WEBVTT

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Welcome back to the Deep Dive. I, um, I have

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to be honest with you about something right off

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the bat. Oh boy. What is it? Well, when I first

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opened the file for today, I had a moment of,

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uh, of skepticism, I guess you could call it.

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Because of the names on the list? Exactly! I

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saw these three names stacked on top of each

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other. Peter Lawford, Shirley MacLaine, And Tony

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Bennett. Right. And my immediate reaction was

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just, are we doing a nostalgia trip? Like, are

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we just going to sit here and talk about martinis

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and tuxedos and old Hollywood gossip? Which is

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a very common first reaction, to be fair. It

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felt a bit light for what we usually do. Yeah,

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you see that Rat Pack label and you immediately

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think surface level glamour. You think Las Vegas

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in the 60s and snap rim hats and, you know. Ring

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-a -ding -ding. Ring -a -ding -ding. Exactly.

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But then I started actually digging into the

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primary sources you pulled. The military records

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and the legal briefs. Yes, specifically those.

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And I realized I was completely wrong. This isn't

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a story about entertainment at all. No, it really

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isn't. It's a story about the 20th century itself.

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It's like a masterclass in sociology and business

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strategy and frankly, just survival. It really

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is. What we're looking at today are three titans

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of the industry whose lives intersected in that

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incredibly glitzy Rat Pack era, but then diverged

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so wildly that it's almost hard to believe they

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were ever in the same room. Right. We're looking

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at three very distinct case studies on how to

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navigate a shifting world. We have Peter Lawford,

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the English aristocrat, who basically became

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the ultimate insider until the day the locks

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were changed. We have Shirley MacLaine, who I

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was honestly shocked to learn is basically a

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legal scholar and a business shark in addition

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to being a mystic. She's a powerhouse. And we

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have Tony Bennett, whose life story reads way

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more like a gritty war novel than a jazz biography.

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And the mission for this deep dive for you listening

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today is to find... The pivot points. The pivot

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points. Right. We aren't just going to sit here

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listing their movies or their hit songs. We are

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looking for the very specific moments, a glass

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door shattering or a broken ankle or a phone

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call to a son that completely altered their fates.

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It's really about agency versus circumstance.

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So let's unpack this. I want to start with the

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figure who I think is probably the most tragic

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and in some ways the most complex because of

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his passivity. Peter Lawford. The golden boy.

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Golden boy. Looking at the photos in the stack

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we have, he is the absolute definition of debonair.

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But his start in life was chaotic. Chaotic is

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putting it very mildly. Really? Oh, yeah. To

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understand Peter Lawford, you have to understand

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that he was born into a very specific, very rigid

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slice of British society, but under incredibly

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scandalous circumstances. OK, set the scene for

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us. He was born in London in 1923. His father

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was Lieutenant General Sir Sidney Turing Barlow

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Lawford. OK, so a knight. A decorated military

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man. Exactly. Very high status. His mother was

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May Somerville Bunny. So far, so aristocratic.

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Sounds very proper. But here's the kicker. At

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the time of Peter's birth, his mother was married

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to one of Sir Sidney's officers. Oh, wow. A man

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named Captain Ernest Alen. Ouch. Saw a massive

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scandal right out of the gate. Huge. In 1920s

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Britain, this was absolute social suicide. May

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actually confessed to her husband that the child

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wasn't his, which led to a double divorce. A

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double divorce in the 1920s. That must have been

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front page gossip. It was. Sir Sidney and May

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eventually married when Peter was one year old.

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But that initial instability really set the tone

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for his entire life. Because they were ostracized,

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right? Completely. Because of the scandal, they

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were largely shut out of their social circles.

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So they traveled constantly. Peter was never

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formally educated in a traditional school setting.

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And his mother sounds like a... a character in

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her own right the notes mentioned she had very

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specific ideas about his future she was basically

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the architect of his reality she explicitly stated

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that she decided peter was unfitted for any career

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except art unfitted for any career except art

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yes she actually cut latin and mathematics out

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of his curriculum entirely and substituted them

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with dramatics and tennis that is a fascinating

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parenting choice just hey You aren't smart enough

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for math, so go be famous. It's wild. Right.

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It put immense pressure on him to be a personality

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rather than an intellectual. But despite this

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intense focus on art, there was still this lingering

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expectation of military service. Because of his

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father. Exactly. Being the son of a lieutenant

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general, the military is just the default path

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for a young man of his class. It was expected.

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Right. But this is where we hit our first major

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pivot point, the sliding doors moment of Peter

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Lawford's life. He was 14 years old. This is

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the glass door incident. It's a moment of pure

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random trauma. What exactly happened? He was

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running through a room, seemingly just being

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a boisterous teenager, and his right arm went

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right through a glass pane. The injury was horrific.

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We aren't just talking about a few stitches here.

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No, not at all. It completely severed the nerves

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and tendons. And you have to remember, in the

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1930s, microsurgery simply didn't exist. So they

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couldn't fix it. No. He essentially lost the

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use of his forearm and hand. He suffered irreversible

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nerve damage. He eventually learned to conceal

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it later in life. He would keep his hand in his

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pocket or hold a cigarette to mask the immobility.

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But physically, the arm was ruined. And the consequences

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of that were immediate, right? Immediate and

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severe. A military career was now physically

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impossible. Which was the expectations. But the

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financial repercussions were somehow even worse.

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He had an aunt who had planned to leave him a

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considerable fortune, an inheritance that would

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have set him up for life. Let me guess. She wasn't

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happy. She was horrified. She was so disgusted

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that he couldn't serve in the military and that

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he was turning to the lowly procession of acting

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that she literally wrote him out of her will.

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Talk about adding insult to injury, literally.

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Yeah. So he loses the inheritance, he loses the

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military path, and he is basically forced into

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acting to survive. Exactly. And this brings us

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to World War II, which is the part of the story

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that I find deeply, deeply ironic. Set that up

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for us. Well, the war breaks out. Lawford is

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in America at this point. His family's funds

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are frozen in Britain. He's broke. He's actually

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working as a parking attendant and an usher just

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to buy food. The son of a knight parking cars.

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Right. But Hollywood has a massive problem at

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this exact moment. All the men are gone. Correct.

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Clark Gable, Jimmy Stewart, Tyrone Power, all

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the traditional leading men are deployed. MGM

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is absolutely desperate. They need young, handsome

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men who look good in uniform to star in these

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morale boosting war movies. And here is Peter

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Lawford. Yes. Tall, handsome, authentic British

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accent. classified 4F because of his arm. He

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can't serve. So he gets hired to play the very

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thing he physically can't be in real life. Precisely.

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MGM signs him and they cast him almost exclusively

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as soldiers. He plays pilots, infantrymen, naval

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officers. He was in Mrs. Miniver, right? Yes,

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Mrs. Miniver, the White Cliffs of Dover, Eagle

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Squadron. He becomes this massive heartthrob

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playing military heroes while the actual real

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heroes are dying overseas. The source material

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mentions a modern screen magazine poll in 1946.

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Yes, he won it. He was literally voted the most

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popular actor in Hollywood. He was receiving

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thousands of fan letters a week. He was the golden

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boy of the MGM lot. But you have to imagine the

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psychological toll of that. It was heavy. He

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suffered from severe imposter syndrome. He knew

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he was playing a role. He knew his fame was based

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on this sort of lie of omission regarding his

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service. And looking at his filmography, he wasn't

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exactly carrying these movies either, was he?

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Like he wasn't doing heavy dramatic lifting.

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That's a really key distinction. The critics

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were often pretty lukewarm on him. He was charming.

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He was debonair. But he was usually just the

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best friend or the romantic interest. For a really

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strong female lead like Esther Williams or Judy

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Garland. He was a personality. Exactly. He was

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a personality more than an actor. He was safe.

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Which perfectly sets up his next major role in

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life, the brother -in -law. He marries Patricia

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Kennedy in 1954. This moves him from Hollywood

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royalty to actual American royalty. He marries

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into the Kennedy clan right as JFK is descending

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on the national stage. And this is where Frank

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Sinatra enters the picture in a major way. Sinatra?

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Sinatra was obsessed with power. He saw Lawford

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as a key to that power. He famously nicknamed

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him Brother -in -Lawford. That nickname is just

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so brutal. It literally defines him entirely

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by his relationship to someone else. It's dismissive,

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but it was incredibly accurate. Lawford became

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the bridge. He was the conduit between the glamour

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of the Rat Pack and the political power of the

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White House. He organized the fundraisers. He

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organized the fundraisers. He brought the massive

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stars to the rallies. In 1960, he even became

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a U .S. citizen specifically so he could vote

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for his brother -in -law. Wow. He was at the

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absolute apex of cultural relevance at that moment.

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He was starring in Ocean's Eleven. He was skiing

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with the president. He was the ultimate insider.

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And then comes the fall. And it is steep. We

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have to talk about the snub. The snub, yes. This

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story is legendary, but let's break down exactly

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what happened according to the historical records.

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This is the exact moment Peter Lawford's life

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effectively crumbled. It's March 1962. Frank

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Sinatra is at the peak of his hubris. He feels

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untouchable. Untouchable. He expects President

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Kennedy to stay at his home in Palm Springs during

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a West Coast trip. And Sinatra had prepared for

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this, right? This wasn't just, you know, crashing

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on the couch. Oh, no. Sinatra had spent an absolute

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fortune. He constructed a concrete helipad specifically

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for the president's helicopter. He installed

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a full presidential communications center with

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direct secure lines to Washington. He built guest

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pottages for the Secret Service. He viewed this

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visit as his coronation as the cultural king

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of America. But he had a problem named Robert

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F. Kennedy. RFK, the attorney general. RFK was

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aggressively pursuing organized crime at the

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time. And he knew Sinatra was fraternizing with

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Sam Giancana and other major mob figures. Okay,

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he steps in. RFK looked at the logistics. and

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told the president, effectively, you cannot sleep

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at Frank Sinatra's house. It is a massive security

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risk, it is a moral liability, and it will absolutely

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kill us in the press. So the president cancels.

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At the very last minute. Yeah. And to really

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twist the knife, the administration decides the

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president will stay at Bing Crosby's house instead.

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Oh, that has to sting. Bing Crosby was Sinatra's

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massive rival. It was the ultimate humiliation.

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Bing Crosby was a Republican. He was the old

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guard and he was Sinatra's biggest professional

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rival. I can't even imagine Sinatra's reaction.

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He was incandescent with rage. He famously took

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a sledgehammer and personally smashed up the

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concrete of the helipad he had just built. A

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sledgehammer. Yes. But here is the thing. He

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couldn't unleash his rage on the president of

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the United States. That's treason. And he couldn't

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attack the attorney general. So he needed a scapegoat.

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He attacked the proxy. He blamed Peter Lawford.

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He felt Lawford should have fixed it. That he

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should have used his family influence to smooth

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it over. What could Lawford even do? Nothing.

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Lawford tried to explain. He said, Frank, he's

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the president. I can't tell him where to sleep.

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Right. It didn't matter. Sinatra cut him off

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instantly. When you say cut him off, what did

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that look like professionally? It was a Soviet

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-style erasure. Lawford was slated to star in

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the next Rat Pack movie, Robin and the Seven

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Hoods. Sinatra fired him immediately and replaced

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him with, you guessed it, Bing Crosby. Wow. Just

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rubbing salt in the wound. Lawford was banned

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from the hangouts. He was completely excommunicated.

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Sinatra never spoke to him again except once,

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very briefly, years later, when Sinatra's son

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was kidnapped. And because Lawford's entire identity

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was being the connector, once that connection

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was severed, he really had nothing left. Precisely.

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He divorced Patricia Kennedy in 1966, so he lost

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the White House connection, too. He just spiraled.

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The descriptions of his later years in the sources

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are really harrowing. They are. He became famous

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for being famous drifting through really bad

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TV movies, struggling with severe alcoholism

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and drug addiction. He was essentially a man

00:12:11.070 --> 00:12:12.870
without a country. The notes on his health are

00:12:12.870 --> 00:12:15.710
tragic. Kidney failure, liver failure. He died

00:12:15.710 --> 00:12:19.679
at just 61. On Christmas Eve, 1984. And even

00:12:19.679 --> 00:12:21.419
his death was co -opted by the media machine.

00:12:21.539 --> 00:12:23.779
This part is awful. There was a major dispute

00:12:23.779 --> 00:12:26.179
over his burial between his widow and the cemetery.

00:12:26.700 --> 00:12:28.620
Eventually, his ashes were scattered in the Pacific

00:12:28.620 --> 00:12:31.779
Ocean. But his widow invited the National Enquirer

00:12:31.779 --> 00:12:34.240
to photograph the scattering. No, that is just

00:12:34.240 --> 00:12:37.399
the ultimate indignity. It perfectly encapsulates

00:12:37.399 --> 00:12:40.200
his life, unfortunately. He started as the son

00:12:40.200 --> 00:12:42.899
of a knight and ended as a photo op for a supermarket

00:12:42.899 --> 00:12:45.570
tabloid. He was a man who never built his own

00:12:45.570 --> 00:12:47.210
foundation. He built his house on the land of

00:12:47.210 --> 00:12:49.269
others. Yeah. And when the landlords evicted

00:12:49.269 --> 00:12:51.529
him, he just collapsed. It really highlights

00:12:51.529 --> 00:12:54.509
that idea of the system player. Yeah. He played

00:12:54.509 --> 00:12:57.429
the game, MGM, the Rat Pack, the Kennedys. But

00:12:57.429 --> 00:12:59.129
when the systems rejected him, he didn't have

00:12:59.129 --> 00:13:01.710
a core to stand on. Exactly. Now let's look at

00:13:01.710 --> 00:13:03.850
the counter argument. Shirley MacLaine. Yes.

00:13:03.929 --> 00:13:06.980
Because she was. In that rat pack orbit, she

00:13:06.980 --> 00:13:09.080
was basically the only woman they really let

00:13:09.080 --> 00:13:12.299
into the inner circle. But her trajectory is

00:13:12.299 --> 00:13:14.600
completely different. Shirley MacLaine is the

00:13:14.600 --> 00:13:17.419
ultimate case study for agency. Yeah. If Lawford

00:13:17.419 --> 00:13:20.340
was defined by association, MacLaine was defined

00:13:20.340 --> 00:13:22.460
by pure self -determination. And interestingly,

00:13:22.600 --> 00:13:25.419
like Lawford, her story also starts with a physical

00:13:25.419 --> 00:13:28.600
issue. The weak ankles. Yes. She was born Shirley

00:13:28.600 --> 00:13:31.730
MacLaine Beattie in Virginia. As a toddler, she

00:13:31.730 --> 00:13:33.950
had incredibly weak ankles. She would constantly

00:13:33.950 --> 00:13:36.409
fall down. So her mother put her in ballet school

00:13:36.409 --> 00:13:38.309
at age three. Not to make her a star though,

00:13:38.370 --> 00:13:41.269
right? No, not at all. It was strictly as therapy

00:13:41.269 --> 00:13:44.169
to strengthen the joint. And that created a monster

00:13:44.169 --> 00:13:46.750
in the best possible way. It instilled a military

00:13:46.750 --> 00:13:49.129
grade discipline in her. She became obsessed

00:13:49.129 --> 00:13:51.799
with dance. She never missed a class. She was

00:13:51.799 --> 00:13:54.019
often the tallest in the class, so she actually

00:13:54.019 --> 00:13:57.480
danced the male roles a lot. Oh, really? Yes,

00:13:57.600 --> 00:14:00.200
which gave her a very different physical presence

00:14:00.200 --> 00:14:03.960
on stage, more grounded, less delicate. There

00:14:03.960 --> 00:14:06.399
is a famous story where she broke her ankle right

00:14:06.399 --> 00:14:08.500
before a performance of Cinderella. She didn't

00:14:08.500 --> 00:14:11.259
dance on a broken ankle, did she? She did. She

00:14:11.259 --> 00:14:13.320
tightened the ribbons on her toe shoes to act

00:14:13.320 --> 00:14:16.779
as a makeshift splint. danced the entire role,

00:14:17.000 --> 00:14:19.120
took her curtain call, and then called for the

00:14:19.120 --> 00:14:22.240
ambulance. That is insane. But that is the psychological

00:14:22.240 --> 00:14:25.100
profile of Shirley MacLaine. The show goes on

00:14:25.100 --> 00:14:28.039
because I say it goes on. That sheer grit took

00:14:28.039 --> 00:14:29.580
her to Broadway. And this is where we get one

00:14:29.580 --> 00:14:31.480
of those classic Hollywood myths that actually

00:14:31.480 --> 00:14:34.019
turns out to be entirely true. The understudy

00:14:34.019 --> 00:14:36.440
story. It is the ultimate showbiz cliche, but

00:14:36.440 --> 00:14:38.679
it happened exactly like they say. It's 1954.

00:14:39.220 --> 00:14:41.879
She is in the chorus of the Pajama Game on Broadway,

00:14:42.080 --> 00:14:44.320
and she's understudying the lead, Carol Haney.

00:14:44.720 --> 00:14:47.559
And Carol Haney gets hurt. Carol Haney injures

00:14:47.559 --> 00:14:50.480
her ankle. There's a theme here. And McClane

00:14:50.480 --> 00:14:52.679
goes on in her place. And who just happens to

00:14:52.679 --> 00:14:54.600
be in the audience that night? Hal B. Wallace,

00:14:54.899 --> 00:14:58.059
the legendary producer at Paramount. He was there

00:14:58.059 --> 00:15:00.779
to see the show, and he sees this dynamo on stage

00:15:00.779 --> 00:15:04.059
with pixie hair and long legs and this incredible

00:15:04.059 --> 00:15:06.960
comic timing. He signs her to a film contract

00:15:06.960 --> 00:15:09.690
almost immediately. And just a few months later,

00:15:09.750 --> 00:15:12.289
she is starring in The Trouble with Harry for

00:15:12.289 --> 00:15:14.289
Alfred Hitchcock. For Hitchcock. Talk about a

00:15:14.289 --> 00:15:16.330
launch pad. Hitchcock for your very first movie.

00:15:16.450 --> 00:15:18.990
But then she also ends up in the Rat Pack orbit.

00:15:19.190 --> 00:15:22.070
She's in Some Came Running, and she has a cameo

00:15:22.070 --> 00:15:25.049
in Ocean's Eleven. She calls herself the mascot.

00:15:25.769 --> 00:15:28.269
How did she survive that boys club environment?

00:15:28.789 --> 00:15:31.600
By never playing the damsel. She wasn't a romantic

00:15:31.600 --> 00:15:34.159
conquest for them. She always said Sinatra and

00:15:34.159 --> 00:15:36.299
Dean Martin never hit on her. They protected

00:15:36.299 --> 00:15:38.559
her. So she was just one of the guys. In a very

00:15:38.559 --> 00:15:40.740
male dominated environment, she absolutely held

00:15:40.740 --> 00:15:42.600
her own. She could drink with them. She could

00:15:42.600 --> 00:15:44.919
swear with them. And crucially, she was financially

00:15:44.919 --> 00:15:47.039
independent. She wasn't an accessory. She was

00:15:47.039 --> 00:15:49.500
a peer. But she wasn't afraid to fight the powers

00:15:49.500 --> 00:15:51.919
that be either. I was reading about her lawsuits

00:15:51.919 --> 00:15:54.240
in the sources, and I genuinely didn't realize

00:15:54.240 --> 00:15:56.960
she was such a legal pioneer in Hollywood. This

00:15:56.960 --> 00:16:00.740
is probably her most underrated legacy. In the

00:16:00.740 --> 00:16:03.720
old studio system, actors were essentially indentured

00:16:03.720 --> 00:16:06.419
servants. If you turned down a role, the studio

00:16:06.419 --> 00:16:08.919
would suspend you. And then they would just add

00:16:08.919 --> 00:16:10.799
the time of the suspension to the end of your

00:16:10.799 --> 00:16:12.919
contract. So you could never leave. Exactly.

00:16:12.919 --> 00:16:14.440
You could never leave. It's a hamster wheel.

00:16:14.600 --> 00:16:17.440
A legal hamster wheel. McLean actually sued Hal

00:16:17.440 --> 00:16:20.120
Wallace, the man who discovered her, to break

00:16:20.120 --> 00:16:23.320
that cycle early in her career. Gutsy. But her

00:16:23.320 --> 00:16:25.759
biggest legal victory was against 20th Century

00:16:25.759 --> 00:16:30.120
Fox. This is the case. Parker v. 20th Century

00:16:30.120 --> 00:16:32.220
Fox Film Corp. Parker because she was married

00:16:32.220 --> 00:16:34.120
to Steve Parker at the time, right? Yes. And

00:16:34.120 --> 00:16:36.679
this case is literally a staple of first -year

00:16:36.679 --> 00:16:39.460
contract law classes today. Break that down for

00:16:39.460 --> 00:16:41.639
us. What actually happened? She signed a contract

00:16:41.639 --> 00:16:44.639
to star in a musical called Bloomer Girl. The

00:16:44.639 --> 00:16:48.659
fee was $750 ,000, which was huge money for the

00:16:48.659 --> 00:16:50.779
time. Massive. But the studio canceled the film.

00:16:51.759 --> 00:16:53.820
But they said, don't worry, we will pay you the

00:16:53.820 --> 00:16:57.039
exact same money, but you have to star in this

00:16:57.039 --> 00:16:59.169
other movie we are making called... Big country,

00:16:59.250 --> 00:17:02.490
big man. A Western. A Western. And critically,

00:17:02.909 --> 00:17:05.309
Bloomer Girl was going to shoot in Los Angeles.

00:17:05.710 --> 00:17:08.230
The Western was shooting in the Australian Outback.

00:17:08.349 --> 00:17:11.369
Big difference. Shirley said no. A musical in

00:17:11.369 --> 00:17:14.009
L .A. is not the same job as a Western in the

00:17:14.009 --> 00:17:15.849
Australian Outback. You breached the contract.

00:17:16.130 --> 00:17:18.190
And the studio presumably said, you're being

00:17:18.190 --> 00:17:20.630
difficult. It's the same money. Take the job

00:17:20.630 --> 00:17:23.150
or you get nothing. Exactly. And most actors

00:17:23.150 --> 00:17:24.670
at that time would have caved. They would have

00:17:24.670 --> 00:17:26.609
taken the money and gone to Australia. But McLean

00:17:26.609 --> 00:17:29.440
sued. She sued. And the case went all the way

00:17:29.440 --> 00:17:32.240
up to the California Supreme Court. Wow. The

00:17:32.240 --> 00:17:34.859
court ruled in her favor, establishing the legal

00:17:34.859 --> 00:17:37.539
precedent that an employee does not have to accept

00:17:37.539 --> 00:17:41.039
inferior or different work to mitigate damages

00:17:41.039 --> 00:17:43.339
in a contract dispute. So she forced the studio

00:17:43.339 --> 00:17:46.180
to pay her the $750 ,000 for doing absolutely

00:17:46.180 --> 00:17:49.539
nothing. Yes. That is a total boss move. It completely

00:17:49.539 --> 00:17:52.660
shifted the balance of power in Hollywood. She

00:17:52.660 --> 00:17:55.160
proved you could literally punch the studio in

00:17:55.160 --> 00:17:57.759
the mouth and survive. Which, speaking of punching,

00:17:57.980 --> 00:18:00.720
we have to mention Mike Connelly. We do. The

00:18:00.720 --> 00:18:03.859
columnist from The Hollywood Reporter. Yes. He

00:18:03.859 --> 00:18:06.460
had been writing all these snarky, negative things

00:18:06.460 --> 00:18:09.119
about her contract disputes in the trade papers.

00:18:09.529 --> 00:18:11.970
And she didn't just write a strongly worded letter

00:18:11.970 --> 00:18:15.690
to the editor. No. She physically marched into

00:18:15.690 --> 00:18:18.950
his office, walked right up to his desk, and

00:18:18.950 --> 00:18:21.410
punched him right in the mouth. I can just picture

00:18:21.410 --> 00:18:23.670
it. That's incredible. It made the cover of the

00:18:23.670 --> 00:18:26.950
New York Post. The headline was, Shirley Delivers

00:18:26.950 --> 00:18:29.490
a Punchy Line. Of course it was. It just shows

00:18:29.490 --> 00:18:31.190
you she wasn't going to be bullied by the press

00:18:31.190 --> 00:18:34.160
or the studios. She commanded respect. But then

00:18:34.160 --> 00:18:36.559
you have this whole other side of her, the metaphysics,

00:18:36.660 --> 00:18:38.940
the spirituality. To a lot of people, especially

00:18:38.940 --> 00:18:41.839
in the 80s, she became the lady who talks about

00:18:41.839 --> 00:18:45.279
UFOs. Yes. This became a massive part of her

00:18:45.279 --> 00:18:48.059
public persona. She wrote these huge bestselling

00:18:48.059 --> 00:18:50.680
books like Out on a Limb. Right. She spoke openly

00:18:50.680 --> 00:18:53.339
about reincarnation, about trance channeling.

00:18:53.559 --> 00:18:56.119
She talked about her past life in Atlantis, where

00:18:56.119 --> 00:18:59.039
she claimed she was the brother of a 35 ,000

00:18:59.039 --> 00:19:01.920
-year -old spirit. named Ramtha. Ramtha, right.

00:19:02.079 --> 00:19:04.720
And the UFOs. She talked constantly about seeing

00:19:04.720 --> 00:19:07.460
UFOs at a ranch in New Mexico. She was completely

00:19:07.460 --> 00:19:09.980
unapologetic about it. It's easy to chuckle at

00:19:09.980 --> 00:19:12.299
the Atlanta stuff now, but looking at it strictly

00:19:12.299 --> 00:19:15.140
through the lens of her career and her business,

00:19:15.460 --> 00:19:19.599
does this hurt her? Surprisingly, no. In fact,

00:19:19.599 --> 00:19:21.400
paradoxically, it might have actually helped

00:19:21.400 --> 00:19:24.420
sustain her relevance. How so? While Wofford

00:19:24.420 --> 00:19:27.029
was fading away, McLean was evolving. She became

00:19:27.029 --> 00:19:29.309
a central figure in the entire New Age movement.

00:19:29.470 --> 00:19:31.650
It gave her a platform that had absolutely nothing

00:19:31.650 --> 00:19:33.809
to do with Hollywood casting directors. So she

00:19:33.809 --> 00:19:36.990
diversified. Exactly. She became a guru. She

00:19:36.990 --> 00:19:39.490
was doing seminars. She created a direct relationship

00:19:39.490 --> 00:19:41.750
with a new audience that bypassed the studio

00:19:41.750 --> 00:19:44.450
gatekeepers entirely. And artistically, she kept

00:19:44.450 --> 00:19:46.509
delivering. I mean, she wins the Oscar for Terms

00:19:46.509 --> 00:19:49.730
of Endearment in 1983. She does. And look at

00:19:49.730 --> 00:19:54.079
that role. Aurora Greenway. A difficult... Prickly,

00:19:54.079 --> 00:19:57.119
deeply complex mother. She wasn't trying to be

00:19:57.119 --> 00:19:59.839
the cute pixie anymore. She allowed herself to

00:19:59.839 --> 00:20:02.799
age on screen and to be unlikable. That takes

00:20:02.799 --> 00:20:05.500
artistic bravery. It does, and she just kept

00:20:05.500 --> 00:20:09.099
working. Into her 80s and 90s, Downton Abbey.

00:20:09.380 --> 00:20:12.099
Only murders in the building. She adapted. She

00:20:12.099 --> 00:20:14.140
fought the system when she needed to. But she

00:20:14.140 --> 00:20:16.160
also created her own reality, both literally

00:20:16.160 --> 00:20:18.079
and spiritually. That just kept her interesting.

00:20:18.319 --> 00:20:21.079
So Lawford gets crushed by the system. McLean

00:20:21.079 --> 00:20:23.319
fights the system and builds her own world. Right.

00:20:23.440 --> 00:20:25.920
Now let's look at Tony Bennett because his path

00:20:25.920 --> 00:20:28.700
feels very different again. He's not an aristocrat

00:20:28.700 --> 00:20:31.900
and he's not really a Hollywood insider in the

00:20:31.900 --> 00:20:34.240
same way the other two were. Not at all. Tony

00:20:34.240 --> 00:20:37.099
Bennett, born Anthony Benedetto, was a pure product

00:20:37.099 --> 00:20:39.059
of Queens, New York. Yeah. He grew up in deep

00:20:39.059 --> 00:20:41.130
poverty during the Depression. His father died

00:20:41.130 --> 00:20:43.089
when he was just 10 years old. So he was working

00:20:43.089 --> 00:20:45.369
early. He was singing as a singing waiter at

00:20:45.369 --> 00:20:48.670
age 13 just to help support his family. But the

00:20:48.670 --> 00:20:51.569
defining event for him has to be World War II.

00:20:52.329 --> 00:20:54.609
I was actually genuinely shocked reading the

00:20:54.609 --> 00:20:57.130
details of his service in the sources. Most people

00:20:57.130 --> 00:20:59.569
are. You hear Tony Bennett and you think I left

00:20:59.569 --> 00:21:02.190
my heart in San Francisco. You don't think infantry

00:21:02.190 --> 00:21:05.170
riflemen in Nazi Germany. It is a really jarring

00:21:05.170 --> 00:21:08.740
contrast. Anthony Benedetto was drafted in 1944.

00:21:09.559 --> 00:21:12.519
He was assigned to the 63rd Infantry Division,

00:21:12.779 --> 00:21:14.839
which was known as the Blood and Fire Division.

00:21:15.039 --> 00:21:17.740
That sounds intense. This wasn't the USO tour.

00:21:17.920 --> 00:21:20.039
He wasn't back at base singing for the troops.

00:21:20.180 --> 00:21:23.299
He was a frontline infantryman during the coldest

00:21:23.299 --> 00:21:25.640
winter in recorded European history. The source

00:21:25.640 --> 00:21:28.180
material mentions him being in foxholes and facing

00:21:28.180 --> 00:21:32.410
88mm guns. Yes. He fought in the direct aftermath

00:21:32.410 --> 00:21:35.309
of the Battle of the Bulge. He was digging foxholes

00:21:35.309 --> 00:21:37.789
and frozen solid ground while being shelled by

00:21:37.789 --> 00:21:40.970
German 88mm artillery. He described it later

00:21:40.970 --> 00:21:44.130
as having a front row seat in hell. God. He saw

00:21:44.130 --> 00:21:46.730
his close friends killed right next to him. But

00:21:46.730 --> 00:21:48.789
the most haunting moment for him was the liberation

00:21:48.789 --> 00:21:51.930
of the concentration camp. Koffering? Yes, Koffering

00:21:51.930 --> 00:21:54.730
I, which was a sub -camp of Dachau. He was among

00:21:54.730 --> 00:21:56.809
the American soldiers who liberated it. What

00:21:56.809 --> 00:22:00.519
did he see? He saw the piles of bodies. He saw

00:22:00.519 --> 00:22:04.119
the starving, traumatized survivors. He wrote

00:22:04.119 --> 00:22:06.619
later that he saw things no human being should

00:22:06.619 --> 00:22:10.160
ever have to see. And that exact experience turned

00:22:10.160 --> 00:22:14.440
him into a fervent, lifelong pacifist. He said,

00:22:14.460 --> 00:22:18.230
this is not life. Every war is insane. There

00:22:18.230 --> 00:22:20.430
was another incident within the Army itself that

00:22:20.430 --> 00:22:23.170
really shaped him, specifically regarding race.

00:22:23.329 --> 00:22:25.230
Yes. You have to remember, the U .S. Army was

00:22:25.230 --> 00:22:28.490
still completely racially segregated during WWII.

00:22:28.730 --> 00:22:31.829
Right. After the fighting stopped, Bennett was

00:22:31.829 --> 00:22:34.509
in the occupying force in Germany. He ran into

00:22:34.509 --> 00:22:36.309
a high school friend of his from New York who

00:22:36.309 --> 00:22:38.849
happened to be black. They were so happy to see

00:22:38.849 --> 00:22:40.369
each other, they went to have Thanksgiving dinner

00:22:40.369 --> 00:22:42.289
together in the mess hall. Just two guys from

00:22:42.289 --> 00:22:44.269
New York eating dinner? Just two friends. Yeah.

00:22:44.410 --> 00:22:47.130
But an officer saw them. And he was absolutely

00:22:47.130 --> 00:22:49.509
furious that a white corporal was binding with

00:22:49.509 --> 00:22:52.069
a black soldier. He actually walked over, spit

00:22:52.069 --> 00:22:54.369
on Bennett's rank insignia, ripped them off his

00:22:54.369 --> 00:22:56.650
uniform right there, and demoted him from corporal

00:22:56.650 --> 00:22:58.250
to private. For eating dinner with a friend.

00:22:58.430 --> 00:23:00.809
Yes. And he was reassigned to graves registration

00:23:00.809 --> 00:23:03.890
duties as a punishment. Digging up bodies. Exhuming

00:23:03.890 --> 00:23:06.970
mass graves. It was a direct punishment for the

00:23:06.970 --> 00:23:09.269
crime of eating dinner with a black friend. That

00:23:09.269 --> 00:23:11.950
fury, that sense of profound injustice burned

00:23:11.950 --> 00:23:14.369
in him forever. It explains so much about his

00:23:14.369 --> 00:23:16.839
later politics, which we'll get to. So he comes

00:23:16.839 --> 00:23:19.039
back from this absolute nightmare. How does he

00:23:19.039 --> 00:23:21.400
become the Tony Bennett we know? He uses the

00:23:21.400 --> 00:23:23.920
GI Bill to study at the American Theater Wing.

00:23:24.279 --> 00:23:26.880
And this is a crucial technical point. While

00:23:26.880 --> 00:23:29.500
he was there, he learned the bel canto singing

00:23:29.500 --> 00:23:32.099
technique. Okay, let's pause right there. What

00:23:32.099 --> 00:23:34.720
exactly is bel canto and why does it matter so

00:23:34.720 --> 00:23:37.640
much to his story? Bel canto literally translates

00:23:37.640 --> 00:23:40.859
to beautiful singing. It is a classical operatic

00:23:40.859 --> 00:23:44.069
technique. Most pop or jazz singers sing directly

00:23:44.069 --> 00:23:46.230
from the throat. It sounds great. It's raspy.

00:23:46.230 --> 00:23:48.630
It's intimate. But it puts tremendous physical

00:23:48.630 --> 00:23:51.369
strain on the vocal cords. So it wears out. If

00:23:51.369 --> 00:23:53.769
you sing from the throat for 40 years, you will

00:23:53.769 --> 00:23:56.470
lose your voice. It's inevitable. Belcanto teaches

00:23:56.470 --> 00:23:58.930
you to keep the throat completely open and relaxed

00:23:58.930 --> 00:24:02.190
and to support the sound entirely with your diaphragm

00:24:02.190 --> 00:24:04.430
and your core muscles. It's structural. Exactly.

00:24:04.549 --> 00:24:06.329
It's structural. His teacher told him if you

00:24:06.329 --> 00:24:08.269
learn this technique, your voice will last forever.

00:24:08.759 --> 00:24:11.380
And it did. It absolutely did. He was singing

00:24:11.380 --> 00:24:14.160
with perfect clarity in his 90s because he wasn't

00:24:14.160 --> 00:24:16.480
straining at all. He was treating his voice like

00:24:16.480 --> 00:24:18.880
a Stradivarius violin. So he has the technique.

00:24:19.099 --> 00:24:21.960
He gets discovered by Pearl Bailey. Bob Hope

00:24:21.960 --> 00:24:25.059
gives him the stage name Tony Bennett. And then

00:24:25.059 --> 00:24:29.960
the hits just start coming. Because of you. Rags

00:24:29.960 --> 00:24:31.980
to riches. He becomes a massive star. And then

00:24:31.980 --> 00:24:34.920
the monster hit. I left my heart in San Francisco

00:24:34.920 --> 00:24:39.089
in 1962. That song was the peak. It won multiple

00:24:39.089 --> 00:24:41.730
Grammys. It became his signature tune globally.

00:24:42.069 --> 00:24:46.170
But then the culture changed overnight. The Beatles.

00:24:46.430 --> 00:24:49.690
The Beatles arrived in 1964. Rock and roll completely

00:24:49.690 --> 00:24:52.049
took over the charts. And suddenly the traditional

00:24:52.049 --> 00:24:54.390
crooner was essentially extinct. This is the

00:24:54.390 --> 00:24:56.609
slump phase. And reading the sources, it sounds

00:24:56.609 --> 00:24:58.250
like it was really rough for him. The record

00:24:58.250 --> 00:25:00.470
executives really wanted him to change his style

00:25:00.470 --> 00:25:02.920
right. Clive Davis at Columbia Records pressured

00:25:02.920 --> 00:25:05.180
him relentlessly. He basically told him, nobody

00:25:05.180 --> 00:25:07.279
wants your jazz standards anymore, Tony. You

00:25:07.279 --> 00:25:09.740
need to record rock songs. You need to be contemporary.

00:25:10.000 --> 00:25:12.859
And Bennett hated that. He despised it. There

00:25:12.859 --> 00:25:15.480
is a verified story that he actually physically

00:25:15.480 --> 00:25:18.240
vomited before a recording session because he

00:25:18.240 --> 00:25:20.480
was so disgusted by the material he was being

00:25:20.480 --> 00:25:22.579
forced to sing. What were they making him sing?

00:25:22.940 --> 00:25:26.000
Songs like Eleanor Rigby, which is a great song,

00:25:26.079 --> 00:25:28.039
but he just didn't connect with it. He felt he

00:25:28.039 --> 00:25:30.559
was completely selling out his art. And his personal

00:25:30.559 --> 00:25:33.140
life was spiraling at the same time, too. Very

00:25:33.140 --> 00:25:36.700
badly. By the late 70s, he had no recording contracts.

00:25:36.779 --> 00:25:39.640
He had no manager. He was living out in Los Angeles,

00:25:39.660 --> 00:25:42.559
severely addicted to cocaine, and the IRS was

00:25:42.559 --> 00:25:44.940
trying to seize his house for back taxes. He

00:25:44.940 --> 00:25:47.559
was on the brink. He overdosed in a bathtub and

00:25:47.559 --> 00:25:50.640
had a literal near -death experience. That is

00:25:50.640 --> 00:25:52.859
rock bottom. So how on earth does he get out

00:25:52.859 --> 00:25:55.180
of that? He makes a phone call. He calls his

00:25:55.180 --> 00:25:57.890
sons. and his son Danny Bennett, who was actually

00:25:57.890 --> 00:26:00.450
an aspiring rock musician himself, but had a

00:26:00.450 --> 00:26:02.450
brilliant head for business, stepped up. Danny

00:26:02.450 --> 00:26:04.609
takes over. Danny took over as his full -time

00:26:04.609 --> 00:26:07.529
manager. And he came up with a strategy that

00:26:07.529 --> 00:26:10.109
was absolutely brilliant in its simplicity. What

00:26:10.109 --> 00:26:13.069
was the strategy? Danny realized that Tony's

00:26:13.069 --> 00:26:15.849
problem wasn't the music. The music itself was

00:26:15.849 --> 00:26:19.910
timeless. The problem was the audience. The current

00:26:19.910 --> 00:26:23.400
audience was literally dying out. So what do

00:26:23.400 --> 00:26:25.240
you do? Danny said, we aren't going to change

00:26:25.240 --> 00:26:27.400
the music at all. You're going to wear the suit.

00:26:27.720 --> 00:26:29.680
You're going to sing the great American songbook.

00:26:29.960 --> 00:26:31.900
But we are going to change where you sing it.

00:26:31.960 --> 00:26:34.940
So instead of Vegas lounges. He books him on

00:26:34.940 --> 00:26:36.779
Late Night with David Letterman. He gets him

00:26:36.779 --> 00:26:39.960
a guest spot on The Simpsons. Capital City. Exactly.

00:26:40.119 --> 00:26:43.259
And eventually the absolute masterstroke. MTV

00:26:43.259 --> 00:26:46.240
Unplugged. That MTV Unplugged album, I remember

00:26:46.240 --> 00:26:48.839
that so clearly. It was a massive cultural moment.

00:26:49.039 --> 00:26:51.940
It was huge. It's 1994. Tony Bennett walks out

00:26:51.940 --> 00:26:54.799
on the MTV stage. He is wearing an immaculate

00:26:54.799 --> 00:26:57.160
suit and tie. He looks like everyone's classy

00:26:57.160 --> 00:26:59.660
grandfather. And he just stands there and sings,

00:26:59.759 --> 00:27:02.099
Steppin' Out With My Baby. And the kids loved

00:27:02.099 --> 00:27:05.579
it. The slacker Generation X, the grunge kids

00:27:05.579 --> 00:27:08.220
in flannel shirts, they absolutely devoured it.

00:27:08.279 --> 00:27:09.740
Why do you think that worked so well? Why did

00:27:09.740 --> 00:27:12.200
they connect with him, of all people? Authenticity.

00:27:12.599 --> 00:27:15.440
Pure authenticity. He wasn't a 60 -something

00:27:15.440 --> 00:27:17.619
guy trying to wear leather pants and pretend

00:27:17.619 --> 00:27:20.279
to be a rock star. He was just this cool, classy

00:27:20.279 --> 00:27:23.480
guy in a tie singing Gershwin flawlessly. He

00:27:23.480 --> 00:27:25.259
didn't try to be young. He just was himself.

00:27:25.660 --> 00:27:28.119
In a world of plastic pop, here was a guy who

00:27:28.119 --> 00:27:30.640
was the real deal. Exactly. He won the Grammy

00:27:30.640 --> 00:27:32.839
for Album of the Year for that record. He beat

00:27:32.839 --> 00:27:35.140
out Pearl Jam and Eric Clapton, didn't he? He

00:27:35.140 --> 00:27:37.799
did. It is arguably the greatest comeback in

00:27:37.799 --> 00:27:40.339
music history. And that momentum carried him

00:27:40.339 --> 00:27:43.119
all the way into the modern era with Lady Gaga.

00:27:43.299 --> 00:27:44.960
Right. We have to talk about the end of his career,

00:27:45.019 --> 00:27:48.480
too. The collaborations with Gaga and the Alzheimer's

00:27:48.480 --> 00:27:50.720
diagnosis. He was revealed to the public in 2021,

00:27:50.960 --> 00:27:53.140
although he was actually diagnosed back in 2016.

00:27:53.619 --> 00:27:56.059
What is truly incredible, neurologically speaking,

00:27:56.319 --> 00:27:59.579
is that even with severe memory loss, the music

00:27:59.579 --> 00:28:01.920
remained completely intact. How is that possible?

00:28:02.200 --> 00:28:04.000
His neurologist actually noted that touring and

00:28:04.000 --> 00:28:06.609
performing kept his brain stimulated. The neural

00:28:06.609 --> 00:28:08.410
pathways in the brain for musical performance

00:28:08.410 --> 00:28:10.470
are entirely different from declarative memory.

00:28:10.650 --> 00:28:12.890
So he might forget a conversation, but not a

00:28:12.890 --> 00:28:15.730
song. Exactly. He could step onto the stage at

00:28:15.730 --> 00:28:18.690
Radio City Music Hall alongside Lady Gaga, maybe

00:28:18.690 --> 00:28:20.730
not knowing exactly where he was five minutes

00:28:20.730 --> 00:28:24.009
before. But the exact second the piano started,

00:28:24.109 --> 00:28:26.970
he knew every lyric, every nuance, every note.

00:28:27.049 --> 00:28:30.859
It was muscle memory and soul memory. That is

00:28:30.859 --> 00:28:32.680
just beautiful. So we have these three really

00:28:32.680 --> 00:28:35.039
incredible lives. But I want to circle back to

00:28:35.039 --> 00:28:38.599
something we touched on earlier. Politics. Yes.

00:28:38.680 --> 00:28:41.180
Because according to the sources, all three of

00:28:41.180 --> 00:28:43.519
them were deeply involved in politics, weren't

00:28:43.519 --> 00:28:45.400
they? They were. And it's not just that they

00:28:45.400 --> 00:28:47.099
were involved. It's that they took very real

00:28:47.099 --> 00:28:50.500
personal and professional risks. But their motivations

00:28:50.500 --> 00:28:53.180
for doing so were entirely different. Let's break

00:28:53.180 --> 00:28:55.000
that down. We talked about Lawford fundraising

00:28:55.000 --> 00:28:57.539
for JFK. That was obviously personal. Right.

00:28:57.660 --> 00:29:00.150
Lawford was a partisan. He raised millions of

00:29:00.150 --> 00:29:01.730
dollars for the Democratic Party because his

00:29:01.730 --> 00:29:03.769
brother -in -law was the candidate. He was tribal.

00:29:03.990 --> 00:29:06.150
He was essentially the Hollywood ATM for the

00:29:06.150 --> 00:29:08.589
party. But it was fundamentally about family

00:29:08.589 --> 00:29:12.289
loyalty and proximity to power. And McLean. She

00:29:12.289 --> 00:29:15.049
seems a bit more ideological. Shirley McLean

00:29:15.049 --> 00:29:17.890
actually put her entire Hollywood career on hold

00:29:17.890 --> 00:29:21.970
in 1972 to campaign full time for George McGovern

00:29:21.970 --> 00:29:25.069
against Richard Dixon. I read her agent threatened

00:29:25.069 --> 00:29:28.519
to quit over it. He did. And she spent $250 ,000

00:29:28.519 --> 00:29:31.180
of her own money on the campaign, which adjusted

00:29:31.180 --> 00:29:34.420
for inflation is like $1 .4 million today. Wow.

00:29:34.599 --> 00:29:37.279
She was organizing. She was fundraising. She

00:29:37.279 --> 00:29:39.200
was writing books about the political process.

00:29:39.539 --> 00:29:41.759
She was a true believer in the anti -war movement.

00:29:41.880 --> 00:29:44.519
Her politics were deeply intellectual and spiritual.

00:29:44.880 --> 00:29:46.890
And then there's Bennett. Bennett's activism

00:29:46.890 --> 00:29:49.849
was born directly from his war experience and

00:29:49.849 --> 00:29:52.269
that traumatic demotion in the army. He marched

00:29:52.269 --> 00:29:54.730
in Selma with Martin Luther King Jr. in 1965.

00:29:55.069 --> 00:29:57.630
That was incredibly dangerous at the time for

00:29:57.630 --> 00:30:00.049
a high -profile celebrity. Extremely dangerous.

00:30:01.640 --> 00:30:03.900
A white civil rights activist who actually drove

00:30:03.900 --> 00:30:06.779
Bennett to the airport after the march was murdered

00:30:06.779 --> 00:30:09.279
by the Ku Klux Klan later that exact same day.

00:30:09.339 --> 00:30:11.920
My God. Bennett knew the stakes. He performed

00:30:11.920 --> 00:30:14.099
on a makeshift stage in Montgomery made out of

00:30:14.099 --> 00:30:16.920
actual coffins. And years later, he absolutely

00:30:16.920 --> 00:30:19.299
refused to perform in apartheid South Africa.

00:30:19.460 --> 00:30:22.319
It wasn't PR for him. No. For him it wasn't about

00:30:22.319 --> 00:30:25.299
branding. It was a strict moral imperative. He

00:30:25.299 --> 00:30:27.480
had seen the concentration camps. He had felt

00:30:27.480 --> 00:30:31.059
the sting of racism in his own unit. He simply

00:30:31.059 --> 00:30:33.259
couldn't stay silent. It's really interesting

00:30:33.259 --> 00:30:35.700
to see how they all lean left politically, but

00:30:35.700 --> 00:30:38.140
for slightly different reasons. Just to summarize

00:30:38.140 --> 00:30:40.519
what the sources show, Lawford was driven by

00:30:40.519 --> 00:30:43.279
family ties, McLean by intellectual conviction,

00:30:43.460 --> 00:30:47.160
and Bennett by live trauma. Exactly. And I think

00:30:47.160 --> 00:30:50.180
this brings us to the real sort of so what of

00:30:50.180 --> 00:30:52.539
our deep dives today. The synthesis. Right. When

00:30:52.539 --> 00:30:55.119
we look at these three lives side by side, what

00:30:55.119 --> 00:30:57.039
do we actually see? Well, let's look at the scorecard.

00:30:57.220 --> 00:31:01.109
Lawford. He ends up sad, isolated, defined completely

00:31:01.109 --> 00:31:04.109
by his proximity to others. Lawford is the tragedy

00:31:04.109 --> 00:31:06.730
of the association. He defined his entire existence

00:31:06.730 --> 00:31:10.069
by who he knew. Sinatra, JFK, the Rat Pack. When

00:31:10.069 --> 00:31:12.049
those people cut him off, he literally ceased

00:31:12.049 --> 00:31:14.569
to exist in his own mind. He was a satellite

00:31:14.569 --> 00:31:17.410
that lost its planet. And McLean. McLean is the

00:31:17.410 --> 00:31:19.529
individualist. She frankly didn't care if the

00:31:19.529 --> 00:31:21.950
system liked her. She sued the system. She punched

00:31:21.950 --> 00:31:23.990
the critics in the mouth. She created her own

00:31:23.990 --> 00:31:26.569
philosophy. She survived because her sense of

00:31:26.569 --> 00:31:29.380
self came from inside. Even if that inside was

00:31:29.380 --> 00:31:32.339
filled with Atlantean spirits and UFOs. Exactly.

00:31:32.339 --> 00:31:35.079
It was hers. It belonged to her, not a studio.

00:31:35.339 --> 00:31:38.259
And Bennett, where does he fit? Bennett is the

00:31:38.259 --> 00:31:41.740
purist. He believed in the art. He believed in

00:31:41.740 --> 00:31:44.059
that Bel Canto technique he learned in the 40s.

00:31:44.079 --> 00:31:46.200
He believed that if he just kept doing the thing

00:31:46.200 --> 00:31:48.240
he was genuinely good at with total integrity,

00:31:48.500 --> 00:31:50.819
eventually the world would come back around to

00:31:50.819 --> 00:31:53.059
him. And he was right. He was completely right.

00:31:53.200 --> 00:31:56.019
He outlasted the trends by simply ignoring them.

00:31:56.220 --> 00:31:59.680
It's the art versus the celebrity. Lawford became

00:31:59.680 --> 00:32:02.440
famous for being famous. Bennett became a national

00:32:02.440 --> 00:32:04.940
endowment for the arts jazz master and an accomplished

00:32:04.940 --> 00:32:07.259
painter with his actual artwork hanging in the

00:32:07.259 --> 00:32:10.819
Smithsonian. McLean became an author and a legendary

00:32:10.819 --> 00:32:13.039
actress. It really makes you think about this

00:32:13.039 --> 00:32:15.339
whole concept of rebranding. We talk about it

00:32:15.339 --> 00:32:18.000
all the time now in modern culture. But Bennett

00:32:18.000 --> 00:32:21.140
didn't rebrand. He stayed exactly the same. The

00:32:21.140 --> 00:32:23.710
world rebranded around him. That's fascinating.

00:32:23.930 --> 00:32:26.009
Lawford couldn't rebrand because he had no brand

00:32:26.009 --> 00:32:28.750
other than Kennedy and Law. And McLean rebranded

00:32:28.750 --> 00:32:31.329
constantly because she was just endlessly, relentlessly

00:32:31.329 --> 00:32:33.990
curious. That is a great way to put it. One thing

00:32:33.990 --> 00:32:36.089
that really stands out to me looking at all three

00:32:36.089 --> 00:32:38.750
is the role of resilience. All three of them

00:32:38.750 --> 00:32:40.829
faced a distinct moment where the industry basically

00:32:40.829 --> 00:32:43.490
said, we are done with you. Yes. For Lawford,

00:32:43.609 --> 00:32:46.369
it was the Sinatra snub. He accepted the verdict

00:32:46.369 --> 00:32:48.630
and he just withered away. For McLean, it was

00:32:48.630 --> 00:32:50.950
the contract disputes. She actively fought back.

00:32:51.089 --> 00:32:52.920
For Bennett, it was the... rock and roll era,

00:32:53.059 --> 00:32:57.059
and he just endured it. It really comes down

00:32:57.059 --> 00:33:00.119
to what you are anchored to in life. Are you

00:33:00.119 --> 00:33:02.380
anchored to other people's approval, or are you

00:33:02.380 --> 00:33:04.440
anchored to your own craft and your own deeply

00:33:04.440 --> 00:33:07.299
held beliefs? Authenticity is such a buzzword

00:33:07.299 --> 00:33:09.519
now, but Tony Bennett was the living, breathing

00:33:09.519 --> 00:33:12.380
embodiment of it. Shirley MacLaine is the embodiment

00:33:12.380 --> 00:33:15.880
of fearless curiosity. And Peter Lawford. He

00:33:15.880 --> 00:33:18.819
is a stark, cautionary tale of what happens when

00:33:18.819 --> 00:33:20.500
you build your house on someone else's land.

00:33:20.680 --> 00:33:22.970
Precisely. Competence is the only true security.

00:33:23.170 --> 00:33:24.930
So here is a final thought to leave you with

00:33:24.930 --> 00:33:27.890
today. We live in an era of influencers. We do.

00:33:27.990 --> 00:33:30.710
People who are famous strictly for who they know,

00:33:30.769 --> 00:33:32.710
what parties they go to, who they're seen with

00:33:32.710 --> 00:33:36.450
online. It feels very Peter Lawford. It does

00:33:36.450 --> 00:33:39.029
feel like that. It is a very fragile kind of

00:33:39.029 --> 00:33:41.069
thing. But Tony Bennett and Shirley MacLaine

00:33:41.069 --> 00:33:44.750
remind us that true longevity, the kind of career

00:33:44.750 --> 00:33:48.269
that lasts 70, 80, 90 years, requires something

00:33:48.269 --> 00:33:51.769
else entirely. It requires a tangible skill,

00:33:51.970 --> 00:33:55.470
a real belief, a solid core. Absolutely. If the

00:33:55.470 --> 00:33:57.230
Internet just turned off tomorrow and you lost

00:33:57.230 --> 00:33:59.289
all your followers and your famous friends stopped

00:33:59.289 --> 00:34:01.890
calling, who would you be? Would you crumble

00:34:01.890 --> 00:34:03.990
like Lawford or would you tighten ballet shoes

00:34:03.990 --> 00:34:05.410
or pick up the microphone and just keep going?

00:34:05.589 --> 00:34:07.769
That is the ultimate question. Thanks for diving

00:34:07.769 --> 00:34:08.989
deep with us. We'll see you next time.
