WEBVTT

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So if you are joining us today, you probably

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know the name Jack Benny. Right. I mean, huge

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footprint on early American comedy. Yeah, exactly.

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But you might not realize the absolute powerhouse

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of a performer who was standing right next to

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him the whole time. Oh, totally. Today, we are

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taking a single incredibly rich source, the Wikipedia

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article on Eddie Rochester Anderson, and we're

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extracting the most fascinating nuggets about

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a man who broke some of the biggest barriers

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in entertainment history. It's an amazing story.

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It really is. We are looking at a vaudeville

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dancer who accidentally developed one of the

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most famous voices in America. A guy who became

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the first African -American to have a regular

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role on a nationwide radio program. Yeah. And

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just lived a life that was... unapologetically

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large. And our mission today is to uncover why

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his story is so relevant to you right now, because

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this is not just a standard chronological biography.

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Eddie Anderson's life serves as a masterclass

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in how individuals can navigate and actively

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shape massive cultural shifts. We're going to

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explore how someone turns a perceived career

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ending flaw into a massive advantage. And how

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they use that resulting success to lift up their

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entire community in an era of deep systemic segregation.

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So let's jump right into where this drive came

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from. Edmund Lincoln Anderson was born in 1905

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in Oakland, California, and he was quite literally

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born into show business. He really was. His dad,

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known as Big Ed Anderson, was a minstrel performer,

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and his mom, Ella May, had been a tightrope walker.

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Which is wild. Yeah, until a fall ended her career.

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But the history goes much deeper than just the

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stage. Anderson described himself as a descendant

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of slaves who managed to escape the South during

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the Civil War via the Underground Railroad. That

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is just a profound heritage to carry. Absolutely.

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You can trace a direct line from that legacy

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of survival to his own incredible work ethic.

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By the time he was 10, his family had moved to

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San Francisco. Right. And at just 14, he left

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school entirely to work as an errand boy to help

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support them. But that showbiz bug was already

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planted. He'd spend his free time hanging around

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stage doors and performing on street corners

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with his brother. He was hustling from day one.

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Okay, let's unpack this because the origin of

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his most famous asset, his signature raspy voice,

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is completely accidental. Yeah, this part is

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crazy. Right. When he was a kid selling newspapers

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in San Francisco, the job required constant shouting

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to get people's attention over the noise of the

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streetcars. He shouted so much and so loudly

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that he actually ruptured his vocal cords. What's

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fascinating here is the psychological pivot that

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must have required. Oh, for sure. In almost any

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other scenario, permanently destroying your vocal

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cords would be a career -ending liability for

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someone who desperately wants to be on stage.

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Right. You'd think it was over. Exactly. He actually

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started out in show business as a dancer. He

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even briefly tried to be a jockey but had to

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give it up because he became too heavy. Yeah.

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So you have a dancer and a singer who loses his

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clear voice. But instead of giving up... he leans

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into the grit. That supposed flaw is exactly

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what became his most recognizable, iconic asset.

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It's the ultimate example of playing the hand

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you were dealt. In his teen years, he is fully

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immersed in vaudeville. He joins an all -African

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-American review at age 14. Wow. By the 1920s,

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he's performing in shows with names like Struttin'

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Along and Steppin' High. He's... dancing performing

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with his brother in a trio called the three black

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aces and eventually he starts adding comedy to

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his song and dance routines right this wasn't

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overnight fame this was a grueling stage hustle

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that built a foundation of adaptability And that

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adaptability was the key to his survival in the

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industry. He moved to the Los Angeles black community

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in the 1930s, specifically looking for film work.

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He had actually met Jack Benny once before on

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a vaudeville tour, though they just shook hands.

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But in March 1937, everything aligned. This is

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the big break. Anderson gets hired for a one

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-time role on the Jack Benny program. Just one

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time. Yeah. The show was doing a storyline about

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traveling from Chicago to California by train,

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and Anderson auditioned and won the role to play

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a train red cap. It was literally just supposed

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to be a single guest appearance. But the audience

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reaction was overwhelming. The fan response poured

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in immediately. Listeners practically demanded

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to hear that gravelly voice again. So five weeks

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later, the producers bring him back. Yeah. This

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time he plays a waiter in a restaurant serving

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the cast. A few weeks after that, he's brought

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back again to play a guy having a financial dispute

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with Jack Benny. Right. They were testing the

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waters. Exactly. And the comedic chemistry was

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just undeniable. Finally, after a flood of positive

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fan letters, Benny invites him to join the cast

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permanently as Rochester Van Jones. Benny's valet.

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We need to pause here and recognize the historical

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weight of that specific hiring. Definitely. With

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that contract, Eddie Anderson became the first

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African -American to have a regular role on a

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nationwide radio program. In the landscape of

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1930s American media, that was a completely unprecedented

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milestone. It really was. And the dynamic between

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the two of them off air was wild. I was reading

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about Anderson's habit of running late, which

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drove Benny crazy. Oh yeah, the fines? Benny

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actually started fining Anderson $50 every time

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he arrived late to the studio. Which was a lot

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of money back then. A huge amount. Benny would

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even make the other cast members check on Anderson

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before travel dates, because he'd just lose track

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of time entirely. He operated on his own schedule,

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and it highlights how much leverage he actually

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had. He wasn't easily replaceable, and he knew

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it. That actually led to this incredible visual

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from the source material. One time, Anderson

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is running so late to catch the cast's train

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that he literally gets an LAPD motorcycle squad

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to give him a high speed escort all the way to

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the Pasadena train station. That is amazing.

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Imagine the sirens, the bewildered commuters,

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and Jack Benny standing on the platform tapping

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his watch. only to see his co -star arrive with

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a police motorcade. It sounds comical now, but

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it speaks volumes about his star power. You don't

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get a police escort unless you are a beloved

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public figure. Right. His popularity skyrocketed

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to the point where he rivaled Benny himself.

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After World War II, Anderson frequently received

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the most enthusiastic applause of anyone on the

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show. There was even a riot in 1940. Oh yeah,

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the college prank. Yes. Anderson was supposed

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to appear at a Harvard University event. Students

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from MIT decided to pull a prank to delay his

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arrival. And the Harvard students got so furious

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about being kept waiting for Rochester that a

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riot actually broke out between the two schools.

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Just unbelievable. College students literally

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throwing punches because they wanted to see him.

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Which brings us to the broader cultural impact

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of his presence on the airwaves. Here's where

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it gets really interesting. Because we have to

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talk about the racial dynamics of the character.

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When Rochester was first introduced, the role

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of a black servant was a very common restrictive

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trope for performers of that era. And the source

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notes that some of the early humor on the show

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did rely on the kinds of stereotypes that were

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standard practice in the entertainment business

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at the time. Yeah. Benny had even broadcast a

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radio minstrel show back in 1936. Exactly. But

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the character of Rochester and the show's writing

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evolved significantly over the years. They did.

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And the catalyst for that evolution is a really

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poignant piece of history. According to Jack

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Benny's posthumous autobiography, a major turning

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point occurred after World War II. When the sheer

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enormity and horror of the Holocaust was revealed

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to the world, Benny and his writers were deeply

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shaken. They made a conscious, deliberate effort

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to remove all stereotypical aspects from the

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Rochester character. They recognized the very

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real dangerous consequences of reducing any group

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of people to a caricature or a punchline. And

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you can see how much the audience's sensibilities

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evolved alongside that decision. In February

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1950, the writers accidentally reused a rehashed

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script from 1940 that contained some of those

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old stereotypes. And the listeners notice. Oh,

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they did not let it slide. They sent angry protest

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letters to the show demanding better. The audience

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had really grown to respect Rochester as a complex

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character. Benny was highly responsive to that

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feedback, insisting from then on that his writers

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guaranteed there would be no racial jokes on

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the show. Yeah. And Benny's solidarity with Anderson

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extended far beyond the safety of the recording

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studio. There are multiple documented accounts

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of hotels trying to enforce segregation while

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they were on tour. This part is so important.

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In St. Joseph, Missouri, a hotel tried to deny

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lodging to Anderson. Benny threatened to pull

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his entire company out of the hotel and the management

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caved. He did the exact same thing in New York,

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right? Yeah. A manager tried to move Anderson

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to a different room because some guests in the

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South complained about his presence. Benny's

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response was to pull his entire cast and crew

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out of the hotel entirely. All 44 people. Wow.

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That is a massive logistical nightmare and a

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huge financial flex just to prove a point. It

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demonstrates how their relationship transitioned

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from a standard workplace dynamic to a genuine

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partnership based on mutual respect. But it's

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also vital to understand that Anderson wasn't

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just relying on Benny to fight these battles.

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He was an active force for change in his own

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right, using his platform strategically. Yeah,

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I read something about him becoming the mayor

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of Central Avenue in 1940. At first, I assumed

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this was just a clever PR stunt for the radio

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show, but he actually took it incredibly seriously.

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He took it very seriously. It was a mock election

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held by the Los Angeles black community to name

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an honorary mayor who would advocate for their

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neighborhood. Anderson ran for the post, setting

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up his campaign headquarters at the Dunbar Hotel.

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But he didn't treat it like a celebrity joke.

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He campaigned on very real pressing issues, specifically

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advocating for black military aviators. And he

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won the election. He did. This is exactly what

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we mean when we talk about applying your platform

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for real world impact. He used the massive fame

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he got from comedy to advocate for black pilots

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at a time when the United States military was

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still deeply segregated. He didn't just talk

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about it from a podium either. He took flying

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lessons himself and he toured and lectured alongside

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a representative from the Tuskegee Institute

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to raise awareness and funding. That's incredible.

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If we connect this to the bigger picture, you

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start to see just how savvy and visionary Eddie

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Anderson was outside of his acting career. His

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business ventures reflect that same drive. During

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World War II, the military segregated living

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quarters meant he couldn't easily tour with Benny's

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show to military bases. Right. So he found another

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way to contribute. He financed and owned the

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Pacific Parachute Company. This detail blew my

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mind. This wasn't just him putting his name on

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a letterhead. The company was founded by Howard

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Skippy Smith, and it was an African -American

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owned and operated business manufacturing parachutes

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directly for the Army and Navy. Yeah. He was

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creating jobs, outfitting the military, improving

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the economic power of the black community during

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wartime. It was a brilliant enterprise, and his

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financial success was breaking boundaries across

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the board. Let's talk about the paycheck. Because

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the numbers are staggering for the era. Anderson

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was earning a salary of $100 ,000 a year. Yeah.

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That made him the highest paid African -American

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actor until the 1950s. By 1962, he was officially

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on Ebony magazine's list of the 100 wealthiest

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African -Americans. Though, ironically, he played

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a valet so convincingly and the writing was so

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sharp that many people thought he was actually

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Jack Benny's real -life servant. Fans took the

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radio jokes about Benny being famously cheap

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completely literally. He really did. One listener

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actually wrote a letter scolding Benny and then

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wrote a separate letter to Anderson. urging him

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to sue Jack Benny for his low salary. They had

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absolutely no idea he was making 100 grand a

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year. Not at all. With that level of wealth,

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he inevitably collided with another major systemic

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barrier, housing discrimination. Yeah. Like many

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black entertainers of the era, he wanted to live

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in the West Adams District of Los Angeles, an

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area that became known as Sugar Hill. But property

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owners had these deeply racist restrictive covenants

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written directly into the deeds, prohibiting

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black people from buying or living there. But

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Anderson refused to be confined by those limits.

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Before the Supreme Court even declared those

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practices illegal in 1948, Anderson successfully

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built a massive luxurious home right there in

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Sugar Hill. Right in the neighborhood. And he

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had it designed by the legendary black architect

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Paul Williams. It was this huge house with a

00:12:48.799 --> 00:12:50.879
swimming pool sitting right in the middle of

00:12:50.879 --> 00:12:53.360
a neighborhood of smaller bungalows. The city

00:12:53.360 --> 00:12:55.379
actually ended up renaming the street after his

00:12:55.379 --> 00:12:57.679
character. Building that house was a physical

00:12:57.679 --> 00:13:00.379
monument to his success. Erected right in the

00:13:00.379 --> 00:13:02.740
face of structural racism, it was a statement

00:13:02.740 --> 00:13:05.549
that he belonged there. And that boundless mentality

00:13:05.549 --> 00:13:08.730
bled right into his personal life, too, especially

00:13:08.730 --> 00:13:10.990
his hobbies, which were honestly just as daring

00:13:10.990 --> 00:13:13.490
as his career. Oh, absolutely. He didn't just

00:13:13.490 --> 00:13:16.870
buy a sports car in 1951. He designed a life

00:13:16.870 --> 00:13:20.230
-size custom sports car, dropped a Cadillac engine

00:13:20.230 --> 00:13:23.649
under the hood, gave it a sleek, low -slung exterior,

00:13:24.070 --> 00:13:26.370
and took it around to sports car shows all over

00:13:26.370 --> 00:13:29.090
the country. He was a man who loved speed and

00:13:29.090 --> 00:13:31.990
adventure. He was the skipper of his own cabin

00:13:31.990 --> 00:13:34.409
cruiser, which actually led to a rather infamous

00:13:34.409 --> 00:13:38.289
incident. In February 1946, he's out on his boat

00:13:38.289 --> 00:13:40.909
with two friends. The engine dies. Yeah. They're

00:13:40.909 --> 00:13:43.250
stranded. A radio news story goes out across

00:13:43.250 --> 00:13:45.809
the country that Eddie Anderson is missing and

00:13:45.809 --> 00:13:48.210
feared lost at sea. It highlights how much of

00:13:48.210 --> 00:13:50.450
a national treasure he had become. The Coast

00:13:50.450 --> 00:13:52.529
Guard was mobilizing. News anchors were interrupting

00:13:52.529 --> 00:13:55.129
broadcasts. It wasn't just a localized concern.

00:13:55.289 --> 00:13:58.519
It was a national panic. Meanwhile, Anderson

00:13:58.519 --> 00:13:59.960
and his friends are just out there surviving.

00:14:00.200 --> 00:14:02.860
They spent the entire night adrift, signaling

00:14:02.860 --> 00:14:06.059
an SOS by flashing mirrors, lighting fires, holding

00:14:06.059 --> 00:14:08.759
up lanterns, and flying the ship's flag upside

00:14:08.759 --> 00:14:11.799
down to indicate distress. So resourceful. Finally,

00:14:11.799 --> 00:14:14.179
a fishing boat spots them and tows them back

00:14:14.179 --> 00:14:16.960
to the Los Angeles harbor. Anderson gets back

00:14:16.960 --> 00:14:20.340
to land and realizes he caused this massive uproar.

00:14:20.500 --> 00:14:23.820
He had no idea until he heard the radio broadcasts.

00:14:23.840 --> 00:14:26.970
It perfectly encapsulates his life. constantly

00:14:26.970 --> 00:14:29.730
in motion, occasionally perilous, but always

00:14:29.730 --> 00:14:31.730
navigating his way out of it. So what does this

00:14:31.730 --> 00:14:33.950
all mean? It means Eddie Anderson was a man who

00:14:33.950 --> 00:14:36.389
lived without limits, which brings us perfectly

00:14:36.389 --> 00:14:39.309
to his absolute biggest passion, horse racing.

00:14:39.470 --> 00:14:42.029
He was a deeply avid fan of the sport, and he

00:14:42.029 --> 00:14:44.190
owned several racehorses over the years. And

00:14:44.190 --> 00:14:47.129
in 1943, he made history yet again. He added

00:14:47.129 --> 00:14:49.529
his thoroughbred, a horse named Burnt Cork, into

00:14:49.529 --> 00:14:51.970
the Kentucky Derby. This made Anderson the very

00:14:51.970 --> 00:14:54.990
first African -American owner to enter a horse

00:14:54.990 --> 00:14:57.750
in the Derby. He was so incredibly proud that

00:14:57.750 --> 00:15:00.230
when Burnt Cork won an important qualifying race,

00:15:00.370 --> 00:15:02.490
Anderson showed up to work at the MGM Studios,

00:15:02.929 --> 00:15:05.850
dressed as a Kentucky Colonel, and insisted everyone

00:15:05.850 --> 00:15:08.840
call him Colonel Rochester. But we have to look

00:15:08.840 --> 00:15:11.360
at the stark reality of the era here, too, because

00:15:11.360 --> 00:15:13.759
it really captures the duality of his existence.

00:15:14.100 --> 00:15:16.639
Despite making history as an owner at the Kentucky

00:15:16.639 --> 00:15:19.759
Derby, the city of Louisville was still strictly

00:15:19.759 --> 00:15:23.840
segregated. Anderson and his wife, Mamie, couldn't

00:15:23.840 --> 00:15:26.139
stay in the mainstream hotels near the track.

00:15:26.340 --> 00:15:29.139
They had to lodge at the private home of a black

00:15:29.139 --> 00:15:32.299
politician, May Street Kid, just to be able to

00:15:32.299 --> 00:15:34.340
attend the race and watch their own horse run.

00:15:34.840 --> 00:15:37.460
It is a sobering reminder. Unbelievable fame

00:15:37.460 --> 00:15:39.659
and wealth, but constantly navigating a segregated

00:15:39.659 --> 00:15:42.980
America. He also faced criticism from some sports

00:15:42.980 --> 00:15:44.659
columnists who accused him of entering the horses

00:15:44.659 --> 00:15:47.700
for publicity, especially since burnt cork unfortunately

00:15:47.700 --> 00:15:50.440
finished last. But as one UPI columnist pointed

00:15:50.440 --> 00:15:53.139
out at the time, King George VI had a horse finish

00:15:53.139 --> 00:15:56.919
last at Ascot, and nobody accused the king of

00:15:56.919 --> 00:15:59.299
pulling a publicity stunt. It highlights the

00:15:59.299 --> 00:16:01.279
double standards he had to endure constantly.

00:16:02.009 --> 00:16:04.330
But he never let it sour his love for the sport

00:16:04.330 --> 00:16:07.389
or his drive to learn. Long after the Jack Benny

00:16:07.389 --> 00:16:09.570
show eventually transitioned to television in

00:16:09.570 --> 00:16:12.950
the 50s and ended in 1965, Anderson returned

00:16:12.950 --> 00:16:16.490
to that equine passion. Yeah. He actually worked

00:16:16.490 --> 00:16:18.809
as a horse trainer at the Hollywood Park racetrack

00:16:18.809 --> 00:16:21.429
in his later years. He was so dedicated to the

00:16:21.429 --> 00:16:23.409
animals that when one of his horses was injured

00:16:23.409 --> 00:16:26.149
and almost euthanized, Anderson practically lived

00:16:26.149 --> 00:16:28.850
at the Paramount Pictures Studio Library reading

00:16:28.850 --> 00:16:31.429
up on equine anatomy until he found a surgeon

00:16:31.429 --> 00:16:34.289
to rehabilitate the horse. The guy was just relentlessly

00:16:34.289 --> 00:16:36.610
curious and determined to solve problems himself.

00:16:37.259 --> 00:16:39.580
I do want to mention one quick historical detail

00:16:39.580 --> 00:16:41.500
from his later years, just to round out his biography.

00:16:42.139 --> 00:16:45.700
In 1966, he supported Ronald Reagan's candidacy

00:16:45.700 --> 00:16:49.220
for California governor. We are impartially reporting

00:16:49.220 --> 00:16:51.059
what is in the source text here, but it's an

00:16:51.059 --> 00:16:53.139
interesting footnote showing his involvement

00:16:53.139 --> 00:16:55.740
in California politics later in life. He remained

00:16:55.740 --> 00:16:58.730
active in various ways. He did guest spots on

00:16:58.730 --> 00:17:01.370
television, did some voice work for cartoons

00:17:01.370 --> 00:17:04.349
like Scooby Doo, and kept in close touch with

00:17:04.349 --> 00:17:07.950
Jack Benny until Benny passed away in 1974. Yeah.

00:17:08.250 --> 00:17:11.609
Anderson was devastated by Benny's death. He

00:17:11.609 --> 00:17:14.269
delivered a eulogy and spoke of him with incredible

00:17:14.269 --> 00:17:17.049
admiration and respect. Just a few years later,

00:17:17.150 --> 00:17:20.849
in February 1977, Eddie Anderson passed away

00:17:20.849 --> 00:17:23.450
from heart disease at the age of 71. But his

00:17:23.450 --> 00:17:26.190
story does not end there. because his final act

00:17:26.190 --> 00:17:28.410
was truly beautiful and speaks directly to that

00:17:28.410 --> 00:17:31.009
mission of lifting up his community. In a final

00:17:31.009 --> 00:17:33.630
philanthropic gesture, he willed his massive

00:17:33.630 --> 00:17:36.589
Paul Williams -designed home, the very one he

00:17:36.589 --> 00:17:39.049
built in defiance of those racist housing covenants,

00:17:39.190 --> 00:17:41.670
to become a facility to help victims of substance

00:17:41.670 --> 00:17:44.509
abuse. Wow. It became known as Rochester House.

00:17:44.710 --> 00:17:47.150
It was repurposed to help troubled men transition

00:17:47.150 --> 00:17:50.210
back into society and provide shelter for homeless

00:17:50.210 --> 00:17:52.470
individuals facing addiction. What an incredible

00:17:52.470 --> 00:17:54.720
legacy. From a kid selling newspapers, with a

00:17:54.720 --> 00:17:56.900
damaged voice in San Francisco, to a vaudeville

00:17:56.900 --> 00:17:59.279
dancer hustling on stage, to the first black

00:17:59.279 --> 00:18:02.180
regular on a national radio show. He was an entrepreneurial

00:18:02.180 --> 00:18:04.599
visionary, making parachutes for the military,

00:18:04.900 --> 00:18:07.819
a quiet force for civil rights, demanded respect

00:18:07.819 --> 00:18:10.640
on and off the set, and a man who navigated the

00:18:10.640 --> 00:18:13.039
intense complexities of 20th century America

00:18:13.039 --> 00:18:16.000
with grace, humor, and a whole lot of style.

00:18:16.380 --> 00:18:18.180
This raises an important question, something

00:18:18.180 --> 00:18:20.380
for you to mull over long after this deep dive

00:18:20.380 --> 00:18:24.059
ends. We talked about his business savvy, but

00:18:24.059 --> 00:18:26.099
there is one venture we haven't touched on yet.

00:18:26.259 --> 00:18:29.519
Oh, right. Back in 1948, Anderson recognized

00:18:29.519 --> 00:18:32.480
the incredible potential of Las Vegas as an entertainment

00:18:32.480 --> 00:18:35.799
hub. He tried to build and operate a black -friendly

00:18:35.799 --> 00:18:38.420
hotel and casino there, but the venture failed

00:18:38.420 --> 00:18:40.259
because he couldn't attract enough investors.

00:18:40.539 --> 00:18:42.779
Yeah. He was simply too far ahead of his time.

00:18:43.309 --> 00:18:45.569
Think about that. If he had successfully secured

00:18:45.569 --> 00:18:48.710
that backing in 1948, seven full years before

00:18:48.710 --> 00:18:51.289
the Moulin Rouge integrated the city, how might

00:18:51.289 --> 00:18:53.930
the entire economic and cultural history of Las

00:18:53.930 --> 00:18:56.710
Vegas look today? That's a great point. How might

00:18:56.710 --> 00:18:58.789
the trajectory of black wealth and ownership

00:18:58.789 --> 00:19:01.329
in the entertainment industry be completely different

00:19:01.329 --> 00:19:03.730
if Eddie Anderson's vision had been realized

00:19:03.730 --> 00:19:06.589
a decade early? Man, that is a profound what

00:19:06.589 --> 00:19:09.400
if. To you listening, thank you so much for joining

00:19:09.400 --> 00:19:11.500
us on this deep dive into the extraordinary life

00:19:11.500 --> 00:19:14.140
of Eddie Rochester Anderson. Keep asking those

00:19:14.140 --> 00:19:16.319
big questions. Keep digging into the past and

00:19:16.319 --> 00:19:18.480
always look for the incredible stories hiding

00:19:18.480 --> 00:19:20.980
right in plain sight. Get you on the next deep

00:19:20.980 --> 00:19:21.279
dive.
