WEBVTT

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Welcome, everyone, to the Deep Dive. Hello. Today,

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we are undertaking a deep dive into, well, a

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truly extraordinary career and, honestly, a pretty

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complex inner life. A comic legend. His material

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was often called anarchic, deeply dark, sometimes

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maybe inappropriate. Sometimes definitely inappropriate.

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Right? But always, undeniably, just possessing

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this genius only he could conjure up. We are,

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of course, talking about Norm and Gene McDonald.

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And when we talk about Norm Macdonald, look,

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we aren't just summarizing some great comedian.

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It's more than that. We're trying to unpack the

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methodology of a true original. I mean, this

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is a man whom David Letterman himself, you know,

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a pioneer of late night, he flat out declared

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Norm the best stand -up comedian. That's huge

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praise. It is. And that high praise isn't just

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like hyperbole. It's really an acknowledgement

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that Norm operated on a completely different

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plane of comedic thought. It's just different.

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So our mission in this deep dive is to synthesize

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the sources covering his, wow, 36 year career.

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It stretches from his start way back in 1985,

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right up to his passing in 2021. We're going

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to focus intensely on his unique, unrepeatable

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comedic identity. That signature dead can style,

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obviously. Oh, yeah. The career -defining controversies.

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And we have to get into the legendary O .J. saga.

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Absolutely. It's central. And also the deeply

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private secrets he kept hidden from basically

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everyone until his final days. Right. And to

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really get Norm Macdonald, you have to understand

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the fabric of his humor first. It is defined

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by that deadpan delivery, sure. The ultimate

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deadpan, maybe. Maybe. But it's not just the

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absence of emotion. It feels more like a philosophical

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commitment to the bit itself, you know? Yeah,

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yeah. It's built on this eccentric understatement,

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these folksy, almost old -fashioned phrases that

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kind of mask the intellectual cruelty sometimes

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lurking in the joke. Oh, definitely. And the

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non -sequiturs. The non -sequiturs. And, of course,

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his use of black comedy and those— incredible,

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sprawling, shaggy dog stories. You know, the

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genius of the deadpan, I think, is that it serves

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as a barrier almost. How so? Well, the audience

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doesn't get that instant gratification, you know,

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the comedian reacting along with them. Instead...

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The lack of reaction forces you, the listener,

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to do the intellectual heavy lifting. Exactly.

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It's like comedy as a performance art of patience

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and internal logic. And that patience, it's tied

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directly to his early academic interests, I think.

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If you look at his background, he studied mathematics

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and philosophy. Which seems counterintuitive

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for a comedian, maybe. Maybe on the surface,

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but it isn't accidental, I don't think. His comedy

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often relied on this rigorous but totally absurd

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internal logic. like a mathematical proof or

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some philosophical treatise, where the conclusion,

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however ridiculous it is... It follows naturally

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from the nonsensical premises he just laid out.

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Precisely. He wasn't aiming for the universal

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quick laugh all the time. He was aiming for that

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specific, really rewarding, aha... The one you

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earned by following the thread. Yeah, earned

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by those who followed that logical thread right

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into absurdity with him. OK, so let's unpack

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where this fascinating, complex voice even originated.

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We have to start back in Quebec City, Quebec.

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Norm MacDonald, born there October 17th, 1959.

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Right. And both of his parents were Anglophone

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teachers, English speakers, which immediately

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put him in a kind of minority cultural position

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within his. largely French -speaking hometown.

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That context, the Anglophone thing in Quebec

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City, it feels pretty crucial. Oh, it is. Our

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sources highlight that his father actually prevented

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him from learning French. He insisted the family

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speak only English at home. Wow. So that deliberate

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isolation. Yeah, it kind of set him up from an

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early age as a slight outsider, didn't it? Cultivating

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that detached observational perspective that

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really defined his comedy later on. He was always

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watching the world from a slight remove. In his

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academic history, it certainly didn't scream

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future performer. He went to Quebec High School,

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but later claimed he dropped out of Gloucester

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High School at 16. But the truth, apparently,

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is that he graduated remarkably early, just 14

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years old. 14? Seriously? Yeah. That age discrepancy

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is just classic norm, though, isn't it? Blurring

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biographical facts, maybe for comedic effect,

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maybe just cause. Huh? Probably. Regardless,

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that early graduation, it does highlight this.

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profound restlessness, I think, and intellectual

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energy. He entered Carleton University at 16,

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pursuing mathematics and philosophy. Only to

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drop out. Right. Then he briefly tried journalism

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and broadcasting television at Algonquin College.

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He was actually following his older brother,

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Neal McDonald, who became a pretty prominent

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journalist. But these were all just temporary

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stops. And before the bright lights, you know,

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New York, L .A. Yeah. He was doing manual labor,

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stuff that seems totally disconnected from the

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cerebral comic we remember. Like he worked as

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a choker man for a logging company. It's a jarring

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image, isn't it? The deadpan master wrangling

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logs. But maybe it's actually key to his grounded

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persona. How do you mean? Well, that mix of...

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Rigorous intellectual curiosity, the philosophy,

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the math combined with hard physical labor. It

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might have given him that distinct folksy grounded

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tone. A tone that often provided this deceptive

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kind of calming counterpoint. To the truly brutal

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black comedy hidden inside the jokes. Exactly.

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So his actual jump into stand up started in Ottawa

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in 1985. Yik Yik's Amateur Nights. And here's

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a surprising fact about this future legend. His

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very first performance apparently went OK, but

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he was so overwhelmed by the intensity he bolted,

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ran out of the club, swore he'd never do it again.

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Wow. It really speaks volumes about the anxiety

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that can often underlie, you know, profound talent.

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The club owner, Howard Wagman, actually had to

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track him down and persuade him, really convince

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him to come back. But once he committed, the

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trajectory was immediate. By 1986, after performing

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at the Just for Laughs Festival in Montreal,

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he was already being called one of this country's

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hottest comics. Pretty fast rise. Very fast.

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And this quick success led to some crucial U

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.S. exposure pretty early on. His network TV

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debut was, believe it or not, The Pat Sajak Show

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in 1989. The Pat Sajak Show. Yeah. But the real

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launchpad, the one that mattered, was Late Night

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with David Letterman in May 1990. Ah, the Letterman

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connection. That makes sense. That appearance

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was just foundational. Letterman immediately...

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recognized a kindred spirit in norm's dry almost

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anti -comedy approach right letterman became

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this fierce advocate he said later if they could

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have had him on every single week they would

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have that stamp of approval was just crucial

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for his next steps in the u .s comedy world and

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those next steps were some quick writing gigs

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he wrote for the short run of the dennis miller

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show in 92 and then He got a writing position

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on Roseanne during the 92 -93 season, a job he

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famously quit. To join the cast of Saturday Night

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Live, yeah. But before we jump fully into SNL,

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let's pause for a sec on his view of Canadian

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versus U .S. comedy. Because he had a pretty

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strong take on it. He really did. Norm's perspective

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was basically that Canadian stand -ups were,

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generally speaking, superior. Yeah. Better comics.

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Why? What was his reasoning? Because they viewed

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stand -up as an end in itself. It was their entire

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lives, you know, focused purely on the craft

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of stand -up. Right, whereas he believed U .S.

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stand -ups often sought merely as a springboard,

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just a way to get to film or TV. Exactly. And

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that distinction, it reveals his deep reverence

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for the craft itself. For him, stand -up comedy

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was the highest aspiration, not just some stepping

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stone. That purity of intention, maybe that's

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what informed everything he did on SNL. I think

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so. And that leads us perfectly into part two.

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The whole SNL weekend update saga, a period that

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really defined his public image, running roughly

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from 93 to 98. He joined SNL in 1993. He was

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pulling double duty, right? Writer and cast member

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for five seasons total. And while he has some

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memorable impressions, his Bob Dole. Remember

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that during the 96 election, just disheveled,

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defeated. Yeah, the Dole was fantastic. But he

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is truly iconic for his time anchoring weekend

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update. He held that chair from 1994 onwards

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for about three and a half seasons. And his update

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was, well, it was chaotic. It was challenging,

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often baffling, frankly, to mainstream viewers.

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Which is exactly why his diehard fans love it

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so much. Precisely. He introduced these signature

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eccentric elements that just defined his time

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there. We're talking about running jokes that

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were deeply inappropriate, often involving things

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like prison rape and crack whores. He really

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dared the audience to be uncomfortable. He did.

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And his commitment to the non sequitur was just.

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Unparalleled, he'd often finish delivering some

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piece of really shocking news only to suddenly

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pull out a compact tape recorder. The tape recorder.

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Rewind it and deliver a personal, often totally

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mundane, note to self. That little bit of stage

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business, it just encapsulated the whole. absurd

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commitment to the anti -joke, didn't it? It really

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did. But if we're defining the update era, we

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absolutely have to talk about the king of his

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non -sequiturs, Frank Stallone. Oh my God, Frank

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Stallone. He constantly blamed Frank Stallone,

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Stallone's often forgotten brother, for literally

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every societal ill. High unemployment. Frank

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Stallone. Toxic waste gums. Frank Stallone. Let's

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just take a second on the mechanics of that joke

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because it's pure, beautiful non -sequitur. A

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non -sequitur literally does not follow, right?

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It's a conclusion or a statement that just doesn't

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logically connect to what came before. The joke's

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success relies entirely on the unexpected absurdity

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of dragging in some totally unconnected person.

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And Frank Salone was the perfect target for that

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randomness. He really was. Norm would read a

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story about, say, a budget crisis in Congress

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and then, without missing a beat, just deadpan.

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Or so the Germans would have us believe. Oh,

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wait, no, that was a different running gag. He'd

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blame Frank Stallone. Right, right, the Frank

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Stallone one. It was entirely random. And what's

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amazing is that Frank Stallone himself... according

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to the sources, took zero offense. Yeah, he got

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it. He recognized Norm wasn't actually attacking

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him, but just using his name as the ultimate

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punchline for randomness itself. When did he

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stop? Norm only stopped the joke in 1997. And

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apparently only because Sylvester Stallone, when

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he was guest hosting SNL, personally asked him

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to. Politely, but still. Okay, so here's where

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the conversation always turns, right? The controversial

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jokes and the inevitable pushback that really

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marked his time there. Norm was absolutely fearless

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in embracing black comedy, even when targeting

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really sensitive or high -profile people. Yeah,

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the relentless jokes about Michael Jackson are

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a really clear flashpoint. After Jackson's divorce

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from Lisa Marie Presley, Norm consistently referred

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to him on air as a homosexual pedophile. Just

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brutal. And when Jackson was hospitalized, Norm

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remarked that he had decorated his room with

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Shirley Temple photographs. Then he delivered

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the follow -up punchline. But don't get any ideas.

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Michael Jackson is a homosexual pedophile. Just

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driving it home. He knew exactly how far he could

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push it, didn't he? There was another moment,

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too, that drew really sharp criticism. 1996,

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after John Lauder was sentenced for the murder

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of Brandon, Tina and others. Right. Nor made

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this incredibly dark joke suggesting that basically

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everyone involved in that horrific story should

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die. Yeah. Just a blanket statement. And the

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reaction. That specific comment led to immediate

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backlash from activist groups like. the transsexual

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menace, they actually threatened to picket SNL.

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Wow. So NBC felt compelled to review the broadcast,

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and they agreed the line was inappropriate. They

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promised preventative measures. It just demonstrates

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that constant tension he fostered. pushing the

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boundary until the network institution itself

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had to pull him back. But the ultimate, the career

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defining controversy, the one that became this

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media narrative that honestly overshadows almost

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everything else. Yeah. That was his firing as

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the weekend update anchor in early 1998. Officially,

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the story was NBC West Coast President Don Ulmeier

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cited declining ratings and a drop off in quality.

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Colin Quinn replaced him. That was the line.

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That was the official line. Right. But Norm and

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his supporters, including his longtime writer.

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Jim Downey, who got fired at the exact same time

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they insisted the true reason was his unrelenting,

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highly personal mockery of O .J. Simpson during

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and after the murder trial. He was just hammering

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O .J. constantly, uncompromisingly calling him

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a murderer on network television week after week.

00:12:28.789 --> 00:12:31.110
And this is where the personal really bleeds

00:12:31.110 --> 00:12:33.610
into the professional, right? Ohmeyer wasn't

00:12:33.610 --> 00:12:36.129
just some network exec. He was a close friend

00:12:36.129 --> 00:12:38.809
and a vocal supporter of O .J. Simpson. So this

00:12:38.809 --> 00:12:41.230
wasn't just about comedy styles clashing. No

00:12:41.230 --> 00:12:44.720
way. It was basically an ideological and personal

00:12:44.720 --> 00:12:47.200
war being waged right there from the news desk.

00:12:47.500 --> 00:12:50.500
Downey even publicly pointed out that Allmire

00:12:50.500 --> 00:12:52.799
threw a party for the jurors who acquitted Simpson.

00:12:52.919 --> 00:12:54.960
That's how close they were. The firing just blew

00:12:54.960 --> 00:12:57.539
up. It was a massive public media thing. And

00:12:57.539 --> 00:13:00.080
Norm refused to let it go quietly. Not at all.

00:13:00.179 --> 00:13:02.299
He immediately went on Letterman. He went on

00:13:02.299 --> 00:13:05.519
The Howard Streen Show. He essentially used competing

00:13:05.519 --> 00:13:08.360
networks to air all the dirty laundry and continue

00:13:08.360 --> 00:13:10.919
the attack on Allmire. Which just cemented his

00:13:10.919 --> 00:13:13.159
persona, right? The comedian willing to torch

00:13:13.159 --> 00:13:15.240
his own career for a point of integrity, or at

00:13:15.240 --> 00:13:17.799
least for the joke. Exactly. And Allmire's retaliation

00:13:17.799 --> 00:13:19.580
was intense. It went beyond just the firing.

00:13:19.740 --> 00:13:23.240
In June 98, Allmire actually blocked NBC from

00:13:23.240 --> 00:13:26.070
airing advertisements for Norm's new movie. dirty

00:13:26.070 --> 00:13:29.429
work seriously yeah he accused norm of disparaging

00:13:29.429 --> 00:13:32.210
nbc on those competitor shows on letterman and

00:13:32.210 --> 00:13:35.769
stern the ad ban during snl itself was only lifted

00:13:35.769 --> 00:13:39.210
after robert wright who was olmeyer's boss stepped

00:13:39.210 --> 00:13:42.850
in wow so the war got really nasty it did norm

00:13:42.850 --> 00:13:45.370
went to the daily news and called olmeyer a liar

00:13:45.370 --> 00:13:47.929
and a thug but he was careful to emphasize that

00:13:47.929 --> 00:13:50.490
his issue was solely with olmeyer who he saw

00:13:50.490 --> 00:13:53.370
as trying to censor him not with lauren michaels

00:13:53.370 --> 00:13:56.129
or snl itself who he maintain we're supportive

00:13:56.129 --> 00:13:57.990
of him but here's the interesting thing connecting

00:13:57.990 --> 00:14:01.860
this to the bigger picture years later Norm offered

00:14:01.860 --> 00:14:04.500
this really fascinating kind of nuanced reflection.

00:14:04.899 --> 00:14:08.080
It complicated that simple, it was all O .J.

00:14:08.139 --> 00:14:10.299
narrative. Right. He eventually conceded that

00:14:10.299 --> 00:14:13.100
maybe his removal was less about O .J. specifically

00:14:13.100 --> 00:14:16.320
and more about just long -term insubordination

00:14:16.320 --> 00:14:18.500
being difficult. That's a crucial admission,

00:14:18.679 --> 00:14:21.379
isn't it? It is. He acknowledged he often resisted

00:14:21.379 --> 00:14:23.759
marching orders. He recalled a time when he ignored

00:14:23.759 --> 00:14:25.919
Lorne Michaels' concern about a potential Michael

00:14:25.919 --> 00:14:29.340
Jackson lawsuit. Lorne was worried. Norm did

00:14:29.340 --> 00:14:32.059
the joke anyway. And he admitted his update was

00:14:32.059 --> 00:14:34.759
explicitly not designed to be audience pleasing

00:14:34.759 --> 00:14:38.039
or warm. He prioritized the unique integrity

00:14:38.039 --> 00:14:41.179
of his own comedic voice way above network demands.

00:14:41.539 --> 00:14:43.700
So the O .J. stuff might have just been the final

00:14:43.700 --> 00:14:45.980
straw, not the sole reason. That seems plausible.

00:14:46.240 --> 00:14:48.500
It pushed things over the edge after a pattern

00:14:48.500 --> 00:14:50.480
of maybe pushing back too hard. Which brings

00:14:50.480 --> 00:14:53.299
us to one final defiant flourish from the whole

00:14:53.299 --> 00:14:57.259
SNL era. When he came back to host SNL on October

00:14:57.259 --> 00:15:01.539
23, 1999. His opening monologue was just pure

00:15:01.539 --> 00:15:04.039
norm. What did he say? He joked that the only

00:15:04.039 --> 00:15:06.740
reason they asked him back was because the show

00:15:06.740 --> 00:15:09.440
has gotten really bad since he left. Just displaying

00:15:09.440 --> 00:15:12.159
that sustained resentment, that anti -establishment

00:15:12.159 --> 00:15:14.799
stance right there on their stage. Ah, that's

00:15:14.799 --> 00:15:16.700
amazing. A full circle moment using the very

00:15:16.700 --> 00:15:18.799
platform that tried to silence him to critique

00:15:18.799 --> 00:15:21.559
its current state. That defiance really became

00:15:21.559 --> 00:15:24.059
the foundation for his post -SNL creative work.

00:15:24.240 --> 00:15:25.919
And that output started immediately with what

00:15:25.919 --> 00:15:28.100
some people call the revenge comedy, his movie.

00:15:28.429 --> 00:15:31.389
Dirty Work. Yeah, 1998. He co -wrote it and starred

00:15:31.389 --> 00:15:34.190
in it. Directed by Bob Saget, co -starring Artie

00:15:34.190 --> 00:15:36.929
Lange. And it featured Chris Farley in his last

00:15:36.929 --> 00:15:38.870
film role before he died. Yeah, that's right.

00:15:39.049 --> 00:15:42.250
And Dirty Work really embodied that revenge spirit,

00:15:42.429 --> 00:15:44.909
didn't it? It was chaotic, often pretty lowbrow.

00:15:44.970 --> 00:15:47.590
It felt like a direct counterstatement to the

00:15:47.590 --> 00:15:50.850
polished focus group stuff NBC might have preferred

00:15:50.850 --> 00:15:53.529
him to do. And the film was dedicated to Farley's

00:15:53.529 --> 00:15:57.690
memory, which added this poignant, almost anarchic...

00:15:57.769 --> 00:16:00.149
quality to the whole thing. Definitely. After

00:16:00.149 --> 00:16:02.450
the film, he did try to fit into the more conventional

00:16:02.450 --> 00:16:05.149
structure of network TV. He headlined the Norm

00:16:05.149 --> 00:16:07.750
Show later. They just called it Norm. That ran

00:16:07.750 --> 00:16:11.610
for three seasons on ABC from 99 to 2001. Which

00:16:11.610 --> 00:16:13.769
is a respectable run, actually, especially for

00:16:13.769 --> 00:16:15.769
a comedian who had just been publicly branded

00:16:15.769 --> 00:16:18.470
this insubordinate outsider. It is. But then

00:16:18.470 --> 00:16:20.610
he tried another sitcom later, A Minute with

00:16:20.610 --> 00:16:23.750
Stan Hooper, on Fox in 2003. And this is where

00:16:23.750 --> 00:16:25.629
we really see the limits of trying to fit his

00:16:25.629 --> 00:16:28.289
style into the mainstream. sitcom box. How long

00:16:28.289 --> 00:16:30.570
did that last? Cancelled after only six episodes.

00:16:30.870 --> 00:16:33.529
Ouch. Why do you think that failed so quickly

00:16:33.529 --> 00:16:36.370
when the other one had a decent run? Well, if

00:16:36.370 --> 00:16:38.610
you look at the format, right? Network sitcoms

00:16:38.610 --> 00:16:41.250
rely on predictable character beats, escalating

00:16:41.250 --> 00:16:44.340
situational humor. laughs per minute that sort

00:16:44.340 --> 00:16:47.080
of thing yeah norm's comedy especially his delivery

00:16:47.080 --> 00:16:49.799
is kind of antithetical to that yeah he specializes

00:16:49.799 --> 00:16:52.259
in deflating situations not building them up

00:16:52.259 --> 00:16:55.379
his pace is slow his characterizations are eccentric

00:16:55.379 --> 00:16:59.340
and his humor actively resists that necessary

00:16:59.340 --> 00:17:02.730
warmth or relatability you need for mass audience

00:17:02.730 --> 00:17:05.049
appeal on a Friday night, you know? Right. His

00:17:05.049 --> 00:17:07.170
genius just didn't translate into the required

00:17:07.170 --> 00:17:09.890
predictability of that format. Exactly. So that

00:17:09.890 --> 00:17:12.230
failure kind of pushed him into other creative

00:17:12.230 --> 00:17:14.589
avenues. And this is where his surprising versatility

00:17:14.589 --> 00:17:16.750
as a voice actor really became apparent. Yeah,

00:17:16.789 --> 00:17:18.650
like Lucky the Dog in the Dr. Dolittle movies.

00:17:18.789 --> 00:17:20.970
Right. Multiple Dr. Dolittle films starting in

00:17:20.970 --> 00:17:23.970
98, which introduced his voice to this entirely

00:17:23.970 --> 00:17:26.509
new family -friendly audience, which is kind

00:17:26.509 --> 00:17:28.869
of hilarious in itself. It really is. And for

00:17:28.869 --> 00:17:32.210
fans of more... adult animation. His voice work

00:17:32.210 --> 00:17:35.250
is iconic. He was Pigeon on Mike Tyson Mysteries.

00:17:35.289 --> 00:17:39.329
Oh, Pigeon was amazing. 69 episodes from 2014

00:17:39.329 --> 00:17:43.390
to 2020. Pigeon, the wisecracking, super cynical

00:17:43.390 --> 00:17:46.430
sidekick. It was basically Norm's persona just

00:17:46.430 --> 00:17:48.910
transferred directly onto a cartoon bird. Totally.

00:17:49.069 --> 00:17:51.309
He also had other roles, like Genie Norm on The

00:17:51.309 --> 00:17:54.089
Fairly Odd Parents. And interestingly, he was

00:17:54.089 --> 00:17:56.569
the original voice of Death on Family Guy way

00:17:56.569 --> 00:17:59.130
back in 2000. Before Norm Crosby took over, yeah.

00:17:59.509 --> 00:18:01.450
What's fascinating, though, is that his final

00:18:01.450 --> 00:18:04.069
performance was also a voice role, one he completed

00:18:04.069 --> 00:18:07.279
posthumously. Yeff it. The gelatinous engineer

00:18:07.279 --> 00:18:10.579
on the Orville. Ah, right. It's a remarkable

00:18:10.579 --> 00:18:12.480
range when you think about it, stretching from

00:18:12.480 --> 00:18:16.059
family movies to really adult comedy to genre

00:18:16.059 --> 00:18:18.619
sci -fi. It shows this adaptability that may

00:18:18.619 --> 00:18:20.960
be contrasted with his rigid stand -up persona.

00:18:21.319 --> 00:18:23.299
He also slipped into live -action cameos here

00:18:23.299 --> 00:18:25.440
and there. He played Michael Richards, uncredited

00:18:25.440 --> 00:18:27.539
in the Andy Kaufman biopic Man on the Moon in

00:18:27.539 --> 00:18:30.529
99. Right, right. Then the 2010 saw his career

00:18:30.529 --> 00:18:32.890
shift again. He found this perfect home, really,

00:18:33.009 --> 00:18:35.250
in the sort of nascent digital media landscape,

00:18:35.390 --> 00:18:37.890
which suited his deliberate pace and his discursive

00:18:37.890 --> 00:18:40.250
style much better than network TV did. Like the

00:18:40.250 --> 00:18:42.349
sports show with Norm Macdonald on Comedy Central

00:18:42.349 --> 00:18:45.269
in 2011. Yeah, which was basically a satirical

00:18:45.269 --> 00:18:47.990
sports version of The Daily Show. Fun idea. But

00:18:47.990 --> 00:18:50.529
the real sweet spot, the format that seemed to

00:18:50.529 --> 00:18:53.319
give him maximum freedom... was his talk show

00:18:53.319 --> 00:18:55.940
concept, starting with Norm Macdonald Live. Yes.

00:18:56.200 --> 00:19:00.400
2013 to 2017. That video podcast with his sidekick,

00:19:00.460 --> 00:19:03.539
Adam Egott, filmed on this notoriously low budget

00:19:03.539 --> 00:19:05.720
set. It was definitely rough around the edges,

00:19:05.859 --> 00:19:08.549
but it got... overwhelmingly positive reviews.

00:19:08.910 --> 00:19:11.789
People loved the chaotic, unpredictable energy

00:19:11.789 --> 00:19:13.710
and the depth of the conversation. It was the

00:19:13.710 --> 00:19:15.910
complete opposite of the polished, pre -scripted

00:19:15.910 --> 00:19:18.009
late night interview, wasn't it? Totally. He'd

00:19:18.009 --> 00:19:20.990
engage guests in these meandering, often really

00:19:20.990 --> 00:19:23.589
awkward, but surprisingly profound conversations

00:19:23.589 --> 00:19:25.650
that just felt utterly genuine. You never knew

00:19:25.650 --> 00:19:27.549
where it was going. And that platform eventually

00:19:27.549 --> 00:19:30.210
evolved into the Netflix series, Norm Macdonald

00:19:30.210 --> 00:19:33.400
Had a Show, in 2018. still maintained that low

00:19:33.400 --> 00:19:35.619
budget, unpredictable vibe. He also ventured

00:19:35.619 --> 00:19:37.619
into literature with Based on a True Story in

00:19:37.619 --> 00:19:41.660
2016, and he deliberately marketed it as a comic

00:19:41.660 --> 00:19:44.569
novel, not a memoir. Because he knew he was going

00:19:44.569 --> 00:19:47.210
to fill it with elaborate falsehoods and totally

00:19:47.210 --> 00:19:50.069
fictionalized accounts, it was another layer

00:19:50.069 --> 00:19:53.529
of performance. And it was a huge success. Debuted

00:19:53.529 --> 00:19:56.410
on the New York Times bestsellers list, it underscored

00:19:56.410 --> 00:19:59.009
the fan demand for access to his interior life.

00:19:59.109 --> 00:20:01.589
Even he delivered it wrapped entirely in fiction.

00:20:01.809 --> 00:20:03.750
Before we move into the personal contradictions,

00:20:03.829 --> 00:20:05.890
we really have to talk about his last stand -up

00:20:05.890 --> 00:20:07.769
appearance on the lead show with David Letterman.

00:20:07.849 --> 00:20:11.250
May 15, 2015. It was Letterman's farewell run.

00:20:11.410 --> 00:20:13.539
Oh, that was such a moment. Norm's performance

00:20:13.539 --> 00:20:16.559
provided this glimpse of pure, unmasked emotion

00:20:16.559 --> 00:20:18.890
you so rarely saw from him. The vulnerability

00:20:18.890 --> 00:20:21.650
was just stunning. He was doing a classic Norm

00:20:21.650 --> 00:20:24.289
shaggy dog story, but then halfway through, he

00:20:24.289 --> 00:20:27.410
just stopped. He broke into tears. And he told

00:20:27.410 --> 00:20:29.289
Letterman, who he first saw perform when Norm

00:20:29.289 --> 00:20:31.789
himself was only 13, that he truly loved him.

00:20:31.930 --> 00:20:35.349
Wow. That profound honesty right there, contrasted

00:20:35.349 --> 00:20:37.950
with the mask of his deadpan, it just resonated

00:20:37.950 --> 00:20:41.509
so deeply. Revealed the deep affection and respect

00:20:41.509 --> 00:20:43.589
he held for his mentors and for the tradition

00:20:43.589 --> 00:20:46.069
of comedy itself. And it's that vulnerability,

00:20:46.210 --> 00:20:48.829
maybe, that leads... leads us squarely into part

00:20:48.829 --> 00:20:52.369
four, the personal contradictions and views that

00:20:52.369 --> 00:20:54.450
reveal the deep thinker beneath the jokester

00:20:54.450 --> 00:20:57.529
persona. Yeah, we've established his comedic

00:20:57.529 --> 00:20:59.990
influences, right? Bob Newhart, Sam Kinison,

00:21:00.190 --> 00:21:02.450
Rodney Dangerfield. But when you couple those

00:21:02.450 --> 00:21:06.289
with his literary influences... Leo Tolstoy and

00:21:06.289 --> 00:21:09.049
Anton Chekhov. Tolstoy and Chekhov. Seriously.

00:21:09.309 --> 00:21:11.829
Seriously. And suddenly you see the blueprint

00:21:11.829 --> 00:21:15.289
for his long -form patient storytelling. He was

00:21:15.289 --> 00:21:17.690
using the narrative structure of a great 19th

00:21:17.690 --> 00:21:19.690
century author where the journey and all the

00:21:19.690 --> 00:21:21.769
digressions are actually more important than

00:21:21.769 --> 00:21:24.029
the final payoff or punchline. That's the link

00:21:24.029 --> 00:21:26.400
to the Shaggy Dog story, isn't it? Tolstoy and

00:21:26.400 --> 00:21:29.140
Chekhov are masters of that slow, deliberate

00:21:29.140 --> 00:21:31.740
balled up of context and detail. Absolutely.

00:21:32.099 --> 00:21:35.079
A shaggy dog story requires the listener to invest

00:21:35.079 --> 00:21:37.220
in the sheer commitment of the narrator, just

00:21:37.220 --> 00:21:39.740
like a novel does. The reward isn't some quick

00:21:39.740 --> 00:21:42.740
joke. The reward is the sheer absurdity of the

00:21:42.740 --> 00:21:45.359
journey itself, often ending with a non -punchline

00:21:45.359 --> 00:21:47.940
or an anticlimax. That's the point. The intellectual

00:21:47.940 --> 00:21:50.910
depth was always there, under the surface. Always.

00:21:51.130 --> 00:21:53.349
And it also informed his views on the state of

00:21:53.349 --> 00:21:56.589
modern comedy. He expressed real distaste for

00:21:56.589 --> 00:21:59.130
what he called the low -hanging fruit of constant

00:21:59.130 --> 00:22:01.990
topical jokes. He specifically cited all the

00:22:01.990 --> 00:22:04.769
Donald Trump jokes. What did you prefer? Humor

00:22:04.769 --> 00:22:06.849
that aimed for something more universal, more

00:22:06.849 --> 00:22:09.670
enduringly absurd, rather than just temporary

00:22:09.670 --> 00:22:12.470
political relevance. Okay, moving into his personal

00:22:12.470 --> 00:22:15.049
battles. One of the most critical revelations,

00:22:15.130 --> 00:22:18.109
especially later on, was his severe sustained

00:22:18.109 --> 00:22:20.890
battle with gambling addiction. Yeah, this was

00:22:20.890 --> 00:22:23.670
serious. He revealed he lost all his money gambling

00:22:23.670 --> 00:22:27.329
not once, but three separate times, drove him

00:22:27.329 --> 00:22:30.049
to bankruptcy twice. The scale of the loss is

00:22:30.049 --> 00:22:32.250
just staggering. It underlines how severe the

00:22:32.250 --> 00:22:34.849
crisis was for him. He cited his largest single

00:22:34.849 --> 00:22:38.529
loss as a devastating $400 ,000. Wow. This wasn't

00:22:38.529 --> 00:22:40.670
some casual vice. It was a recurring financial

00:22:40.670 --> 00:22:43.269
catastrophe that deeply impacted his life, his

00:22:43.269 --> 00:22:46.029
career, everything. And what's fascinating is

00:22:46.029 --> 00:22:48.690
how that vice apparently ended, or at least lessened.

00:22:48.970 --> 00:22:51.710
He claimed the 2006 shutdown of U .S. online

00:22:51.710 --> 00:22:54.769
poker kind of saved my life. Because prior to

00:22:54.769 --> 00:22:56.569
that, he said he was constantly playing up to

00:22:56.569 --> 00:22:59.410
20 limit Hold 'em games simultaneously online.

00:22:59.730 --> 00:23:01.809
Just grinding himself into the ground with the

00:23:01.809 --> 00:23:05.609
intensity of it. 20 games at once. Wow. Despite

00:23:05.609 --> 00:23:08.009
the addiction though he also managed some modest

00:23:08.009 --> 00:23:10.529
professional success in the poker world. It shows

00:23:10.529 --> 00:23:12.809
how deeply engaged he was with the game. Like

00:23:12.809 --> 00:23:15.410
actual tournament success. Yeah, he cashed for

00:23:15.410 --> 00:23:19.329
over $20 ,000 in a tournament in 2006 and made

00:23:19.329 --> 00:23:23.369
nearly $15 ,000 in the 2007 World Series of Poker.

00:23:23.529 --> 00:23:26.329
It highlights that competitive mathematical side

00:23:26.329 --> 00:23:29.069
of his mind again, the side drawn to the calculated

00:23:29.069 --> 00:23:31.509
risks of the game. Okay, now we have to address

00:23:31.509 --> 00:23:34.250
maybe the biggest contradiction of his public

00:23:34.250 --> 00:23:38.039
persona, his devout Christianity. Right. This

00:23:38.039 --> 00:23:41.000
deadpan comedian, specializing in the profane,

00:23:41.000 --> 00:23:43.339
the anarchic, was also a Christian who publicly

00:23:43.339 --> 00:23:46.220
discussed theology. His views were often compared

00:23:46.220 --> 00:23:48.779
to the 19th century philosopher Søren Kierkegaard.

00:23:48.900 --> 00:23:51.559
Kierkegaard. Why him specifically? Well, Kierkegaard's

00:23:51.559 --> 00:23:53.819
philosophy often emphasizes things like the leap

00:23:53.819 --> 00:23:56.960
of faith, subjective truth, embracing the absurdity

00:23:56.960 --> 00:23:59.279
of existence. It kind of fits, doesn't it? Yeah,

00:23:59.279 --> 00:24:02.059
it does, actually. Norm's comedy embraced the

00:24:02.059 --> 00:24:04.640
profane and the absurd elements of life, yet

00:24:04.640 --> 00:24:07.859
his faith was apparently quite sincere. He seemed

00:24:07.859 --> 00:24:09.960
to understand that these seeming contradictions,

00:24:09.960 --> 00:24:13.000
high religious faith coexisting with low, dark

00:24:13.000 --> 00:24:16.559
comedy, are just fundamentally human, that we

00:24:16.559 --> 00:24:20.319
contain multitudes. And this inherent moral or

00:24:20.319 --> 00:24:22.960
maybe intellectual compass sometimes showed up

00:24:22.960 --> 00:24:24.519
in his professional life, too, like when he was

00:24:24.519 --> 00:24:27.019
judging Last Comic Standing. Oh, yeah. He criticized

00:24:27.019 --> 00:24:29.299
a contestant for a joke referencing the Bible

00:24:29.299 --> 00:24:31.500
and Harry Potter. Was he offended by the religious

00:24:31.500 --> 00:24:34.279
aspect? Not exactly. He wasn't condemning the

00:24:34.279 --> 00:24:36.680
subject matter itself. He was condemning what

00:24:36.680 --> 00:24:40.000
he saw as a lack of intellectual rigor. He basically

00:24:40.000 --> 00:24:41.920
said, if you're going to critique an entire religion,

00:24:42.039 --> 00:24:43.640
you must at least know what you're talking about.

00:24:43.680 --> 00:24:46.440
Don't just make cheap shots. Interesting. That

00:24:46.440 --> 00:24:50.339
combination, though, loyalty to friends, belief

00:24:50.339 --> 00:24:54.160
in free speech, but also this moral conviction,

00:24:54.240 --> 00:24:56.500
sometimes landed him in immediate professional

00:24:56.500 --> 00:24:58.799
trouble, most famously during the hashtag MeToo

00:24:58.799 --> 00:25:02.400
controversy in 2018. Right. After he made some

00:25:02.400 --> 00:25:05.099
public comments that appeared to criticize aspects

00:25:05.099 --> 00:25:07.380
of the movement and seemed to defend friends

00:25:07.380 --> 00:25:10.700
like Louis C .K. and Roseanne Barr, the consequences

00:25:10.700 --> 00:25:13.099
were immediate. What happened? His scheduled

00:25:13.099 --> 00:25:14.839
appearance on The Tonight Show starring Jimmy

00:25:14.839 --> 00:25:18.200
Fallon was abruptly canceled, just pulled. The

00:25:18.200 --> 00:25:20.819
network, the show, they saw the risk and the

00:25:20.819 --> 00:25:23.440
consequence was swift and very public. It really

00:25:23.440 --> 00:25:25.859
highlighted his almost like anarchic tendency

00:25:25.859 --> 00:25:29.519
to prioritize loyalty. and absolute freedom of

00:25:29.519 --> 00:25:31.539
expression, even when it flew directly into a

00:25:31.539 --> 00:25:34.200
major cultural firestorm. Yeah, he seemed willing

00:25:34.200 --> 00:25:36.759
to accept the professional fallout from his refusal

00:25:36.759 --> 00:25:39.740
to just conform to the prevailing cultural winds

00:25:39.740 --> 00:25:42.140
of that moment. And talk about confusing signals.

00:25:42.380 --> 00:25:45.960
In 2019, on David Spade's show Lights Out, Norm

00:25:45.960 --> 00:25:48.599
completely threw fans for a loop. He claimed

00:25:48.599 --> 00:25:50.319
he might have rushed to judgment about O .J.

00:25:50.380 --> 00:25:52.539
Simpson's guilt. Wait, seriously? After all that?

00:25:52.740 --> 00:25:55.299
Yeah. Was it genuine reflection? Was it some

00:25:55.299 --> 00:25:58.329
kind of meta joke about his own reputation? Or

00:25:58.329 --> 00:26:00.750
just a way to finally move on. Who knows? It's

00:26:00.750 --> 00:26:03.529
classic Norm ambiguity, isn't it? His friend

00:26:03.529 --> 00:26:06.170
and producing partner, Laurie Jo Heekstra, even

00:26:06.170 --> 00:26:08.430
claimed O .J. Simpson reached out to thank him

00:26:08.430 --> 00:26:10.650
after that comment and offered to play golf with

00:26:10.650 --> 00:26:13.210
him. Get out. Did they? Doesn't seem like it.

00:26:13.880 --> 00:26:16.420
However, it's worth noting when O .J. died in

00:26:16.420 --> 00:26:19.819
2024, Conan O 'Brien explicitly paid tribute

00:26:19.819 --> 00:26:22.819
to Norm, confirming that the original uncompromising

00:26:22.819 --> 00:26:25.980
O .J. commentary on SNL was, in fact, brilliant

00:26:25.980 --> 00:26:28.660
comedy. That's the stance that cemented his legend,

00:26:28.799 --> 00:26:31.440
regardless of any later rhetorical games he played.

00:26:31.519 --> 00:26:33.420
OK, now we arrive at the final and maybe the

00:26:33.420 --> 00:26:36.160
deepest secret of his life. A secret that makes

00:26:36.160 --> 00:26:38.500
his creative output during those last eight years,

00:26:38.660 --> 00:26:41.740
especially in the 2010s, seem even more astonishing

00:26:41.740 --> 00:26:45.200
and, frankly, courageous. Yeah. McDonald better

00:26:45.200 --> 00:26:47.640
answer privately for eight long years. It started

00:26:47.640 --> 00:26:50.000
with the diagnosis of multiple myeloma back in

00:26:50.000 --> 00:26:52.779
2013. And he told almost no one. He made a deliberate

00:26:52.779 --> 00:26:55.079
decision to disclose his condition only to his

00:26:55.079 --> 00:26:58.240
immediate family and his agent. That's it. His

00:26:58.240 --> 00:27:00.740
brother, Neil, confirmed this secrecy was driven

00:27:00.740 --> 00:27:03.660
by a deep fear. He feared revealing the illness

00:27:03.660 --> 00:27:06.670
would... affect the way he was perceived. He

00:27:06.670 --> 00:27:08.430
didn't want to be seen as sick or vulnerable.

00:27:08.589 --> 00:27:12.269
He wanted to be seen as Norm. Imagine the dedication

00:27:12.269 --> 00:27:15.109
required to maintain that public persona while

00:27:15.109 --> 00:27:17.549
undergoing intense medical treatments. It's incredible.

00:27:17.690 --> 00:27:20.650
He underwent several stem cell transplants, apparently

00:27:20.650 --> 00:27:23.609
using aliases to maintain his privacy. His final

00:27:23.609 --> 00:27:26.930
transplant was in March 2021. And the chemotherapy

00:27:26.930 --> 00:27:29.490
had debilitating side effects, like peripheral

00:27:29.490 --> 00:27:31.910
neuropathy, which forced him to give up golf

00:27:31.910 --> 00:27:34.470
and tennis, two things he really loved. So the

00:27:34.470 --> 00:27:36.890
medical journey was just grueling. Extremely.

00:27:36.890 --> 00:27:39.609
The multiple myeloma did initially go into remission,

00:27:39.609 --> 00:27:42.049
which was good news. But then, tragically, in

00:27:42.049 --> 00:27:44.390
early 2020, he developed treatment -associated

00:27:44.390 --> 00:27:47.170
myelodysplastic syndrome. It's a type of cancer

00:27:47.170 --> 00:27:49.309
often associated with prior chemotherapy. And

00:27:49.309 --> 00:27:51.930
that progresses. It often progresses into acute

00:27:51.930 --> 00:27:54.950
myeloid leukemia, which it did. He succumbed

00:27:54.950 --> 00:27:57.529
to complications from acute leukemia on September

00:27:57.529 --> 00:28:01.890
14, 2021. He was 61 years old. But his commitment

00:28:01.890 --> 00:28:04.430
to his craft and his absolute control over his

00:28:04.430 --> 00:28:07.009
public image, it endured right until the very

00:28:07.009 --> 00:28:10.269
last moment. That control really manifested in

00:28:10.269 --> 00:28:12.710
the extraordinary posthumous release of Norm

00:28:12.710 --> 00:28:15.569
Macdonald. Nothing special in 2022. That was

00:28:15.569 --> 00:28:17.430
the stand -up set he recorded at home. Exactly.

00:28:17.990 --> 00:28:20.809
Knowing his condition was worsening, he had taped

00:28:20.809 --> 00:28:24.009
an audience -less dry run of a brand new stand

00:28:24.009 --> 00:28:26.970
-up set, just in his own home, just in case things

00:28:26.970 --> 00:28:29.509
went south, as he apparently put it. A truly

00:28:29.509 --> 00:28:32.029
prescient act of preserving his material himself.

00:28:32.670 --> 00:28:35.210
And that special was met with just enormous critical

00:28:35.210 --> 00:28:38.369
acclaim, earned him three primetime Emmy nominations

00:28:38.369 --> 00:28:40.690
posthumously. Yeah, and it was followed by this

00:28:40.690 --> 00:28:42.849
really moving discussion among his peers, Chappelle,

00:28:43.170 --> 00:28:45.269
Letterman, O 'Brien, Sandler, Molly Shannon,

00:28:45.470 --> 00:28:47.890
David Spade, all just talking about the genius

00:28:47.890 --> 00:28:49.950
that had commanded their respect for decades.

00:28:50.289 --> 00:28:52.210
His final performance, as you mentioned, that

00:28:52.210 --> 00:28:54.869
voice role as Yafit on The Orville, season three,

00:28:55.069 --> 00:28:57.309
it carried an onscreen dedication to him. It

00:28:57.309 --> 00:28:59.950
feels fitting somehow that his final appearance

00:28:59.950 --> 00:29:03.099
was a voice performance. maintaining that subtle,

00:29:03.220 --> 00:29:06.279
detached presence even in death. And the tributes

00:29:06.279 --> 00:29:09.200
just poured in. Cementing his legacy as a true

00:29:09.200 --> 00:29:12.279
titan of comedy, Jon Stewart called him, without

00:29:12.279 --> 00:29:15.400
hesitation, the funniest person he knew. David

00:29:15.400 --> 00:29:17.640
Letterman, the man who recognized his genius

00:29:17.640 --> 00:29:20.299
three decades earlier, he reiterated his belief.

00:29:20.700 --> 00:29:24.240
Norm was the best in every important way. Conan

00:29:24.240 --> 00:29:27.000
O 'Brien mourned him by saying, Norm had the

00:29:27.000 --> 00:29:29.819
most unique comedic voice I have ever encountered.

00:29:29.880 --> 00:29:32.599
I will never laugh that hard again. Just devastating.

00:29:33.240 --> 00:29:35.519
The respect really transcended his immediate

00:29:35.519 --> 00:29:38.220
peer group, too. Dave Chappelle dedicated two

00:29:38.220 --> 00:29:40.480
of his subsequent Netflix specials, The Closer

00:29:40.480 --> 00:29:43.240
and The Dreamer, to McDonald's memory. He credited

00:29:43.240 --> 00:29:45.339
Norm with fundamentally making him fall in love

00:29:45.339 --> 00:29:47.500
with comedy again. Wow. And this influence was

00:29:47.500 --> 00:29:49.740
felt globally. Lorne Michaels and John Oliver

00:29:49.740 --> 00:29:52.579
dedicated Emmy victories to him. Canadian Prime

00:29:52.579 --> 00:29:54.980
Minister Justin Trudeau publicly called him a

00:29:54.980 --> 00:29:57.700
comedic genius. He was recognized not just as

00:29:57.700 --> 00:29:59.759
a comedian, but as a really significant cultural

00:29:59.759 --> 00:30:02.420
figure. So what does this all mean for us, the

00:30:02.420 --> 00:30:18.859
audience? Mm -hmm. literary, a fierce loyalist

00:30:18.859 --> 00:30:21.519
to his friends, and devoutly Christian. So many

00:30:21.519 --> 00:30:24.299
contradictions. His career was really a masterful

00:30:24.299 --> 00:30:26.839
balancing act, wasn't it? Between public chaos

00:30:26.839 --> 00:30:30.160
and absolute personal control, he built his fame

00:30:30.160 --> 00:30:32.740
on saying the quiet, difficult parts out loud.

00:30:32.880 --> 00:30:34.900
While meticulously shielding the most challenging

00:30:34.900 --> 00:30:37.259
truth of his own life, that eight -year battle

00:30:37.259 --> 00:30:39.640
with cancer from the public eye entirely. Yeah.

00:30:39.880 --> 00:30:42.200
Which brings us to our final provocative thought

00:30:42.200 --> 00:30:44.950
for you, the listener. His death spurred the

00:30:44.950 --> 00:30:47.150
release of Nothing Special, that meticulously

00:30:47.150 --> 00:30:49.990
prepared, dry run of a set recorded in total

00:30:49.990 --> 00:30:52.789
privacy, just in case. Did this final, deliberate

00:30:52.789 --> 00:30:55.210
act to ensure his material survived, to control

00:30:55.210 --> 00:30:57.730
his own narrative, his public image, and to deny

00:30:57.730 --> 00:31:00.150
the public access to his personal struggle, did

00:31:00.150 --> 00:31:03.029
that perfectly encapsulate the understated, eccentric,

00:31:03.369 --> 00:31:05.650
and fiercely principled nature of his entire

00:31:05.650 --> 00:31:08.539
comedic career? It forces us to ask, you know,

00:31:08.539 --> 00:31:10.660
whether the greatest truth about Norm Macdonald

00:31:10.660 --> 00:31:12.680
wasn't just in the jokes themselves, brilliant

00:31:12.680 --> 00:31:15.700
as they were, but in the unwavering commitment

00:31:15.700 --> 00:31:19.240
to his own unique truth, protected at all costs.

00:31:19.599 --> 00:31:21.900
If you haven't yet experienced his genius in

00:31:21.900 --> 00:31:24.279
its purest form, you really owe it to yourself

00:31:24.279 --> 00:31:27.039
to revisit his work, especially those wonderfully

00:31:27.039 --> 00:31:29.319
chaotic talk shows like Norm Macdonald Live.

00:31:29.599 --> 00:31:31.599
Dive deep into the archives. You definitely won't

00:31:31.599 --> 00:31:33.680
regret the exploration. Thank you so much for

00:31:33.680 --> 00:31:35.539
joining us for this deep dive into the genius

00:31:35.539 --> 00:31:36.240
of Norm. McDonald.
