
The new two part documentary "Pee-wee As Himself" features some of the final interviews with comedian Paul Ruebens before his death.
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Alison Stewart
This is all of it on wnyc. I'm Alison Stewart. We've got a show of producer picks for you today, all selected by AOI producer Simon Close. Our next subject is one whose catchphrases have probably birred their way into your brain at some point. Like, I know you are, but what am I? Or everyone I know has a big butt. Or better yet, here's the man himself. Hello, Dottie, it's me, Pee Wee.
Simon Close
Where are you calling from? Texas. Where? Honest. Listen, I'll prove it.
Matt Wolf
The stars at night are big and bright deep in the heart of Texas.
Alison Stewart
Pee Wee Herman, AKA Paul Reubens, was a performance artist, a clown, and a serious soul. You get to see all sides of him in the documentary Pee Wee as himself from hbo. While Rubens was being interviewed for this doc, he was privately battling two forms of cancer. Not even the filmmakers were aware of his diagnosis. He died in 2023. In a two part documentary, Rubens does not discuss his diagnosis, but he does talk about many other aspects of his life in unprecedented detail. His childhood, his time with the Groundlings, and his relationship with a man. You also get to see inside the mind of the artist where the Pee Wee Herman character came from and how rad it was at the time. The segment was picked and produced by Simon Close, who is here to explain why he chose it.
Unidentified Guest
Why, Simon I chose this well to start out with. I was born after the heyday of Pee Wee Herman.
Alison Stewart
I love Pee Wee Herman. I'm like right in the pocket for Pee Wee.
Unidentified Guest
So I was not and didn't really have a very good concept. My parents had enjoyed Pee Wee Herman, but, like, didn't really raise me on Pee Wee Herman. But sometime during my childhood, my parents acquired a vintage Pee Wee Herman doll. Like the kind of doll that has a string in and it says those catchphrases like you quoted before. But I had no context for this doll. And just all of a sudden it was like sitting in my brother's room and it was, you know, it looked like a small Pee Wee Herman. And I looked at it like, what is this scary, like clown character? And for years sort of like would piecemeal put together again. I haven't really until this film seen much of Pee Wee Herman. So I just had like glimpses of ideas of what Pee Wee Herman was about. And then finally this documentary comes on. We have Matt Wolf on and I feel like for the first time I understand that doll and why anyone would want that scary doll in their house.
Alison Stewart
It was an educational film for you.
Unidentified Guest
In many ways it absolutely was, yeah, educational, just about the character. Also, like the time the like art scene that Pee Wee Herman Paul Reubens was coming from. One thing that I really loved though, like a glimpse into who Paul Rubens was from this documentary was he always has a smirk in these interviews. Like even when he's being really himself, he still can't really take Matt Wolfe's questions seriously. And you hear Matt Wolf somet frustrated with him. And I just, yeah, there was just something really like a fascinating mystery about Paul Rubens where for the first time I was like, oh, I get it, I understand, like the genius of Pee Wee Herman.
Alison Stewart
Here's my conversation with Matt Wolf, director of Pee Wee as himself. So the documentary begins with a card that mentions, unbeknownst to the filmmakers, he had been fighting cancer for years. What was your immediate reaction to that news and learning the cause of his death?
Matt Wolf
Oh, it was a total shock. Yeah, I had no idea. And Paul and I were scheduled to do a final interview a week after he passed away. So we had a conversation that I could tell something was off, but I certainly didn't have a sense of the gravity of what was going on. But Paul gave me the assurances that we could kind of move forward with the project. And I found out on Instagram along with the rest of the world.
Alison Stewart
So after his death and after thinking about it as a whole, it's a three hour documentary, two parts.
Simon Close
How did the purpose of the documentary.
Alison Stewart
Change, if at all?
Matt Wolf
In some ways it didn't change the day that Paul died. I started to read the 1,500 page transcript of our 40 hour interview. And certain things that he said had, I guess you could say, enhanced significance in the context of his death. But. But my kind of mission from the beginning was to do a complex and nuanced portrait of an artist. And Paul's mission was to set the record straight and to overcome the media controversies that had become unfortunate footnotes to his career. So those goals hadn't changed, but the level of profound responsibility I was grappling with was quite different.
Simon Close
It's kind of interesting because your goals.
Alison Stewart
They seem like they would be the same, but at times during the filming it was interesting. The two of you kind of not went at each other, but sort of went around it.
Matt Wolf
Yes, there was a power struggle throughout the making of the film. Paul was somebody who lost control of his personal narrative in the media. And so of course he had reservations and skepticism about a filmmaker like myself coming in and, you know, saying, I'M gonna have final cut. I'm gonna take your life story and make it the raw material for my work. That concern he had didn't go away. In fact, the first time I met Paul, he said something very similar to the opening of the film. I want to direct this film myself, but everybody's advising me against it and I don't understand why. So, you know, when we began this epic interview, Paul was rebellious against the process of being led. The way you're leading me right now, he didn't like that. And the ways in which he rebelled initially were frustrating to me. And then I thought, hey, this is portraiture. While this film covers things that happened in the past to Paul, this is him relating to telling his story in real time in the present. He may be, you know, in conflict with me, but really he's wrestling with himself to decide how much to share.
Simon Close
It also showed us what he was feeling, what he was thinking during the course of the interview. It wasn't just question, answer, question, answer. It was like you saw him thinking about it.
Matt Wolf
Yeah. And I think many public personalities have been interviewed many times as themselves, and they're familiar and have a certain way of framing the narrative of their life. Paul, to some extent, had done that, but very little, the kind of things that he was sharing were vulnerable and intimate in a way that he had never been before. So, of course, there was a kind of internal struggle in that process. And the way we work that out is by talking on camera for just an incredible amount of time that I don't know many filmmakers who have had that experience with subjects.
Simon Close
I'm talking to director Matt Wolfe about the two part documentary Pee Wee as himself. It drops on hbo and Max, this. This Friday we go all the way back to his childhood. He really liked Little Rascals. He loved I Love Lucy. What did you learn about Paul Rubens from his media consumption that he took in as a kid?
Matt Wolf
Well, I think I got a sense of who he was generationally, in terms of what his kind of touchstones were, like Pollyanna and the young Disney stars. And to some extent, it's not surprising that classic TV shows like Captain Kangaroo were an inspiration to the maker of Pee Wee's Playhouse. But I think what became more interesting was the activity he was involved in in the late 1970s, particularly at CalArts, an art school known for conceptual art, where Paul really trained as a performance artist. And he would continue when he kind of fell into the Groundlings, which was an improvisation troupe. But at a point in the entertainment industry, where comedy wasn't necessarily king. That wasn't the stepping stone to a huge career in movies. And he also was adjacent to the punk scene that was taking place on Melrose in Los Angeles. In fact, the Groundlings was next door to the most famous punk record store called Vinyl Fetish. So all of these things, from the classic TV shows like I Love Lucy to performance art to pun, it all collided into Pee Wee Herman. And I just found that fascinating.
Alison Stewart
His dad was a pilot in the Israeli Air Force. He seemed like a real bit of a character. He described his parents as being a vaudeville team when they were together. What was interesting to you about the way that Paul Rubens talked about his parents and his family?
Matt Wolf
I think Paul loved his parents and intensely idealized his father as this larger than life figure who he called macho more than a few times. But he, you know, called him swaggering, you know, like Indiana Jones. And I think that Paul, like many gay people, you know, felt a need to prove himself to his father and live up to his father's expectations and kind of ideas about success. Paul was just enormously driven, unabashedly ambitious. I don't think that was driven by his parents, but I do think that Paul was preoccupied with his father's approval. That was clear to me.
Alison Stewart
You interview his sister in the film, she's a civil rights attorney. She took a more of a serious path as a civil rights attorney. What was similar about the two of them and then what were their differences?
Matt Wolf
They both are gay and both stubborn and hot headed. But I don't, you know, it's hard to make that comparison. I think Abby had a great appreciation for Paul and they also had distance in their differences and that Abby, I think, was perplexed by Paul's decision to live as a closeted person. I think she wished that he would be in a traditional kind of gay relationship and would be out. But also recognized that in some ways that was a survival strategy for Paul to truly embrace the ambition that he possessed.
Alison Stewart
Yeah, and the film, towards the end, one of his friends says, you know, he didn't really talk about his sexuality.
Simon Close
Very much, but he did talk about it with you.
Alison Stewart
Were you surprised?
Matt Wolf
Well, when Paul started the documentary with me, we had literally hundreds of hours of conversations leading into that interview. And right away he said he wanted to come out. I'm a gay filmmaker. I think that was a point of affinity between us. And it also was a point of tension. Paul, while he did want to come out, did not want to be characterized as a Gay icon or he didn't want the film to be made entirely from a queer lens. And I think I had concerns that I might do that. But when I heard the story of his early relationship with a painter named Guy, I was struck by how emotionally intense that relationship was and also what Paul did. When they broke up, Paul decided to go back into the closet to pursue his career because that was something he could control. It was very poignant. But to me, it also was hugely significant. In some ways, Paul became two different people in that moment, which would foreshadow the creative and professional choices he made while he separated himself from Pee Wee Herman.
Simon Close
And please correct me if I'm wrong. Did you reach out to Guy or Guy?
Matt Wolf
Guy passed away from AIDS related illness. Paul saw him several hours before he passed away. So it's a very poignant story and moment in Paul's life that I think had a huge impact on him over the decades.
Simon Close
It was so interesting. He often said that parts of Pee Wee were parts of Paul. The way that Paul used to be like, mm, chocolaty.
Matt Wolf
Oh, you mean Guy Guy, the boyfriend? Yeah, yeah. I think a lot of artists crib things from real life. And Guy, I think, inspired aspects of that character. Well, I know so because Paul said so.
Simon Close
He wanted to be a dramatic actor, at least in part. When did he find comedy? When did he decide, you know what? This is right for me?
Matt Wolf
Well, Paul wasn't having success as a dramatic actor. As a teen. He was sort of the resident juvenile at this prominent regional theater company in Sarasota, Florida. And he kind of found himself at CalArts by accident and trained in performance art. And I think kind of saw a path of being an underground performer. But Paul had more mainstream aspirations. And when he wasn't getting cast in roles besides being on the Gong Show.
Simon Close
That was hilarious.
Matt Wolf
Yeah, it is. He did amazing stuff on the Gong Show.
Simon Close
Amazing.
Matt Wolf
That was a dead end. I think he realized that he was funny and to go with it. At the time, comedians like Andy Kaufman were doing comedy in a way that intersected with performance art. And people like Robin Williams were getting television specials. And so Paul saw that as an avenue. And that's when he discovered the Groundlings, which really changed his life and gave birth to that character.
Simon Close
And it was so interesting. I never knew that he and Phil Hartman were such good friends.
Matt Wolf
Yeah, it was Phil Hartman, Paul and a comedian named John Moody who really were this holy trinity within the Groundlings, the real breakout stars. And they all collaborated intimately on the creation of the Pee Wee Herman show, the midnight show that Paul would put on there.
Simon Close
That show looked like it was a riot. Like in the early days. It was so raw. It was so. It was so out there. What was the original response to it? That. That one man show?
Matt Wolf
I mean, the initial show, which wasn't a one man show, it really was the product of collaboration with all these other gifted improvisers and punk artists like Gary Panter. The original response, I think immediately was ecstatic. It was something that clearly was becoming a cultural phenomena immediately. And I think it was because Paul and his collaborators built a full world. They built a world for his impish character to live in and a constellation of characters who brought out this sweetness and subversiveness that came to characterize Pee Wee's world.
Simon Close
I wanted to ask you about Gary Panther. Would you explain to people who he was?
Matt Wolf
Gary was initially a graphic designer who got involved in record labels, but he became the preeminent artist of the punk movement in Los Angeles and just made some incredible logos and album covers, but also comics like Jimbo. And Paul would go to Vinyl Fetish, the record store next door to the Groundlings. And he loved everything Gary did. He asked him to make a poster for his play, and Gary said, I want to design the whole thing. And what Gary made became in some ways, a blueprint for Paul's children's television show, Pee Wee's Playhouse.
Alison Stewart
In playing Pee Wee Herman, he made a decision to sort of become Pee Wee Herman. He went on the Dating Game as Pee Wee Herman. Why was it important for him to sort of give over himself to Pee Wee?
Matt Wolf
Well, Paul always said to me, I wanted people to believe that Pee Wee Herman was a real person. And that's why Pee Wee was a conceptual art project. So part of the early experiments with that notion was to bring Pee Wee out into the wild. And the Dating Game was his first experience with that. He, in the film recalls going to the audition for the show in character as Pee Wee, and everybody just looked at him immediately. They gravitated to him like a magnet. And it's hilarious to see him being chosen as the winner of the show. Spoiler alert. But, you know, I think he started to realize the character isn't as good or as strong if people are thinking about Paul. And he sort of abandoned the career of Paul Reubens to focus on the career of Pee Wee.
Alison Stewart
That's why it was like performance art. I mean, the character of Pee Wee was performance art.
Matt Wolf
Yeah. I mean, when Paul really started to get known by a national audience, it was when he appeared on the early David Letterman show and he became a sort of regular who would do these kind of skits that would be in front of rear projections and green screens. And him and David had an incredible rapport. But as Paul says in the film, he was doing performance art in mainstream pop culture. And that was unprecedented to the extent that he was doing it. And that artistic ingenuity coupled with the level of ambition that Paul held, it really broke new ground.
Alison Stewart
How did Paul Rubens deal with the idea that Pee Wee became very famous, but Paul wasn't as famous?
Matt Wolf
Begrudgingly. I think that Paul at once appreciated his anonymity and also had an ambivalence about the fact that people didn't know who Paul Reubens was. When the title for the film Pee Wee as Himself comes from his credit in his debut film, Pee Wee's Big Adventure, in the end credits it says Pee Wee played by himself. And when Paul's writing credit came up with Phil Hartman and Michael Vorhol, nobody knew who Paul Reubens was. And that was a source of tension for him, particularly with, you know, Tim Burton, who would go on to have this enormous career as a film director. But not everybody knows that Pee Wee's Big Adventure was his first film when he was 26 years old.
Simon Close
I'm talking to director Matt Wolf about the two part documentary Pee Wee as Himself. It drops on HBO and Max this Friday. So in the 1990s and 2000s, Rubin faced two media scandals and arrests for indecent exposure in adult cinema and a mistaken charge of child pornography. How did these arrests and the scandal around them and everything, how did it break down the wall between Pee Wee Herman and Paul Rubens?
Matt Wolf
I mean, it was devastating for Paul, obviously, but he had spent his entire career so diligently creating this separation between Pee Wee Herman and Paul Reubens. And that really worked for him, and then it didn't. And the world met Paul Rubens through this scary mugshot. So it was a worst case scenario for him. And what Paul would say to me is that he was in a prolonged state of shock. I think it was years of really just being in a kind of state of shock about the consequences of what happened. We look at it now and think of that initial incident as being pretty provincial. But this was the early days of the media's kind of growing appetite for salacious takedowns. And Paul was an early casualty of that.
Simon Close
So you were born just a couple years before Pee Wee's Big Adventure was released. What did Pee Wee Herman mean to you before you started this film?
Matt Wolf
Well, I came of age on Pee Wee's Playhouse, and I wouldn't have been able to put words to it at a time, but I think it was really my first engagement with art that I had a strong emotional relationship to. I was transfixed by that television show. And I had that kind of iconic Pee Wee pull string doll, and it dangled above my bed all the way through my adolescence. And I looked at it every night before I went to bed. In high school photography class, I took a picture of him. And that photo still hangs on my refrigerator today. So Pee Wee became, in some ways, an intuitive touchstone for me, even if I hadn't, in specific terms, analyzed why. And Paul Rubens remained a sort of point of fascination because he was unknown. And I often make films about people who might be called unconventional visionaries. And I like to do a reappraisal. So while Paul was, you know, while Pee Wee was well known, Paul wasn't. And in some ways, he kind of fit into my wheelhouse.
Simon Close
All right, the film airs. Somebody wants to make a version of this film, a fictional version. Who would you want to play Pee Wee Herman? I have my choice. But who would you want to play Paul Rubens?
Matt Wolf
Oh, God, I have no idea. I'm sure there's some 3D scan of Paul in that he would prefer to play it himself. I don't know. I can't speak for him, but he was a big Timothy. Okay, I buy it.
Simon Close
Chalamet playing Paul ribbons.
Matt Wolf
I can see that. I mean, he wears those little bow ties sometimes at those award shows.
Simon Close
But I was thinking about, like, just watching the first half of the film. I mean, he was good looking. He was like a gorgeous guy.
Matt Wolf
Oh, God, he was gorgeous. Yeah, he's beautiful. And some of the best archival is by Paul's friend Anne Prim. These gorgeous photographs of Paul and his gender bending friends in high school in Sarasota. They look like they're shot out of the Warhol factory. And in fact, all of them were obsessed with Andy Warhol. So there's just some revelatory, incredible archival footage from a period in which nobody has seen Paul. And it's also very rare that archival exists from that late 70s period in these art scenes. So Paul, yeah, he was a just magnetic, compelling person across all eras of his life.
Alison Stewart
That was my conversation with Matt Wolfe, director of Pee Wee as himself. It's available to stream on hbo. Max. Coming up, Elias Weiss Friedman joins us to talk about how he became the Doggest and stories from his book, this dog will change your life.
Matt Wolf
Morning. One sausage McMuffin with egg, please.
Simon Close
Okay, your total is. Wait. Let's negotiate.
Matt Wolf
How's about you throw in hash browns for a dollar?
Simon Close
Well, yes sir, that price is already a dollar.
Matt Wolf
Take it or leave it.
Simon Close
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Episode: New Doc About Pee-wee Herman Actor Paul Reubens
Date: August 20, 2025
Guest: Matt Wolf, Director of Pee Wee as Himself
Producer: Simon Close
Host: Alison Stewart
This episode centers on the new HBO documentary Pee Wee as Himself, which chronicles the life and legacy of Paul Reubens, best known as his alter ego Pee-wee Herman. Host Alison Stewart, producer Simon Close, and director Matt Wolf discuss the personal layers and cultural impact of Reubens’s work as well as the documentary’s revelations, including Reubens’s private battle with cancer, his complex identity, and the dynamic between the filmmaker and the famously enigmatic artist.
"I had no idea. And Paul and I were scheduled to do a final interview a week after he passed away. ... I found out on Instagram along with the rest of the world."
— Matt Wolf (03:40)
"Paul was rebellious against the process of being led. ... Really, he's wrestling with himself to decide how much to share."
— Matt Wolf (05:10)
"All of these things ... it all collided into Pee Wee Herman. And I just found that fascinating."
— Matt Wolf (07:15)
"Paul decided to go back into the closet to pursue his career because that was something he could control."
— Matt Wolf (10:24)
"He wanted people to believe that Pee Wee Herman was a real person. And that's why Pee Wee was a conceptual art project."
— Matt Wolf (15:16)
"He had spent his entire career so diligently creating this separation ... and then it didn't. The world met Paul Rubens through this scary mugshot."
— Matt Wolf (18:02)
On Reubens’s Interview Style:
"He always has a smirk in these interviews. Like even when he's being really himself, he still can't really take Matt Wolfe's questions seriously."
— Simon Close (02:40)
On Family:
"Paul loved his parents and intensely idealized his father ... I do think that Paul was preoccupied with his father's approval. That was clear to me."
— Matt Wolf (08:42)
On Legacy:
"While Paul was, you know, while Pee Wee was well known, Paul wasn't. And in some ways, he kind of fit into my wheelhouse."
— Matt Wolf (19:59)
On Who Would Play Pee-wee/Paul:
“There's some 3D scan of Paul in that he would prefer to play it himself ... he was a big Timothy. ... Chalamet playing Paul Rubens.”
— Matt Wolf and Simon Close (20:11–20:24)
(with laughs at Chalamet's suitability for the role)
On Archival Material:
"Some of the best archival is by Paul's friend Anne Prim. ... They look like they're shot out of the Warhol factory. ... There's just some revelatory, incredible archival footage from a period in which nobody has seen Paul."
— Matt Wolf (20:34)
The tone is reflective, candid, and warm—balancing reverence for Reubens’s artistry with playful acknowledgment of his quirks and cultural controversy. Both Wolf and Stewart approach the subject with a sense of curiosity, empathy, and appreciation for subversive genius.
Pee Wee as Himself aims not only to celebrate the artistry of Paul Reubens but also to untangle the complex web of public persona, private self, and the cost of fame. This conversation reveals the underneath of a beloved character and honors the mysterious, mischievous, and groundbreaking force that was Paul Reubens. The episode is rich with insider insights, emotional revelations, and cultural context—vital listening for anyone touched by Pee-wee, performance art, or the ongoing dialogue around identity and celebrity.