WEBVTT

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Welcome to the Deep Dive. Today we're focusing

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our analytical lens on someone who, well, really

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defies easy categorization, a true titan of American

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entertainment, William Edward Crystal. Yeah,

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when you actually look at the source material,

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his whole career path is almost unbelievable.

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He's not just a hugely successful stand -up comic.

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Right. He's also a groundbreaking TV star, sometimes

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controversial. He's the leading man who... kind

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of define the modern rom -com. Absolutely. A

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nine -time Academy Awards host who basically

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reinvented that job. A Tony Award -winning Broadway

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writer and performer, and somehow also a part

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-runner of a Major League Baseball team. It's

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wild. It really is an absurdly successful resume,

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isn't it? Spanning, what, every major medium

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for over five decades now? Exactly. And our sources

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today, they give us this really comprehensive

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map of this varied life. We can trace his path

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from his incredibly rich New York roots. You

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mean rhythmically rich? Literally surrounded

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by jazz legends. Yes, precisely. All the way

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through to his recent critically acclaimed work

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on Broadway and his deep personal passions like

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baseball. Okay, so our mission today then is

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to unpack the defining phases of Crystal's career.

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We want to move beyond just the highlights and

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really drill down into the connections. Right.

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We want to pull out the key projects, obviously,

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but maybe more importantly, find those surprising

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threads, the unique accolades that truly showcase

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his incredible versatility. And his influence,

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right. His enduring influence on comedy and,

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frankly, how we consume culture. Yeah. I think

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the big insight we're maybe chasing is how one

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performer managed to master that. chaotic, you

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know, high -pressure world of live comedy and

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hosting. Which is terrifying just to think about.

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Totally. But then translate that same kind of

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precision into really tender, character -driven,

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dramatic work, both on film and on stage. Okay,

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let's do it. Let's unpack this journey starting

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right where it began, the foundations of his

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humor and those extraordinary New York roots.

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So Billy Crystal was born in Manhattan in 1948,

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but he spent his earliest years up in the Bronx

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before the family moved out to Long Beach, New

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York on Long Island. And this wasn't just like

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a standard suburban upbringing. Not at all. It

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was steeped in rhythm, timing, and professional

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performance right from the start. His family

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environment was just packed with artistic influence.

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His father, Jack Crystal, he owned the Commodore

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Music Store in New York. That's right. And he

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wasn't just a store owner. He was a well -known

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jazz promoter, a producer, and executive for

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the label Commodore Records. And Commodore Records

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itself was founded by Billy's uncle, Milt Gabler.

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Yeah, Milt Gabler. I mean, this guy was a giant

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in 20th century music. He was running the label,

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producing, signing artists. And crucially, he

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was kind of an early bridge between the jazz

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and pop worlds. This family was right at the

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center of American music. So for young Billy,

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jazz wasn't just background music. It was literally

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the soundtrack of their daily lives. Exactly.

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The sources mentioned that legendary jazz artists

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like Medullio, the real... innovators, Billie

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Holiday, Pee Wee Russell, Eddie Condon, they

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were regular guests in the crystal home. Wow.

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Not just stopping by, but hanging out with the

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kids. Apparently so. And Billie and his old brothers,

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Joel and Richard, they would entertain the family,

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and often these famous guests, by doing comedy

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routines. Not just telling jokes, though. No,

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they were actually reprising material they learned

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off records their dad brought home. Specifically,

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routines by really technical, observational guys

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like Bob Newhart and the sketch master, Sid Caesar.

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Okay, that's a crucial detail. It wasn't just

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about being funny. It was about performance,

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mimicry, timing, understanding the rhythm of

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a joke, almost like a jazz solo. You can see

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the connection right there. Jazz timing, comedic

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timing. It's rooted right there in his Long Island

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childhood. But then tragedy strikes this. This

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creative world. Yeah, it really did. The sources

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say that in 1963, his father, Jack, lost the

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Commodore Music Store business. It was kind of

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a double whammy. Dixieland jazz was declining

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in popularity. And these big discount record

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stores were popping up that he just couldn't

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compete with. And then the personal loss followed

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so quickly. Incredibly quickly. Later that same

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year, 1963, Jack Crystal died of a heart attack.

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He was only 54. Billy was just 15. That's just

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foundational. A moment that clearly shapes everything

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that follows emotionally. Absolutely. And that

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loss, that sense of a world just changing overnight

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became the central emotional core he explored

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decades later on Broadway in 700 Sundays. Those

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700 Sundays he had with his dad, it speaks volumes.

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It really does. Okay, moving on to his education.

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Here's where we hit one of the most, like, surprising

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twists in his story. After high school in 65,

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he goes to Marshall University in West Virginia

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on a baseball scholarship. Yep. Sounds like the

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setup for a classic sports movie, right? Totally.

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But then. But then, the twist. Pure crystal irony

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kicks in. He never actually played baseball for

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Marshall. Why not? Because the entire program

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was suspended during his first year there. He

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goes all the way to West Virginia for this dream,

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and poof, it's gone. Wow. The universe just kind

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of nudged him back towards performance, didn't

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it? Seems like it. He decided not to go back

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for his sophomore year. Stayed in New York, partly

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to be closer to his future wife, Janice Goldfinger.

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That relationship really grounded his choices

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early on. So he pivots. Hard. Big pivot. Starts

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studying acting at HB Studio, then goes to Nassau

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Community College, and finally transfers to NYU

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New York University. And there, he focuses on

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film and television directing. He gets his Bachelor

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of Fine Arts from NYU in 1970. And here's that

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incredible networking nugget, his instructor

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in the program. Yeah, get this. was Martin Scorsese.

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Martin Scorsese. Can you even imagine getting

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notes on your student film from Marty Scorsese?

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It's mind -blowing. And not only that, the sources

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confirm his classmates in that same program included

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Oliver Stone. Wow. And Christopher Guest. That's

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just an insane graduating class. Three future

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major filmmakers and a comedy superstar who'd

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all shaped movies and TV for decades. The creative

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energy in that NYU program must have been off

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the charts. Yes, I think so. So after graduation,

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Crystal spends these crucial four years kind

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of grinding it out, right? In comedy improv.

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Yeah, with two friends. They were performing

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at colleges, coffee houses. And during the day,

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he was working as a substitute teacher back on

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Long Island just to pay the bills. That's the

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part people forget, the hustle phase. Exactly.

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But it paid off. He eventually went solo, really

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committed to the stand -up circuit, playing the

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famous clubs like The Improv, Catch a Rising

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Star. And his visibility really starts to pop

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around 76. Yeah, big time. He makes his debut

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on The Tonight Show starring Johnny Carson, which

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was huge then. Gets a guest spot on All in the

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Family. And then later that same year comes this

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really pivotal moment that kind of cements his

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skills for the industry. The Dean Martin celebrity

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roast of Muhammad Alou. That roast appearance

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is legendary in comedy circles. Yeah. Crystal

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didn't just tell jokes about Ali. He did these

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spot on, perfectly timed impressions of both

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Ali and Howard Cosell. The rhythm, the mimicry.

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It's that perfect blend of his stand up skills

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and what he learned entertaining those jazz guys

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as a kid. Absolutely. And the impact was huge.

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Not only did it showcase his insane talent, but

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critically, it actually sparked this genuine

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lifelong friendship between Crystal and Ali.

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Which says a lot about the impression itself

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that it came from a place of respect. Definitely.

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Now, while his stand -up is catching fire, he's

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also getting pulled back towards TV. Interestingly,

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the sources say he was actually scheduled to

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be on the very first episode of NBC's Saturday

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Night. The show that became SNL. Exactly, back

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in 75. But his sketch got cut at the last minute.

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He did perform later that first season, but his

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real defining TV breakthrough came a couple years

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later with a very different kind of show. The

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sitcom Soap. Right. Soap ran from 77 to 81. And

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Crystal played Jody Dallas. This role is, well,

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historically significant. Absolutely. Jody Dallas

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was noted as one of the first, maybe the first,

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unambiguously gay main characters on American

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network television. That word unambiguously is

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so key here. Late 70s network TV was incredibly

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conservative. Oh, yeah. And Soap itself was already

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pushing boundaries like crazy with its soap opera

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satire, its wild plot lines, constant controversy.

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Crystal's role playing Jodi just added fuel to

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that fire. They dealt with everything from conversion

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therapy plots to Jodi wanting to become a mother.

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It was a really challenging tightrope for a young

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actor, wasn't it? Portraying this character who

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was both controversial and needed sensitivity

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all within this very satirical comedic show.

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It really showed his range early on. His willingness

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to tackle complex social stuff proved he was

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more than just an observational comic. Speaking

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of speed and precision during this period, there's

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that great piece of trivia about his game show

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appearances. Well, yeah. The $20 ,000 pyramid.

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He was on it a lot. And he still holds the record

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right for the fastest time getting his partner

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to the winner's circle. Unbelievable. 26 seconds.

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It requires lightning fast thinking, instant

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categorization, razor sharp communication under

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massive pressure. So you can see how that connects,

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right? That quick wit, that precision. It's exactly

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what made him such a great live host later on.

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He was already showing that mental agility. Totally.

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Even on a game show. Okay, so after hosting Saturday

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Night Live twice and getting great reviews. Yeah,

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he finally joins the regular cast for that pivotal

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1984 -85 season. This was a really critical moment

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for SNL. The show had been struggling a bit,

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right? It really had. It felt kind of stale.

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Then producer Dick Ebersole brought in this powerhouse

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new cast. Crystal Martin Short. Christopher Guest

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again. His old NYU classmate. Right. This cast

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completely revitalized the show, steered it back

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towards character -driven comedy. And that season

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gave us, well, a genuine cultural phenomenon.

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Crystal's recurring character, Fernando Lamas.

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Fernando. The smarmy, slightly clueless talk

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show host. Instantly iconic. And the catchphrase.

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You look. Marvelous. It wasn't just popular.

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It became this massive mid -80s thing. It jumped

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right off the TV screen. Diet Pepsi even licensed

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the character for ads. That's rare, even for

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SNL. That one phrase really cemented him as a

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household name. He was already known, but this

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was different. Huge momentum. So Crystal smartly

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capitalizes on it, releases a comedy album in

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1985 called Marvelous. Which wasn't just a cash

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-in either. No, it had the title single You Look

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Marvelous, which he co -wrote with Paul Schaffer.

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That song actually crossed over onto the Billboard

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Hot 100 chart. Okay. Peaked at number 58. That's

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incredible for a comedy song in the 80s. It really

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is. And the album itself got nominated for a

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Grammy for Best Comedy Recording. It just proved

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he was this multi -platform sensation, totally

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ready for the next big step, becoming a movie

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star. Before he fully becomes that romantic leading

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man, though, he had a few earlier film roles

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worth mentioning. Yeah, his very first was in

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Joan Rivers' movie, Rabbit Test, back in 78.

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About the world's first pregnant man. Wow. Still

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pushing boundaries. Exactly. Echoes of soap.

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But the early film appearance that people really

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remember and kind of foreshadows his future collaborations

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is that brief scene in Rob Reiner's This Is Spinal

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Tap. 1984. Morty the Mime. Morty the Mime, the

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hilariously out -of -place mime waiter at that

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awkward spinal tap party. It's such a great,

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surreal little scene. And here's the fun detail.

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Sharing that scene with him is a very young,

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totally unknown, non -speaking Dana Carvey. Who'd

00:11:36.139 --> 00:11:38.759
be the next generation of SNL stars? And Crystal

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gets the killer line everyone quotes. Mime is

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money. Delivered perfectly. Shows he could steal

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a scene with almost nothing. Okay, so after proving

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he can handle sketch comedy, command a live room,

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steal a scene, the late 80s arrive, and he steps

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up as a major film star. Thanks mainly to that

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amazing collaboration with Rob Reiner. Yeah,

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that partnership basically launched him into

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the movie stratosphere. It started with Running

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Scared in 86, that buddy cop action comedy with

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Gregory Hines. And the critics immediately picked

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up on their chemistry. Right. Roger Ebert especially

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loved them together. He basically said the plot

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didn't even matter because Crystal and Hines

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had such great banter, such an easy believable

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connection. It proved Billy could generate that

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warmth with a co -star. Then comes 87, The Princess

00:12:26.389 --> 00:12:29.950
Bride, Miracle Max. An absolutely iconic supporting

00:12:29.950 --> 00:12:32.750
role, and it's the perfect example of his improv

00:12:32.750 --> 00:12:35.230
genius meeting film structure. Reiner pitched

00:12:35.230 --> 00:12:37.009
it to him by saying, How would you like to play

00:12:37.009 --> 00:12:39.870
Mel Brooks? That instantly gave Crystal the voice,

00:12:39.909 --> 00:12:42.250
the mannerisms, everything. And crucially, Reiner

00:12:42.250 --> 00:12:44.830
let him and Carol Kane, who played Valerie, let

00:12:44.830 --> 00:12:47.970
them ad -lib, which is pretty rare. That freedom?

00:12:48.509 --> 00:12:51.210
Rooted in his stand -up, his jazz timing, it

00:12:51.210 --> 00:12:52.990
gave us some of the movie's most quoted lines,

00:12:53.149 --> 00:12:55.909
like, have fun storming the castle. Ebert loved

00:12:55.909 --> 00:12:58.129
that sequence, too. He pointed out you couldn't

00:12:58.129 --> 00:13:00.509
even recognize Crystal and Kane under the makeup,

00:13:00.529 --> 00:13:02.970
but their scene was one of the funniest in the

00:13:02.970 --> 00:13:05.070
whole film. Showed his ability to completely

00:13:05.070 --> 00:13:08.629
transform. But the real peak, the genre -defining

00:13:08.629 --> 00:13:11.909
moment of that partnership, has to be 1989's

00:13:11.909 --> 00:13:15.309
When Harry Met Sally. Opposite Meg Ryan, nor

00:13:15.309 --> 00:13:18.769
Efron's legendary script. Just an instant, enduring

00:13:18.769 --> 00:13:21.470
classic. Widely considered his greatest film

00:13:21.470 --> 00:13:24.809
role. He plays Harry Cynical, guarded, uses humor

00:13:24.809 --> 00:13:27.070
as a defense mechanism. The Hollywood Reporter

00:13:27.070 --> 00:13:29.870
praised his lustrous, deeply shaded performance.

00:13:30.269 --> 00:13:32.990
They saw his comedy hitting its deepest human

00:13:32.990 --> 00:13:35.450
dimension. He wasn't just funny, he felt real.

00:13:35.690 --> 00:13:37.629
And that performance got him his first Golden

00:13:37.629 --> 00:13:40.110
Globe nomination for Best Actor in a Musical

00:13:40.110 --> 00:13:42.440
or Comedy. Right. He didn't win, but the film's

00:13:42.440 --> 00:13:45.200
legacy is just immense. I mean, the BBC named

00:13:45.200 --> 00:13:47.179
it the greatest romantic comedy of all time in

00:13:47.179 --> 00:13:50.200
2019. It really defined how a generation thought

00:13:50.200 --> 00:13:52.559
about men and vulnerability in relationships.

00:13:52.960 --> 00:13:56.480
And the success just keeps rolling into the 90s.

00:13:57.279 --> 00:14:01.059
1991, City Slickers. Huge hit. He plays Mitch

00:14:01.059 --> 00:14:03.720
Robbins, the unsatisfied city guy who goes on

00:14:03.720 --> 00:14:06.860
a cattle drive. Big commercial success. Gets

00:14:06.860 --> 00:14:09.179
him his second Golden Globe nomination. And Entertainment

00:14:09.179 --> 00:14:11.480
Weekly had an interesting take on why it worked

00:14:11.480 --> 00:14:13.519
so well. Yeah, they said City Slickers was maybe

00:14:13.519 --> 00:14:15.860
the first movie that really captured his specific

00:14:15.860 --> 00:14:20.019
persona perfectly. That comfy, urban, shlemial

00:14:20.019 --> 00:14:22.820
personality they called it. It grounded the jokes,

00:14:22.899 --> 00:14:25.100
made the whole concept feel relatable, playing

00:14:25.100 --> 00:14:27.580
the everyman dealing with midlife angst. But

00:14:27.580 --> 00:14:29.820
he wasn't content just acting in other people's

00:14:29.820 --> 00:14:32.299
films. He wanted more control. Exactly. Stuff's

00:14:32.299 --> 00:14:34.580
behind the camera, starts writing. He wrote,

00:14:34.720 --> 00:14:36.820
directed, and starred in Mr. Saturday Night in

00:14:36.820 --> 00:14:40.000
92, and Forget Paris in 95. Mr. Saturday Night

00:14:40.000 --> 00:14:42.360
was ambitious, playing Buddy Young Jr., this

00:14:42.360 --> 00:14:45.220
abrasive, aging comedian looking back with regret.

00:14:45.500 --> 00:14:47.919
Required serious aging makeup, pushed him into

00:14:47.919 --> 00:14:50.340
a much more dramatic, challenging role. And that

00:14:50.340 --> 00:14:53.039
performance, showing that darker side of comedy,

00:14:53.610 --> 00:14:56.950
got him his third Golden Globe nomination. Proved

00:14:56.950 --> 00:14:59.429
his depth beyond the rom -coms, it felt like

00:14:59.429 --> 00:15:01.750
a deliberate move to bridge his comedy persona

00:15:01.750 --> 00:15:04.509
with serious drama. And he kept having big commercial

00:15:04.509 --> 00:15:07.149
hits with other stars, too. Father's Day with

00:15:07.149 --> 00:15:09.909
Robin Williams in 97. Then that great pairing

00:15:09.909 --> 00:15:13.070
with Robert De Niro in the Auburn Jadio. Analyzed

00:15:13.070 --> 00:15:15.350
this in 99. Which led to the sequel, Analyze

00:15:15.350 --> 00:15:17.769
That. Showed he could bounce off totally different

00:15:17.769 --> 00:15:20.509
acting styles. Williams' mania, De Niro's deadpan.

00:15:20.649 --> 00:15:22.899
Yeah. Very versatile. But if we have to pick

00:15:22.899 --> 00:15:25.740
one role that really cemented his place in global

00:15:25.740 --> 00:15:28.799
pop culture, it has to be hosting the Oscars.

00:15:28.899 --> 00:15:31.080
Oh, without a doubt. Nine times he hosted the

00:15:31.080 --> 00:15:34.059
Academy Awards between 1990 and 2012. That number

00:15:34.059 --> 00:15:36.620
is just staggering. Second only to Bob Hope,

00:15:36.720 --> 00:15:39.220
who did it 19 times. That's legendary territory.

00:15:39.379 --> 00:15:41.559
And he wasn't just reliable. He was critically

00:15:41.559 --> 00:15:43.940
acclaimed. People felt he saved the ceremony

00:15:43.940 --> 00:15:46.299
sometimes, turned it from this stuffy event into

00:15:46.299 --> 00:15:49.700
genuinely great TV. He won Emmys for it, too,

00:15:49.799 --> 00:15:52.220
for hosting. and writing the 63rd Oscars, another

00:15:52.220 --> 00:15:54.600
just for writing the 64th. His hosting style

00:15:54.600 --> 00:15:57.759
became iconic. That mix of stand -up, musical

00:15:57.759 --> 00:16:00.639
theater, and genuine love for movies. You knew

00:16:00.639 --> 00:16:02.159
what you were getting with the Crystal Oscars.

00:16:02.259 --> 00:16:05.600
Yeah. Two signature things, right? First, that

00:16:05.600 --> 00:16:08.059
opening video montage where he digitally insert

00:16:08.059 --> 00:16:10.500
himself into scenes from the nominated movies.

00:16:10.759 --> 00:16:13.340
Which was technically tricky and always hilarious.

00:16:13.519 --> 00:16:16.580
And second, maybe even more famous, the opening

00:16:16.580 --> 00:16:19.980
song. Usually a parody medley about the nominated

00:16:19.980 --> 00:16:24.150
films. Required incredible precision. mimicry,

00:16:24.150 --> 00:16:27.750
music knowledge, film knowledge. It pulled everything

00:16:27.750 --> 00:16:29.789
together from his background. There's that great

00:16:29.789 --> 00:16:32.929
story about his return in 2012. Oh, yeah. He'd

00:16:32.929 --> 00:16:35.669
stepped away for a few years. And the 2011 show

00:16:35.669 --> 00:16:38.269
with James Franco and Anne Hathaway? Well...

00:16:38.539 --> 00:16:40.360
It didn't go well. Understatement of the century.

00:16:40.600 --> 00:16:42.779
So the Academy basically begged him to come back.

00:16:42.860 --> 00:16:44.840
And Roger Ebert wrote that when Crystal just

00:16:44.840 --> 00:16:47.259
walked back on that stage in 2012 and started

00:16:47.259 --> 00:16:49.419
his monologue, he got the first laughs of the

00:16:49.419 --> 00:16:52.399
broadcast. Wow. It wasn't just jokes. He was

00:16:52.399 --> 00:16:54.919
stabilizing the whole night. The calming force

00:16:54.919 --> 00:16:57.940
everyone needed. Exactly. The conductor for that

00:16:57.940 --> 00:17:00.559
high -pressure orchestra. So while he's reigning

00:17:00.559 --> 00:17:03.000
over the Oscars, he's also diversifying in the

00:17:03.000 --> 00:17:06.740
early 2000s. directing, voice work, often on

00:17:06.740 --> 00:17:09.180
projects close to his heart. Yeah, like his directorial

00:17:09.180 --> 00:17:12.960
work on that HBO movie 61 in 2001. But the Roger

00:17:12.960 --> 00:17:15.599
Mayer's Mickey Mantle home run race in 61. Which

00:17:15.599 --> 00:17:17.519
for someone known mostly for comedy, directing

00:17:17.519 --> 00:17:20.220
a historical sports drama was a big pivot. Totally.

00:17:20.259 --> 00:17:22.759
But he poured his lifelong obsession with the

00:17:22.759 --> 00:17:25.400
Yankees and Mantle into it, and it paid off.

00:17:25.579 --> 00:17:28.140
He got an Emmy nomination for directing, showed

00:17:28.140 --> 00:17:30.140
he had the chops for serious drama behind the

00:17:30.140 --> 00:17:32.359
camera too. And then, of course, there's Mike

00:17:32.359 --> 00:17:35.259
Wazowski. Mike Wazowski. Simultaneously, he becomes

00:17:35.259 --> 00:17:38.480
this voice icon with Pixar's Monsters, Inc. in

00:17:38.480 --> 00:17:41.940
2001. The one -eyed, green, perpetually flustered

00:17:41.940 --> 00:17:44.759
monster. Reprised the role for the prequel, Monsters

00:17:44.759 --> 00:17:47.279
University, and that cameo in Cars. And his chemistry

00:17:47.279 --> 00:17:49.559
with John Goodman as Sully was just fantastic.

00:17:49.779 --> 00:17:51.599
You could hear their improv skills bouncing off

00:17:51.599 --> 00:17:53.680
each other. Perfect fit for his rapid -fire delivery.

00:17:53.980 --> 00:17:56.740
Which brings us to that infamous regret nugget.

00:17:56.759 --> 00:17:59.380
Ah, yes. The role he turned down. Buzz Lightyear

00:17:59.380 --> 00:18:03.170
in Toy Story back in 95. Big ouch. He later admitted

00:18:03.170 --> 00:18:05.490
he really regretted that decision, especially

00:18:05.490 --> 00:18:08.910
seeing how massive Toy Story became. A classic

00:18:08.910 --> 00:18:11.750
what -if probably made him jump at the chance

00:18:11.750 --> 00:18:14.470
to do Monsters, Inc. when that came along. Learned

00:18:14.470 --> 00:18:16.589
his lesson about animation, he also did the voice

00:18:16.589 --> 00:18:19.269
of Calcifer, the fire demon, in the English version

00:18:19.269 --> 00:18:21.930
of Miyazaki's Howl's Moving Castle. Yeah, another

00:18:21.930 --> 00:18:24.890
great voice role. But while the film and voice

00:18:24.890 --> 00:18:27.529
stuff continued, maybe his most personal creative

00:18:27.529 --> 00:18:31.569
outlet became the stage. 2004, he makes his Broadway

00:18:31.569 --> 00:18:35.710
debut with the one -man show, 700 Sundays. And

00:18:35.710 --> 00:18:37.769
this wasn't just stand -up. This was a full two

00:18:37.769 --> 00:18:40.170
-act play he wrote himself. All about his parents,

00:18:40.269 --> 00:18:43.309
his dad Jack, his Long Beach childhood. Deeply

00:18:43.309 --> 00:18:45.890
personal, vulnerable stuff. And it was a massive

00:18:45.890 --> 00:18:49.339
success. Critically, commercially. Huge. Won

00:18:49.339 --> 00:18:52.200
the Tony Award in 2005 for Best Special Theatrical

00:18:52.200 --> 00:18:54.859
Event. Won the Drama Desk Award, too. It just

00:18:54.859 --> 00:18:57.019
resonated with people, letting them see the emotional

00:18:57.019 --> 00:18:59.119
core behind the comedy. It was so successful

00:18:59.119 --> 00:19:01.319
they filmed it for HBO in 2014. Right, which

00:19:01.319 --> 00:19:03.559
got Emmy nominations, too. The power of that

00:19:03.559 --> 00:19:05.880
story just carried across. But he didn't stop

00:19:05.880 --> 00:19:08.980
there with Broadway. He came back in 2022, adapting

00:19:08.980 --> 00:19:11.740
his own movie, Mr. Saturday Night, into a full

00:19:11.740 --> 00:19:15.180
musical and starred in it again as Buddy Young

00:19:15.180 --> 00:19:18.519
Jr. An incredible undertaking. Star writer. He

00:19:18.519 --> 00:19:21.759
got two big Tony nominations for that. Best actor

00:19:21.759 --> 00:19:24.539
in a musical and significantly best book of a

00:19:24.539 --> 00:19:26.900
musical. That nomination for the book, the writing,

00:19:26.980 --> 00:19:29.539
that's huge. Recognizes his skill in crafting

00:19:29.539 --> 00:19:31.700
the actual narrative structure for the stage.

00:19:31.900 --> 00:19:34.440
It really does. Shows his mastery of theatrical

00:19:34.440 --> 00:19:36.579
form, not just performance. And we have to mention

00:19:36.579 --> 00:19:39.740
that moment at the 75th Tony Awards. His performance.

00:19:39.900 --> 00:19:42.339
The Yiddish scat singing. The New York Times

00:19:42.339 --> 00:19:45.359
called it that. This incredibly fast, improvised

00:19:45.359 --> 00:19:48.059
blend of scat jazz and Yiddish. And he pulled

00:19:48.059 --> 00:19:50.579
Lin -Manuel Miranda and Samuel L. Jackson into

00:19:50.579 --> 00:19:53.079
it. Right there on the spot. Praised for its

00:19:53.079 --> 00:19:55.539
precision, delivery, command of the room, it

00:19:55.539 --> 00:19:57.640
felt like the perfect fusion of his jazz roots,

00:19:57.859 --> 00:20:00.799
his improv chops, and his Broadway success. So

00:20:00.799 --> 00:20:02.559
given this incredible range of achievements,

00:20:02.819 --> 00:20:05.119
it's no surprise he's received a ton of honors

00:20:05.119 --> 00:20:07.380
over the years. Way beyond the Emmys and the

00:20:07.380 --> 00:20:09.970
Tony. Star on the Hollywood Walk of Fame back

00:20:09.970 --> 00:20:13.410
in 91. The Mark Twain Prize for American Humor

00:20:13.410 --> 00:20:16.309
in 2007. Which is a really big deal, recognizing

00:20:16.309 --> 00:20:18.690
lasting impact on American humor and culture.

00:20:18.890 --> 00:20:21.789
Exactly. More recently, the Critics' Choice Lifetime

00:20:21.789 --> 00:20:25.609
Achievement Award in 2022. And then the big one,

00:20:25.910 --> 00:20:29.240
the Kennedy Center Honors in 2023. The highest

00:20:29.240 --> 00:20:31.559
honor for performing arts in the U .S. And the

00:20:31.559 --> 00:20:33.880
tributes there were amazing. Rob Reiner, Meg

00:20:33.880 --> 00:20:36.440
Ryan, De Niro, Jay Leno. And Lin -Manuel Miranda

00:20:36.440 --> 00:20:39.119
and Mark Shaman did a medley of his Oscar songs.

00:20:39.259 --> 00:20:41.940
A perfect tribute. Now beyond the stage and screen,

00:20:42.099 --> 00:20:43.740
let's touch on his personal life, philanthropy,

00:20:44.059 --> 00:20:46.339
and sports. The most remarkable thing might be

00:20:46.339 --> 00:20:48.650
his marriage. Absolutely. married his high school

00:20:48.650 --> 00:20:51.170
sweetheart, Janice Goldfinger, back in 1970,

00:20:51.509 --> 00:20:54.549
over five decades together. That's incredibly

00:20:54.549 --> 00:20:57.109
rare, especially in Hollywood. He often credits

00:20:57.109 --> 00:20:59.089
his parents, Jack and Helen, for setting that

00:20:59.089 --> 00:21:01.369
example of a loving partnership. They have two

00:21:01.369 --> 00:21:03.170
daughters, Jennifer and Lindsay, both in the

00:21:03.170 --> 00:21:06.039
business, and their grandparents. A real bedrock

00:21:06.039 --> 00:21:08.559
of stability, which makes the recent news even

00:21:08.559 --> 00:21:11.579
sadder. The sources confirm their longtime home

00:21:11.579 --> 00:21:14.279
in Pacific Palisades was destroyed in that fire

00:21:14.279 --> 00:21:18.779
in January 2025. After 46 years there, just devastating.

00:21:19.000 --> 00:21:21.519
Truly awful. Shifting gears slightly, philanthropy,

00:21:22.079 --> 00:21:25.599
comic relief. Right. Starting in 86, he co -hosted

00:21:25.599 --> 00:21:28.880
those HBO telethons with Robin Williams and Whoopi

00:21:28.880 --> 00:21:32.359
Goldberg. raising huge amounts for homeless initiatives.

00:21:32.619 --> 00:21:36.220
That trio was iconic. Peak stand -up brilliance

00:21:36.220 --> 00:21:38.759
meets celebrity activism. And that brings us

00:21:38.759 --> 00:21:40.720
to his friendship with Robin Williams. Such a

00:21:40.720 --> 00:21:42.740
deep, important friendship. When Williams died

00:21:42.740 --> 00:21:44.980
in 2014, Crystal gave that incredibly moving

00:21:44.980 --> 00:21:47.960
tribute at the Emmys. So raw, so personal on

00:21:47.960 --> 00:21:49.880
live TV. He said later it was one of the hardest

00:21:49.880 --> 00:21:51.500
things he ever had to do, where you wouldn't

00:21:51.500 --> 00:21:53.500
get through it. He called Robin the brightest

00:21:53.500 --> 00:21:55.799
star in the comedy galaxy, just perfectly captured

00:21:55.799 --> 00:21:57.869
him. And his ability to find the right words

00:21:57.869 --> 00:21:59.950
in grief was tested again with Muhammad Ali.

00:22:00.130 --> 00:22:01.990
That friendship started with the roast impression.

00:22:02.309 --> 00:22:04.609
And ended with Crystal giving a eulogy at Ali's

00:22:04.609 --> 00:22:07.569
funeral in 2016. Where he delivered that amazing

00:22:07.569 --> 00:22:11.670
line comparing Ali to Mozart, Picasso, Shakespeare.

00:22:12.910 --> 00:22:14.869
Contextualizing him as this once -in -a -millennium

00:22:14.869 --> 00:22:17.630
cultural force. Just beautiful. He really has

00:22:17.630 --> 00:22:20.109
a gift for capturing the essence of people. Finally,

00:22:20.109 --> 00:22:21.569
we have to talk about the baseball obsession.

00:22:22.210 --> 00:22:24.769
Specifically, the New York Yankees. Oh yeah.

00:22:25.210 --> 00:22:27.569
It defines him outside of show business. His

00:22:27.569 --> 00:22:30.430
boyhood hero was Mickey Mantle. So much so that

00:22:30.430 --> 00:22:33.730
when Mantle died in 95, Crystal co -wrote the

00:22:33.730 --> 00:22:36.150
eulogy with Bob Costas. That's serious dedication.

00:22:36.690 --> 00:22:39.329
But the peak fanaticism has to be the one -day

00:22:39.329 --> 00:22:42.509
contract. March 12, 2008, right before his 60th

00:22:42.509 --> 00:22:44.670
birthday, he signs a minor league deal with the

00:22:44.670 --> 00:22:47.329
Yankees. Where's number 60? And actually plays.

00:22:47.529 --> 00:22:50.329
Leads off his DH in a spring training game against

00:22:50.329 --> 00:22:52.579
the Pirates. Can you imagine the pressure? Billy

00:22:52.579 --> 00:22:55.299
Crystal, almost 60, facing a pro pitcher. The

00:22:55.299 --> 00:22:57.880
outcome was pure comedy gold, though. He fouled

00:22:57.880 --> 00:23:00.660
off one pitch, but ultimately struck out on six

00:23:00.660 --> 00:23:03.200
pitches against Palma Home. Then, as planned,

00:23:03.480 --> 00:23:06.319
released on his 60th birthday, lived the dream

00:23:06.319 --> 00:23:08.940
for a day. Now, the really jaw -dropping anecdote.

00:23:09.119 --> 00:23:11.599
From his memoir, Still Foolin' Em, involving

00:23:11.599 --> 00:23:15.160
Joe DiMaggio. This story is nuts. After Mantle's

00:23:15.160 --> 00:23:18.759
monument ceremony in 95, DiMaggio was apparently

00:23:18.759 --> 00:23:21.579
furious because Crystal hadn't introduced him

00:23:21.579 --> 00:23:25.759
as the greatest living player. So DiMaggio marched

00:23:25.759 --> 00:23:28.039
up and punched Billy Crystal in the stomach.

00:23:28.180 --> 00:23:31.079
Punched by Jolton Joe. It's the perfect collision

00:23:31.079 --> 00:23:34.140
of Hollywood and legendary sensitive sports egos.

00:23:34.380 --> 00:23:36.799
Only Billy Crystal could have that happen and

00:23:36.799 --> 00:23:39.339
tell the tale. It's amazing. And we have to end

00:23:39.339 --> 00:23:41.599
this section with the ultimate irony, the ultimate

00:23:41.599 --> 00:23:44.839
conflict of interest, lifelong Yankees nut. But

00:23:44.839 --> 00:23:46.960
he's a part owner of the Arizona Diamondbacks.

00:23:47.140 --> 00:23:49.960
And in 2001, the Diamondbacks beat his beloved

00:23:49.960 --> 00:23:53.160
Yankees in the World Series. He got a World Series

00:23:53.160 --> 00:23:55.700
ring for beating his own team. That must be the

00:23:55.700 --> 00:23:57.940
most bittersweet championship ring ever made.

00:23:58.299 --> 00:24:00.720
Just quickly, before we wrap, the sources note

00:24:00.720 --> 00:24:02.799
he's a supporter of the Democratic Party and

00:24:02.799 --> 00:24:05.259
was an outspoken critic of Donald Trump in 2016,

00:24:05.460 --> 00:24:07.720
supporting Hillary Clinton. We mentioned that

00:24:07.720 --> 00:24:09.539
just for the full picture presented in the material.

00:24:09.759 --> 00:24:12.019
Right. So looking back at everything, what really

00:24:12.019 --> 00:24:14.400
stands out is that consistency and how you can

00:24:14.400 --> 00:24:17.119
trace threads from his earliest influences right

00:24:17.119 --> 00:24:19.039
through to his later work. Yeah, we followed

00:24:19.039 --> 00:24:21.720
his path from learning comedy timing from jazz

00:24:21.720 --> 00:24:24.359
legends in his living room. To using that precision

00:24:24.359 --> 00:24:27.690
as Fernando Lamas on SNL. to becoming the definitive

00:24:27.690 --> 00:24:31.029
romantic lead in When Harry Met Sally. And then

00:24:31.029 --> 00:24:33.890
making that huge pivot to being a respected stage

00:24:33.890 --> 00:24:36.769
writer and performer with deeply personal work

00:24:36.769 --> 00:24:40.309
like 700 Sundays, really grappling with his father's

00:24:40.309 --> 00:24:43.769
legacy. He truly mastered every medium. The live

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pressure of SNL and the Oscars, where he was

00:24:46.309 --> 00:24:48.730
that calming presence. To the technical demands

00:24:48.730 --> 00:24:51.670
of directing a serious drama like 61. So if we

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connect all these dots, the jazz, Scorsese, Jody

00:24:54.750 --> 00:24:57.450
Dallas, Marvelous, the Oscar hosting, Mike Wazowski,

00:24:57.630 --> 00:25:01.109
the Tonys, even facing that fastball at 60, it

00:25:01.109 --> 00:25:03.049
does raise a big question for you, the listener,

00:25:03.170 --> 00:25:05.890
to think about. Given Billy Crystal's success

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across so many wildly different genres, improv,

00:25:08.730 --> 00:25:11.869
hosting, romantic drama, musicals, directing

00:25:11.869 --> 00:25:14.250
which of his many, many celebrated roles. Comic

00:25:14.250 --> 00:25:16.549
or dramatic, fictional character, or just being

00:25:16.549 --> 00:25:19.410
himself hosting the Oscars. Which one will ultimately

00:25:19.410 --> 00:25:22.509
be seen as his most enduring contribution to

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American entertainment? His legacy is still being

00:25:25.470 --> 00:25:27.730
written, but it's all rooted in that rhythm he

00:25:27.730 --> 00:25:29.569
first picked up as a kid back on Long Island.

00:25:29.730 --> 00:25:32.150
A perfect thought to consider. Thanks for joining

00:25:32.150 --> 00:25:33.029
us on The Deep Dive.
