didn't get thousands of people into seats

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immediately, The studio pulled the film. But

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Holland's films arrived exactly as shifting distribution

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models were completely altering the lifespan

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of a movie. Because suddenly HBO needs to fill

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24 hours of programming every single day. Yes.

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And local video stores need thousands of VHS

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tapes to fill their shelves. They basically created

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a massive secondary ecosystem. A theatrical release

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demands immediate mass consensus. But a VHS tape.

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sitting on a shelf at Blockbuster. It just waits

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patiently for one weird teenager to rent it on

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a Friday night, show it to three friends, and

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then rent it again the next week. So the infinite

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programming windows of cable television and like

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the physical accessibility of VHS rentals allowed

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the films to slowly find the exact audience that

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actually understood Holland's cartoon logic.

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Precisely. Kids and teenagers could watch them

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over and over again on a Saturday afternoon.

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The box office is really just an illusion of

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failure. That's a great way to put it. It masked

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a much deeper cultural resonance that just needed

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the right distribution mechanism to unlock it.

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But, you know, Hollywood operates on a very strict

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what -have -you -done -for -me -lately philosophy.

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Even if these movies are slowly building this

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massive cult following on VHS, the immediate

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theatrical failure had to have consequences in

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real time. Oh, definitely. And it definitely

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did. Holland struggles to find work in feature

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films. He eventually takes a last -minute work

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-for -hire job directing a movie called How I

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Got Into College in 1989. and he only got the

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job because the original director had dropped

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out at the last minute. Which, you know, taking

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over a project after another director bails is

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a classic red flag in the film industry. Oh,

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is it? Oh, yeah. You are inheriting someone else's

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script, someone else's pre -production, and usually

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just a deeply flawed foundation. Well, Holland

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himself later admitted the film seemed a little

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doomed from the start. Yeah, that makes sense.

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And sure enough, it tanked. In fact, how I got

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into college was the very last film Savage Steve

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Holland ever made that had a traditional theatrical

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release. And honestly, most directors would hit

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that wall. look at a string of theatrical bombs

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and simply fade into obscurity. Right. Traditional

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logic says your career in Hollywood is over at

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that point. Exactly. But he completely rewrites

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the rules of his own career. This is the part

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of his story that absolutely blows my mind. Instead

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of packing it in and leaving the industry, he

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pivots hard. A total reinvention. Yeah. He becomes

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the assistant director for Saturday Night Live

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from 1988 to 1990. And if you grew up watching

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the daytime game show Press Your Luck, you know

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the iconic Whammy character that would pop up

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and steal the contestants money? Oh, of course.

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Holland designed and animated the Whammy for

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every single episode of that show from 1983 to

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1986. Notice what he's doing there, though. He

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is falling back on the foundational animation

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skills that got him into Cal Arts and MoMA in

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the first place. Oh, that's true. When the live

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action door closed, he didn't bang his head against

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it. He just walked through the animation door

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that he had already left. propped open. And then

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he turns his attention almost entirely to television.

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He co -creates and executive produces the animated

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series Eek, The Cat for Fox Kids. He works on

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quirky shows like The New Adventures of Beans

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Baxter and Encyclopedia Brown. All really unique

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property. Yeah. And then he becomes this absolute

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titan of live action kids television. We're talking

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directing for Lizzie McGuire, Ned's Declassified

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School Survival Guide, Zoey 101, Big Time Rush,

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Zeke and Lou - Just massive, massive hits. Right.

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He was directing huge, defining blocks of programming

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for the Disney Channel and Nickelodeon. Which

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is where his specific style finally found its

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perfect vehicle. So here's my question for you,

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because I'm wrestling with how to define this

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massive second act of his career. Did savage

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Steve Holland get demoted from feature films,

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or did he simply conquer a totally different

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medium? That's a really interesting way to frame

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it. It feels to me like, um... like a Michelin

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star chef whose fancy high pressure flagship

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restaurant goes out of business. But then they

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go out and launch a fleet of wildly successful,

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vibrant food trucks. And those food trucks actually

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end up feeding millions more people than the

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fancy restaurant ever could. I like the food

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truck comparison, but let's take it a step further.

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It wasn't just that he opened food trucks to

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reach more people. It's that he realized his

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audience didn't want Michelin star dining in

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the first place. Oh, interesting. He realized

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his specific recipe. That chaotic, fast -paced

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cartoon logic we talked about was actually the

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perfect junk food for the after -school crowd.

00:12:23.019 --> 00:12:25.080
Ah, I see what you mean. So I don't see his move

00:12:25.080 --> 00:12:28.240
to television as a demotion at all. It's a masterclass

00:12:28.240 --> 00:12:30.840
in resilience and audience alignment. Because

00:12:30.840 --> 00:12:33.580
kids inherently understand cartoon logic in a

00:12:33.580 --> 00:12:36.840
way that adult moviegoers in 1985 simply didn't.

00:12:36.990 --> 00:12:39.110
Think about the mechanics of a show like Lizzie

00:12:39.110 --> 00:12:42.309
McGuire. It literally features an animated alter

00:12:42.309 --> 00:12:44.789
ego of the main character popping up on screen

00:12:44.789 --> 00:12:47.509
to deliver inner monologues. Oh, wow, yeah. That's

00:12:47.509 --> 00:12:50.750
pure Holland. Exactly. He helped pioneer that

00:12:50.750 --> 00:12:52.789
mixed -media approach for a whole generation.

00:12:53.629 --> 00:12:56.289
Look at Med's declassify this. The show relies

00:12:56.289 --> 00:12:59.009
heavily on exaggerated sound effects, sped -up

00:12:59.009 --> 00:13:01.529
camera moves, and surreal psych gags. Which is

00:13:01.529 --> 00:13:03.470
exactly what he was doing in Better Off Dead.

00:13:03.649 --> 00:13:06.320
Yes. He didn't change his style, he just found

00:13:06.320 --> 00:13:09.019
the demographic that craved it. By shifting to

00:13:09.019 --> 00:13:11.879
youth -oriented networks, he achieved a far wider,

00:13:12.120 --> 00:13:15.080
more consistent cultural reach than he ever could

00:13:15.080 --> 00:13:17.139
have hoping for a hit at the summer box office.

00:13:17.340 --> 00:13:19.960
So he fed the masses with the food trucks. Millions

00:13:19.960 --> 00:13:22.559
of kids came home from school every day and consumed

00:13:22.559 --> 00:13:25.159
his distinct artistic vision without even knowing

00:13:25.159 --> 00:13:28.919
his name. And he built his own Studio Savage

00:13:28.919 --> 00:13:32.240
Studios LTD, took control of his creative output,

00:13:32.659 --> 00:13:34.820
and became his own boss. It's a huge accomplishment

00:13:34.820 --> 00:13:37.200
on its own. Definitely. But this is where the

00:13:37.200 --> 00:13:40.200
human element really sneaks up on you. Even after

00:13:40.200 --> 00:13:42.919
building this massive decades -long legacy in

00:13:42.919 --> 00:13:45.460
television, even after running his own company

00:13:45.460 --> 00:13:47.779
and directing literally dozens and dozens of

00:13:47.779 --> 00:13:51.039
hit TV episodes, there's still this lingering

00:13:51.039 --> 00:13:53.899
desire to return to the arena where he first

00:13:53.899 --> 00:13:56.620
started. The theatrical feature film. Yes. In

00:13:56.620 --> 00:13:59.100
2007, he wrote a script for a new feature film

00:13:59.100 --> 00:14:01.740
called The Big One 3. He couldn't successfully

00:14:01.740 --> 00:14:04.080
sell the film at the time, but he explicitly

00:14:04.080 --> 00:14:06.679
called it his dream script. Really? Yeah. He

00:14:06.679 --> 00:14:08.259
said, that's the one I want to make, and then

00:14:08.259 --> 00:14:11.019
I just want to go off into the sunset. And then,

00:14:11.059 --> 00:14:13.419
skip ahead to 2016, it was reported that he was

00:14:13.419 --> 00:14:15.799
developing a potential semi -sequel to One Crazy

00:14:15.799 --> 00:14:18.340
Summer with Bobcat Goldthwait, though it was

00:14:18.340 --> 00:14:20.919
unclear if John Cusack or Demi Moore would return.

00:14:21.100 --> 00:14:25.059
Fascinating. So, what does this all mean? Why,

00:14:25.120 --> 00:14:27.919
after conquering an entire medium and achieving

00:14:27.919 --> 00:14:31.440
undeniable financial and cultural success, is

00:14:31.440 --> 00:14:34.500
his ultimate sunset dream still tied to a feature

00:14:34.500 --> 00:14:38.440
film? Is it just human nature to always want

00:14:38.440 --> 00:14:40.960
to conquer the specific thing that once rejected

00:14:40.960 --> 00:14:43.370
you? Well, this raises an important question

00:14:43.370 --> 00:14:45.509
about the tension between commercial reality

00:14:45.509 --> 00:14:48.909
and personal fulfillment. Because by any objective

00:14:48.909 --> 00:14:51.549
metric, Savage Steve Holland has won the game.

00:14:51.549 --> 00:14:54.809
Oh, without a doubt. He has maintained a thriving,

00:14:55.009 --> 00:14:58.129
highly lucrative career in a notoriously brutal

00:14:58.129 --> 00:15:01.330
industry for four decades. But the creative heart

00:15:01.330 --> 00:15:04.269
is complex. Future films were his first love.

00:15:04.330 --> 00:15:06.370
That was the dream that got him into CalArts,

00:15:06.750 --> 00:15:08.490
the dream that put his work in MoMA, and the

00:15:08.490 --> 00:15:09.889
dream that originally brought him to Hollywood.

00:15:10.830 --> 00:15:13.230
he made to himself before the industry started

00:15:13.230 --> 00:15:15.789
dictating terms. Exactly. And consider the difference

00:15:15.789 --> 00:15:18.450
in the job description. Television, especially

00:15:18.450 --> 00:15:21.309
episodic kids television, is often a director's

00:15:21.309 --> 00:15:24.250
medium in execution, but a producer and network's

00:15:24.250 --> 00:15:26.250
medium in conception. OK, unpack that a bit.

00:15:26.509 --> 00:15:28.750
Well, when you direct an episode of Big Time

00:15:28.750 --> 00:15:32.370
Rush, you are executing a highly formatted product.

00:15:32.730 --> 00:15:34.769
You are a highly skilled traffic cop bringing

00:15:34.769 --> 00:15:37.309
someone else's franchise to life. Ah, I see.

00:15:37.470 --> 00:15:39.600
But a feature film. especially when you write

00:15:39.600 --> 00:15:42.279
yourself, like the big one three, represents

00:15:42.279 --> 00:15:45.820
pure unfiltered authorship. I don't think his

00:15:45.820 --> 00:15:48.259
lingering desire is about proving Hollywood wrong.

00:15:48.429 --> 00:15:51.110
It's about a yearning to complete the narrative

00:15:51.110 --> 00:15:53.289
he started as a young animator. He wants his

00:15:53.289 --> 00:15:55.169
own vision out there again. He wants to make

00:15:55.169 --> 00:15:57.710
his own original feature entirely on his own

00:15:57.710 --> 00:16:00.669
terms without the marketing confusion or studio

00:16:00.669 --> 00:16:03.309
interference that played his early theatrical

00:16:03.309 --> 00:16:06.190
runs. That really reframes his entire journey.

00:16:06.269 --> 00:16:08.629
When you step back and look at the shape of Savage

00:16:08.629 --> 00:16:10.730
Steve Holland's career through the sources we've

00:16:10.730 --> 00:16:13.649
explored today, it's just incredible. The modern

00:16:13.649 --> 00:16:16.009
art galleries of MoMA to the home video boom

00:16:16.009 --> 00:16:18.720
of 80s cult classics. From animating the Whammy

00:16:18.720 --> 00:16:21.019
on a daytime game show to directing the most

00:16:21.019 --> 00:16:23.440
beloved episodes of Lizzie McGuire and Ned's

00:16:23.440 --> 00:16:27.299
Declassified. It's wild. It really is a master

00:16:27.299 --> 00:16:29.980
class in creative survival. He shows us that

00:16:29.980 --> 00:16:32.860
when the initial plan fails, you don't stop creating,

00:16:33.179 --> 00:16:35.360
you just change the canvas and find a new audience.

00:16:35.820 --> 00:16:38.320
But here is a final thought to mull over, looking

00:16:38.320 --> 00:16:41.659
at how Holland's career actually survived. His

00:16:41.659 --> 00:16:44.450
cult classic revival. relied entirely on the

00:16:44.450 --> 00:16:47.450
physical mechanics of VHS rentals and the need

00:16:47.450 --> 00:16:50.129
for endless cable TV reruns. Right, the infinite

00:16:50.129 --> 00:16:52.570
shelf life. Yeah, physical shelves and limited

00:16:52.570 --> 00:16:54.909
programming blocks where weird quirky movies

00:16:54.909 --> 00:16:57.070
could sit for years until they were eventually

00:16:57.070 --> 00:17:00.610
discovered. Okay. In today's landscape of endless

00:17:00.610 --> 00:17:03.789
algorithmic streaming, does that mechanism even

00:17:03.789 --> 00:17:07.220
exist anymore? If a brilliantly weird movie bombs

00:17:07.220 --> 00:17:09.460
at the box office today, it doesn't get to sit

00:17:09.460 --> 00:17:11.460
on a blockbuster shelf for five years waiting

00:17:11.460 --> 00:17:13.339
for you to find it. Oh, that's kind of sad to

00:17:13.339 --> 00:17:15.420
think about. The streaming algorithm simply buries

00:17:15.420 --> 00:17:18.599
it after 48 hours of low engagement. So it makes

00:17:18.599 --> 00:17:21.259
you wonder, in our rush for immediate digital

00:17:21.259 --> 00:17:23.700
content, are we accidentally killing off the

00:17:23.700 --> 00:17:25.559
next generation of cult classics before they

00:17:25.559 --> 00:17:27.690
even have a chance to grow? Think about the media

00:17:27.690 --> 00:17:30.289
you casually skipped over today. You might just

00:17:30.289 --> 00:17:32.509
be scrolling past the exact piece of art that

00:17:32.509 --> 00:17:34.589
would have defined your nostalgia 10 years from

00:17:34.589 --> 00:17:37.289
now. If only it had the time to find you. We'll

00:17:37.289 --> 00:17:38.930
catch you on the next deep dive.
