WEBVTT

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We all kind of know him, right? Michael Kelso

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from that 70s show. Yeah. You know, the high

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energy, lovable goofball yelling, burn! Yeah,

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that's the image, definitely. The sitcom heartthrob.

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But if that's where your mental picture of Christopher

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Ashton Kutcher, well, it stops. Yeah. You're

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really missing the most, I think, fascinating

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part of his whole story. Absolutely. When we

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dive into the sources for this deep dive, and

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they cover his whole life, really, from Iowa

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to Silicon Valley, we're not just reading like

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a standard celebrity bio. We're actually tracking

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this really meticulous, high -stakes journey,

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how someone goes from modeling to TV icon to

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producer, and this is the kicker, a really serious

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player in venture capital. And doing activism

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on the side. Well, not just on the side, major

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activists. Right. Running a global anti -trafficking

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organization. It's a lot. It's a staggering path.

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So our mission today is to really map that out,

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especially trying to figure out how a kid from

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the Midwest with a frankly pretty dark and troubled

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past, how does he manage to build and then leverage

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the kind of wealth you need to become this like

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financial multi -hyphenate? And here's something

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we found, kind of the initial aha moment for

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you listening. That drive, that initial like

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rocket fuel for all this ambition, it wasn't

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really about chasing fame at all. No, it was

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rooted deep down in, well, desperation. Yeah.

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And this desire to solve a really personal, really

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intense medical crisis in his family. And that's

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what makes his story, I think, so compelling.

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It's not just the usual tabloid stuff. Exactly.

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It shows this. Fundamental resilience, this ambition

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that's totally separate from the typical Hollywood

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making it narrative. Right. You see this origin

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story driven not by like I need to land the next

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big role, but by a very pragmatic, almost scientific

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goal of saving his brother. Wow. And that core

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motivation, you can argue, really informs a lot

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of his later moves, especially into technology

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and investment. OK, so let's unpack that starting

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point then. We've got to go back to Cedar Rapids,

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Iowa. Christopher Ashton Kutcher, born February

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7, 1978. Yeah, classic Midwestern background

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in many ways. Raised in what the sources describe

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as a relatively conservative Catholic family.

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OK. You know, Czech, German, Irish roots, working

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class parents. His mom, Diane, worked at Procter

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&amp; Gamble P &amp;G, huge company. And his dad, Larry

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M., was a factory worker. Solid blue collar America.

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Pretty much. But the thing that really defined

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his early life, the thing that overshadowed everything,

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wasn't the town or the job descriptions. It was

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his family's health crisis. Right. He has a twin

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brother, Michael, fraternal twin. Exactly. And

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Michael was born with cerebral palsy. And even

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more critically, he developed cardiomyopathy.

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a heart muscle disease, needed a heart transplant

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when they were kids. God, the stress of that

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must have been immense. Unbelievable. And the

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sources really capture the psychological weight

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that's put on young Ashton. You see the lasting

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impact. He's talked about it publicly, hasn't

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he? Some of the quotes are intense. They really

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are. He described this constant fear, saying

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something like he didn't want to come home and

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find more bad news about Michael. And his way

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of coping wasn't, you know, shutting down. It

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was the opposite. Hyperactivity. He said he...

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Kept myself so busy that I didn't allow myself

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to feel. Just constantly moving, trying to outrun

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the fear, I guess. Trying to control something

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when everything felt out of control. Exactly.

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And this stress, this feeling of helplessness.

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Yeah. It led to a really, really dark moment.

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Just shows the depth of his turmoil back then.

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At 13 years old. He actually considered suicide.

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Thirteen. That's hard to even imagine knowing

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the Kelso persona. It is. He admitted telling

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his dad he was thinking about jumping off a hospital

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balcony in Cedar Rapids. Oh, my God. And the

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motivation, this is heartbreaking, was this desperate,

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completely unscientific idea that maybe his heart

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could save his brother. Just desperate love,

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really. Totally. His dad found him, stalked him.

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And then shortly after, the news came. A donor

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heart was available. Someone else's tragedy became

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their miracle. But that moment, that intense

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trauma, it clearly shaped his early ambition,

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pointed him towards science as like a way to

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find answers, a way to take control. OK, so that

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sets up the drive for science. But before he

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even got to college, there was this other big

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detour, right? A major screw up. Yeah, the pivot

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point. He was at Clear Creek Amana High School,

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senior year. He gets arrested. Arrested? For

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what? Breaking and entering, basically. Third

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degree burglary. He and a cousin broke into the

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high school at night trying to steal money. Wow.

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Teenagers do dumb things, but that's significant.

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Big consequences. Got convicted. Three years

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probation. 180 hours of community service. But

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maybe worse, personally. He lost his girlfriend,

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lost the college scholarships he was counting

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on. He said he basically became an outcast in

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his community. The sources do say he felt it

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straightened him out. But yeah, suddenly he's

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off the expected path. And this is where that

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earlier trauma, that drive kind of comes back.

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Absolutely. That need for a solution, a scientific

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fix for Michael's condition, it comes roaring

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back. He enrolls at the University of Iowa in

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August 96. And what does he major in? Let me

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guess. Biochemical engineering. Bingo. Not drama,

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not communications. Biochemical engineering.

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His stated goal, according to the sources, was

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literally to find a cure for his brother's heart

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problem. So it wasn't just, I want to be an engineer.

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It was, I need to solve this problem. Precisely.

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That specific driving motivation. But, you know,

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college life wasn't all serious study. He apparently

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had a pretty wild side, too. Oh, yeah. He later

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admitted he was wild and noisy. Played way too

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hard. Got kicked out of his apartment. OK, so

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a typical college kid in some ways, despite the

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serious goal. But he had to pay for it, right?

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Lost those scholarships. He did. And this is

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where you see that work ethic, that hustle. How

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did he earn tuition? This is the amazing detail.

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Working at a cereal plant. Yeah, summer job at

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the General Mills plant back in Cedar Rapids.

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And get this. Sometimes selling his blood plasma.

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Selling plasma. To pay for a biochemical engineering

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degree? That is dedication. It really is. Turning

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your own body into tuition money to pursue this

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scientific dream. It's the complete opposite

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of the lazy actor stereotype, isn't it? Totally.

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But just as he's grinding, selling plasma, aiming

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for this very serious degree, pure luck intervenes.

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Total chance encounter. He's just hanging out,

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having a beer at the airliner bar in Iowa City.

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Yeah. A model scout spots him. Just like that.

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Just like that. Leads to him entering this Fresh

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Faces of Iowa competition. He wins the prize.

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A trip to the IMTA convention in New York. The

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International Modeling and Talent Association.

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Right. And boom. Next thing you know, he's got

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a modeling contract. He's heading to L .A. to

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try acting. The whole biochemical engineering

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plan sidetracked by a beer and a lucky break.

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It's one of those classic Hollywood discovery

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stories, but rooted in something so much grittier.

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Selling plasma one minute, modeling the next.

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An absolutely wild turn of events. And once he

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made that pivot to entertainment, things moved

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incredibly fast. So 1998, after that IMTA thing,

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he signs with Next Modeling Agency. Yeah, a top

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agency. Suddenly he's doing campaigns in Paris,

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Milan, Calvin Klein commercials. I mean, that's

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hitting the ground running. And then, almost

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instantly, the TV role that just defined him

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for years. Michael Kelso, that 70s show starting

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in 98. Right. He was on that show solid until

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2006. Although, you know, the sources say he

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started pulling back a bit in that last season,

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season eight. Because other things were already

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starting to happen. Film, producing. Exactly.

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His film career took off pretty quickly alongside

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the show. He really nailed that early 2000s comedy

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vibe. Dude, where's my car in 2000? Classic in

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its own way. Box office hit. Definitely. And

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just married in 2003. Guess who in 2005? Lots

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of successful comedies. But even then you saw.

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I'm trying to stretch a bit. Yeah, he didn't

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just stick to the goofy stuff. There was that

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2004 sci -fi movie, The Butterfly Effect. Right.

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That was a significant movie. It wasn't a comedy

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at all. Dark, kind of a thriller about time travel

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messing things up. Credits weren't universally

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kind, I remember. No, reviews were mixed. But

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here's the thing. It was a box office success.

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Made over 96 million bucks worldwide on a pretty

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small budget. Okay, so financially it worked.

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It worked. And it sent a signal, right, to Hollywood,

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maybe to future investors, too, that he wasn't

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just Kelso. He was willing to take risks, leverage

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his fame for different kinds of projects. And

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that sort of strategic thinking, that hedging,

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it leads right into his next big move, doesn't

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it? Becoming a producer. While that 70s show

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was still huge. Yes. 2003, he creates and hosts

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Punk'd for MTV. Massive hit. Hidden camera. Pranking

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celebrities. Everyone watched Punk'd. Everyone.

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And this wasn't just him starring in something.

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This was his creation. It was the launch pad

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for his production company, Catalyst Films. He

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ran that with his partner, Jason Goldberg. And

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the motivation behind that, was it just creative

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energy or something else? Well, the sources point

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to something more calculated. He apparently realized,

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look, a sitcom schedule, even a hit one, isn't

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full -time work. Maybe 30 hours a week on set.

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Leaves a lot of downtime. And cash, presumably.

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Exactly. Lots of free time, lots of disposable

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income from the show. So was it purely passion?

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Maybe partly. But he also described himself as

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a trier, someone who always needed backup contingency

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plans. Ah, okay. Like, the acting thing is great,

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but what if it dries up? Precisely. Very pragmatic.

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Ties back to that Iowa sensibility, maybe. Don't

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put all your eggs in one basket. If acting goes

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away, he wanted an infrastructure, a business,

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already humming along. Catalyst was that business.

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And it wasn't just Punk'd, right? Catalyst did

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other stuff, too. Oh, yeah. He really stacked

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up the executive producer credits through Catalyst.

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Mostly reality and unscripted shows. Beauty and

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the Geek. Right, I remember that one. Adventures

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in Hollywood. The Real Wedding Crashers. Even

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a game show called Opportunity Knocks. He wasn't

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just waiting by the phone for acting jobs. He

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was creating the content, controlling the IP,

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building a real production business. Smart move.

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That infrastructure, that business sense, it

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must have set him up perfectly for the next massive

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step. Replacing Charlie Sheen on Two and a Half

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Men, that was huge news. Huge. May 2011. One

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of the biggest TV casting shakeups ever. Critcher

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comes in as Walden Schmidt. And the money. Wow.

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Yeah. Talk about the contract. What were the

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numbers floating around? Widely reported figures

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were close to $20 million just for the first

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year. $20 million in one year. That's serious

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capital generation right there. Absolutely game

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-changing money. And it wasn't a flash in the

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pan. The audience showed up. His first episode,

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Nice to Meet You, Walden Schmidt, 28 .7 million

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viewers. Get out! More than Sheen ever got. Yeah.

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It set a record for the show's highest viewership

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ever at that point. So the network's gamble paid

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off immediately, and he kept earning bank. Reports

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say he was making $750 ,000 per episode. $750

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,000 an episode? For his whole run, basically,

00:11:08.940 --> 00:11:12.490
from 2011 to 2015. That kind of money? sustained

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over years. That's the financial foundation for

00:11:15.110 --> 00:11:16.870
everything that comes next in the venture capital

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world. Makes sense. You need capital to invest

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capital. After Two and a Half Men, he didn't

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just disappear, though. Kept acting. Right. He

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took on the role of Steve Jobs in the 2013 movie

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Jobs. Mixed reviews for that one, too, I think.

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Yeah, the film itself got mixed reactions, but

00:11:30.110 --> 00:11:32.389
it was another high -profile, serious role. Showed

00:11:32.389 --> 00:11:34.490
ambition. Then he did the Netflix sitcom The

00:11:34.490 --> 00:11:38.070
Ranch for four years, 2016 to 2020. With Danny

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Masterson, his old co -star, which we'll get

00:11:41.389 --> 00:11:43.330
to later, unfortunately. Yes, that connection

00:11:43.330 --> 00:11:46.330
becomes significant later. And, you know, bringing

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it full circle, he even popped up as Kelso again

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briefly in the sequel show, that 90s show in

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2023. Kind of acknowledging his roots while still

00:11:55.370 --> 00:11:57.629
moving forward. Exactly. Maintaining visibility

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across broadcast, film, streaming, keeping the

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brand alive. Okay, so this brings us to the real

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core of this deep dive, I think. The pivot that

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really sets Kutcher apart from almost any other

00:12:09.289 --> 00:12:11.289
actor out there, the move into venture capital.

00:12:11.470 --> 00:12:13.590
Yeah, this is where the story gets truly unique.

00:12:13.809 --> 00:12:16.490
He wasn't just, you know, endorsing a tech product

00:12:16.490 --> 00:12:19.009
here and there. He actively used his fame, his

00:12:19.009 --> 00:12:21.330
network, and that Two and a Half Men money as

00:12:21.330 --> 00:12:24.269
leverage to get into serious investing. It started

00:12:24.269 --> 00:12:26.389
with A -grade investments, right? Around 2010.

00:12:26.730 --> 00:12:28.649
That's right. He co -founded it. And not with

00:12:28.649 --> 00:12:31.350
other actors, notably. With Guy Ossuri, Madonna's

00:12:31.350 --> 00:12:33.889
manager, major music exec, and Ron Burkle, the

00:12:33.889 --> 00:12:35.730
billionaire investor. Heavy hitters. Definitely.

00:12:35.970 --> 00:12:38.029
They brought in Chris Hollett as a fund manager,

00:12:38.149 --> 00:12:41.049
too. And they started relatively small, at least

00:12:41.049 --> 00:12:43.649
by VC standards. Put in about $30 million of

00:12:43.649 --> 00:12:45.720
their own money initially. $30 million is still

00:12:45.720 --> 00:12:47.879
a lot of money for most people. But yeah, in

00:12:47.879 --> 00:12:50.919
VC terms, maybe more like angel investing stage,

00:12:51.240 --> 00:12:53.620
using their own cash and connections. That's

00:12:53.620 --> 00:12:55.720
a good way to put it. A -grade's early value

00:12:55.720 --> 00:12:58.899
proposition was absolutely about access. Kutcher's

00:12:58.899 --> 00:13:00.519
celebrity could get them meetings that other

00:13:00.519 --> 00:13:03.379
small funds couldn't. Startups wanted that connection,

00:13:03.519 --> 00:13:05.440
that potential platform. And did it work? Did

00:13:05.440 --> 00:13:07.620
they pick winners? Oh, did they ever. A -grade

00:13:07.620 --> 00:13:10.480
got at some legendary deals early on. Think Uber,

00:13:10.740 --> 00:13:14.559
Airbnb, Spotify. Wow. OK, so not just small bets.

00:13:14.720 --> 00:13:17.460
Those are huge. Huge. And the growth was phenomenal.

00:13:17.779 --> 00:13:21.019
By 2016, Forbes estimated A -grade's portfolio

00:13:21.019 --> 00:13:24.899
value was around $236 million. From $30 million

00:13:24.899 --> 00:13:27.919
to $236 million in about six years. That's incredible

00:13:27.919 --> 00:13:30.860
performance. It really is. Now, you have to ask,

00:13:30.919 --> 00:13:33.139
like you said, how much is real cash versus paper

00:13:33.139 --> 00:13:35.419
value tied up in shares? Right. Tech valuations

00:13:35.419 --> 00:13:38.379
can be volatile. True. The sources don't break

00:13:38.379 --> 00:13:40.879
down that liquid paper ratio for A -grade specifically,

00:13:41.279 --> 00:13:43.720
but what they emphasize is that the success of

00:13:43.720 --> 00:13:46.080
those picks spotting Uber and Airbnb so early

00:13:46.080 --> 00:13:49.220
proved Kutcher and his partners had real skill

00:13:49.220 --> 00:13:51.980
and due diligence in spotting trends. It wasn't

00:13:51.980 --> 00:13:54.139
just luck or fame. It proved he could manage

00:13:54.139 --> 00:13:56.899
capital effectively, not just be the famous face

00:13:56.899 --> 00:13:59.299
on the letterhead. Exactly. And that proven track

00:13:59.299 --> 00:14:01.840
record is what allowed the next absolutely critical

00:14:01.840 --> 00:14:05.379
step in 2015, launching Sound Ventures. Okay,

00:14:05.419 --> 00:14:07.279
what was different about Sound Ventures? Why

00:14:07.279 --> 00:14:09.179
was that such a leap? This is the key distinction.

00:14:09.500 --> 00:14:13.120
A -grade use their own money. Mostly. Sound Ventures,

00:14:13.200 --> 00:14:16.279
announced at South by Southwest in 2015, was

00:14:16.279 --> 00:14:18.519
set up to manage a fund backed by institutional

00:14:18.519 --> 00:14:21.220
funding. Institutional funding. So for listeners,

00:14:21.360 --> 00:14:22.740
what does that mean? We're talking big money,

00:14:22.799 --> 00:14:24.759
right? Like pensions, endowments. Precisely.

00:14:24.820 --> 00:14:28.519
University endowments, big pension funds, corporate

00:14:28.519 --> 00:14:31.240
venture arms. These are sophisticated investors

00:14:31.240 --> 00:14:34.000
with incredibly strict rules. They do massive

00:14:34.000 --> 00:14:35.899
due diligence. They don't just hand over money

00:14:35.899 --> 00:14:38.559
because someone was on TV. They need to see.

00:14:39.049 --> 00:14:42.009
proven returns, risk management, fiduciary responsibility,

00:14:42.610 --> 00:14:45.769
all that serious financial stuff. All of it.

00:14:46.039 --> 00:14:48.259
getting institutional backing for Sound Ventures.

00:14:48.279 --> 00:14:50.340
That was Kutcher graduating. That was the moment

00:14:50.340 --> 00:14:52.940
he transitioned from being a celebrity angel

00:14:52.940 --> 00:14:55.580
investor to being recognized as a legitimate,

00:14:55.700 --> 00:14:57.860
serious fund manager in the financial world.

00:14:57.980 --> 00:15:00.179
And Sound Ventures continued the trend of picking

00:15:00.179 --> 00:15:02.440
diverse and successful companies. Absolutely.

00:15:02.559 --> 00:15:05.200
The portfolio is broad. The sources mention investments

00:15:05.200 --> 00:15:08.600
by 2017 in companies like Neighborly, Zenreach,

00:15:08.879 --> 00:15:11.860
ResearchGate. Duolingo, the language app. Yep,

00:15:11.919 --> 00:15:14.779
Duolingo. Kopari Beauty, the insurance tech company

00:15:14.779 --> 00:15:17.460
Lemonade. Yeah. It shows a really wide ranging

00:15:17.460 --> 00:15:20.539
investment strategy, tech, education, consumer

00:15:20.539 --> 00:15:23.279
goods, fintech. It's impressive. And thinking

00:15:23.279 --> 00:15:26.299
back to his original motivation, that biochemical

00:15:26.299 --> 00:15:29.019
engineering dream, did that science interest

00:15:29.019 --> 00:15:31.120
ever pop up again in his investments? It totally

00:15:31.120 --> 00:15:33.580
did. This is the amazing full circle moment.

00:15:33.720 --> 00:15:36.419
In 2021, Sound Ventures invested in a company

00:15:36.419 --> 00:15:38.500
called Meat Tech. Meat Tech. What do they do?

00:15:38.700 --> 00:15:40.899
They're an Israeli startup developing cultivated

00:15:40.899 --> 00:15:43.909
meat. Using 3D printing technology. Lab -grown

00:15:43.909 --> 00:15:46.610
meat, basically. Yeah, highly complex bioengineering

00:15:46.610 --> 00:15:49.289
stuff. Investing in that. It feels like a direct

00:15:49.289 --> 00:15:52.730
echo of that kid in Iowa wanting to use science

00:15:52.730 --> 00:15:55.169
to solve big problems. He's still betting on

00:15:55.169 --> 00:15:57.450
fundamental scientific breakthroughs, just in

00:15:57.450 --> 00:15:59.779
a completely different field now. That's fascinating.

00:16:00.000 --> 00:16:02.399
Now, besides the big VC firms, he also dabbled

00:16:02.399 --> 00:16:04.639
in other kinds of business, right? Corporate

00:16:04.639 --> 00:16:07.759
roles, restaurants. How did those go? Mixed results,

00:16:07.960 --> 00:16:10.399
really. On the corporate side, Lenovo hired him

00:16:10.399 --> 00:16:13.620
in 2013 as a product engineer. Product engineer?

00:16:13.759 --> 00:16:16.019
Seriously? Or was that more of a marketing title?

00:16:16.279 --> 00:16:18.559
He was presented as a genuine role, combining

00:16:18.559 --> 00:16:21.240
his tech interest and celebrity profile for product

00:16:21.240 --> 00:16:25.039
input. How deep it went is maybe debatable. Before

00:16:25.039 --> 00:16:27.379
that, back in 2007, he was creative director

00:16:27.379 --> 00:16:30.309
for UMA. Uma, that was voiceover IP, right? Like

00:16:30.309 --> 00:16:32.970
early internet phone calls. Exactly. VoIP, he

00:16:32.970 --> 00:16:35.289
made some viral videos for them, used his brand.

00:16:35.570 --> 00:16:38.809
But Uma changed their marketing strategy in 2008,

00:16:38.990 --> 00:16:42.169
brought in a new CMO, and he was out. So maybe

00:16:42.169 --> 00:16:43.990
the creative director thing didn't quite stick

00:16:43.990 --> 00:16:46.669
long term. Any other ventures? He tried an interactive

00:16:46.669 --> 00:16:49.789
media arm of Catalyst with Jason Goldberg called

00:16:49.789 --> 00:16:52.309
Catalyst Media. They launched an animated thing

00:16:52.309 --> 00:16:55.379
called Blog Girls. Didn't really take off. And

00:16:55.379 --> 00:16:57.860
restaurants. That's always tough business. Very

00:16:57.860 --> 00:17:00.539
tough. He co -owned an Italian place, Dolce,

00:17:00.679 --> 00:17:03.399
with Danny Masterson and Wilmer Valderrama from

00:17:03.399 --> 00:17:05.700
that 70s show. Okay. Keeping it in the family,

00:17:05.799 --> 00:17:08.819
sort of. And he backed a Japanese place, Geisha

00:17:08.819 --> 00:17:12.380
House. That one went under in 2013. Restaurants

00:17:12.380 --> 00:17:14.660
are notoriously high risk, high overhead. True.

00:17:14.859 --> 00:17:17.990
Did he get back into retail later? He did. But

00:17:17.990 --> 00:17:20.529
maybe learning from those experiences. In 2019,

00:17:20.750 --> 00:17:23.529
he invested alongside Mark Cuban and others in

00:17:23.529 --> 00:17:26.190
Veltskin shoes. Veltskin, those South African

00:17:26.190 --> 00:17:28.630
leather shoes? That's them. They took a 50 %

00:17:28.630 --> 00:17:30.769
stake in the U .S. business. It's a physical

00:17:30.769 --> 00:17:33.869
product, durable goods, feels maybe more aligned

00:17:33.869 --> 00:17:37.109
with consumer branding, less volatile than trendy

00:17:37.109 --> 00:17:39.509
L .A. restaurants. Interesting. OK, let's shift

00:17:39.509 --> 00:17:41.789
gears a bit. Alongside all this business activity,

00:17:42.089 --> 00:17:44.910
he's also been heavily involved in activism and

00:17:44.910 --> 00:17:46.869
nonprofit work. And that's where things get.

00:17:47.200 --> 00:17:49.240
Complicated sometimes. Thorne is the big one,

00:17:49.319 --> 00:17:51.759
right? Thorne is huge. Originally called the

00:17:51.759 --> 00:17:54.680
DNA Foundation, he co -founded it with Demi Moore,

00:17:54.799 --> 00:17:57.680
his wife at the time, back in 2009. And its mission

00:17:57.680 --> 00:18:00.339
is fighting child exploitation. Specifically,

00:18:00.519 --> 00:18:03.740
using technology to combat child sexual exploitation

00:18:03.740 --> 00:18:07.259
and the spread of child abuse material online,

00:18:07.400 --> 00:18:10.049
globally. It's a really innovative approach,

00:18:10.269 --> 00:18:12.890
applying Silicon Valley thinking data, software,

00:18:13.049 --> 00:18:16.410
algorithms to a massive humanitarian crisis.

00:18:16.650 --> 00:18:19.049
Sounds incredibly important. But even Thorne

00:18:19.049 --> 00:18:20.970
faced controversy, didn't it? Something about

00:18:20.970 --> 00:18:23.369
statistics. Yeah, there was a significant dustup.

00:18:24.089 --> 00:18:26.890
Kutcher, in promoting Thorne's work, used some

00:18:26.890 --> 00:18:29.089
very high -end estimates for the number of American

00:18:29.089 --> 00:18:31.430
children sold into sexual slavery figures like

00:18:31.430 --> 00:18:34.109
100 ,000 to 300 ,000. Okay. The Village Voice

00:18:34.109 --> 00:18:36.809
newspaper pushed back hard. Policy analysis suggesting

00:18:36.809 --> 00:18:39.589
the real number, while still horrific, was likely

00:18:39.589 --> 00:18:41.849
much lower, probably in the hundreds based on

00:18:41.849 --> 00:18:44.210
verifiable cases. So a dispute over the scale

00:18:44.210 --> 00:18:46.210
of the problem. How did Kutcher respond to that

00:18:46.210 --> 00:18:48.309
criticism? Aggressively. He went on Twitter,

00:18:48.349 --> 00:18:50.089
where he was already a massive presence member.

00:18:50.150 --> 00:18:51.970
He was the first user to hit a million followers.

00:18:52.049 --> 00:18:55.970
Right. beat CNN in that race? Exactly. He used

00:18:55.970 --> 00:18:58.289
that platform to basically call on village voice

00:18:58.289 --> 00:19:00.809
advertisers to pull their funding from the paper.

00:19:01.009 --> 00:19:03.890
Wow. Trying to defund them. Essentially, yeah.

00:19:04.130 --> 00:19:06.869
He argued the paper was hindering the fight against

00:19:06.869 --> 00:19:09.490
exploitation by questioning the high numbers

00:19:09.490 --> 00:19:12.289
he felt were needed to spur action. It showed

00:19:12.289 --> 00:19:14.390
he wasn't afraid to use his media power quite

00:19:14.390 --> 00:19:16.990
forcefully to defend his organization and silence

00:19:16.990 --> 00:19:20.339
critics. That intense media savviness also connects

00:19:20.339 --> 00:19:23.240
to his own digital platform, A +, doesn't it?

00:19:23.279 --> 00:19:25.819
It does. He first launched a Twitter client called

00:19:25.819 --> 00:19:30.480
A +, in 2011. Then, in 2014, it evolved into

00:19:30.480 --> 00:19:33.480
A +, the media company. What was the focus of

00:19:33.480 --> 00:19:36.240
A+. It was all about positive, upbeat stories.

00:19:36.619 --> 00:19:38.720
Uplifting content, basically. Socially driven.

00:19:39.079 --> 00:19:41.299
Kutcher was chairman, and he got significant

00:19:41.299 --> 00:19:44.380
traffic reports mentioned, like 27 .5 million

00:19:44.380 --> 00:19:47.200
unique visitors a month in the U .S. Another

00:19:47.200 --> 00:19:49.220
example of him translating celebrity reach into

00:19:49.220 --> 00:19:51.500
a functional media business. Okay, but that media

00:19:51.500 --> 00:19:53.700
salary didn't prevent some major public relations

00:19:53.700 --> 00:19:55.980
disasters. We have to talk about the Popchips

00:19:55.980 --> 00:19:59.920
ad scandal in 2012. Oh, yeah. That was bad. Yeah.

00:19:59.980 --> 00:20:03.259
A real train wreck. It demonstrates a pretty

00:20:03.259 --> 00:20:05.720
shocking lack of judgment, frankly, from everyone

00:20:05.720 --> 00:20:08.640
involved. Remind us what happened. Popchips ran

00:20:08.640 --> 00:20:11.960
this ad campaign where Kutcher portrayed several

00:20:11.960 --> 00:20:14.240
different characters. One of them was an Indian

00:20:14.240 --> 00:20:17.240
man named Raj who was supposedly looking for

00:20:17.240 --> 00:20:19.880
love. And the problem was? The problem was it

00:20:19.880 --> 00:20:22.460
involved Kutcher wearing brown face makeup and

00:20:22.460 --> 00:20:25.420
using this really exaggerated stereotypical Indian

00:20:25.420 --> 00:20:27.799
accent. That was cringeworthy and offensive.

00:20:28.180 --> 00:20:31.259
Yikes. How was the reaction? Immediate and brutal.

00:20:31.380 --> 00:20:33.819
Yeah. Online viewers, the Indian American community,

00:20:33.940 --> 00:20:37.299
just widespread condemnation, cultural appropriation,

00:20:37.339 --> 00:20:40.480
racist stereotyping, the whole nine yards. So

00:20:40.480 --> 00:20:42.930
we had to pull the ad. Instantly. Damage control

00:20:42.930 --> 00:20:45.269
mode is a huge unforced error and probably a

00:20:45.269 --> 00:20:46.970
big learning moment for him about the responsibilities

00:20:46.970 --> 00:20:50.170
and potential pitfalls of celebrity endorsements,

00:20:50.250 --> 00:20:52.430
especially crossing cultural lines for cheat

00:20:52.430 --> 00:20:54.349
laughs. Definitely showed the limits of that

00:20:54.349 --> 00:20:58.250
goofy Kelso humor. Now, his investments and personal

00:20:58.250 --> 00:21:00.009
beliefs have also drawn him into some pretty

00:21:00.009 --> 00:21:02.589
complex geopolitical territory, especially around

00:21:02.589 --> 00:21:04.890
Israel. That's a really consistent thread. He

00:21:04.890 --> 00:21:07.019
practices Kabbalah. which is a form of Jewish

00:21:07.019 --> 00:21:09.559
mysticism. He's visited Israel multiple times,

00:21:09.599 --> 00:21:12.160
studied Torah there. He's called Israel near

00:21:12.160 --> 00:21:14.819
and dear to my heart, even the source of creation.

00:21:15.160 --> 00:21:17.680
OK, so a strong personal connection. How did

00:21:17.680 --> 00:21:19.900
that intersect with his business? Remember, he

00:21:19.900 --> 00:21:22.700
was an early prominent investor in Airbnb. Right.

00:21:22.779 --> 00:21:24.720
That connection put him right in the spotlight

00:21:24.720 --> 00:21:28.279
of the Israeli -Palestinian conflict. In 2016,

00:21:28.500 --> 00:21:30.599
he was actually confronted by a protester on

00:21:30.599 --> 00:21:33.960
stage at an Airbnb event. Why? What was the issue?

00:21:34.140 --> 00:21:36.900
The protester was slamming Airbnb for allowing

00:21:36.900 --> 00:21:39.099
listings by Israeli settlers in the occupied

00:21:39.099 --> 00:21:41.700
West Bank, which is obviously a hugely contentious

00:21:41.700 --> 00:21:44.400
issue under international law. So Kutcher's investment

00:21:44.400 --> 00:21:46.579
choice directly linked him to that controversy.

00:21:46.839 --> 00:21:48.940
And his involvement wasn't just financial, right?

00:21:49.259 --> 00:21:52.140
He attended events supporting the Israeli military.

00:21:52.180 --> 00:21:55.619
Yes. In 2018, he attended the Friends of the

00:21:55.619 --> 00:21:58.680
Israeli Defense Forces, the FIDF Gala in Los

00:21:58.680 --> 00:22:01.400
Angeles. That event raised something like $60

00:22:01.400 --> 00:22:03.700
million for Israeli soldiers and their families.

00:22:03.920 --> 00:22:06.519
So, yeah, he's taken a very public, very supportive

00:22:06.519 --> 00:22:08.890
stance regarding Israel. Interesting. But then

00:22:08.890 --> 00:22:10.670
on the flip side, he's also used his platform

00:22:10.670 --> 00:22:12.789
for very different kinds of international aid,

00:22:12.890 --> 00:22:15.490
like the situation in Ukraine. Absolutely. And

00:22:15.490 --> 00:22:18.150
that was deeply personal, too, because his wife,

00:22:18.309 --> 00:22:20.950
Mila Kunis, was born in Ukraine. Right. So in

00:22:20.950 --> 00:22:23.829
2022, after the Russian invasion, they launched

00:22:23.829 --> 00:22:26.430
a GoFundMe campaign to help Ukrainian refugees.

00:22:27.130 --> 00:22:29.650
They pledged to match donations personally. And

00:22:29.650 --> 00:22:32.259
the response was huge, wasn't it? Phenomenal.

00:22:32.259 --> 00:22:35.619
As of March 2022, they'd raised over $34 million.

00:22:36.319 --> 00:22:38.819
The funds went to support organizations like

00:22:38.819 --> 00:22:41.420
Flexport for logistics and Airbnb for housing

00:22:41.420 --> 00:22:44.240
assistance, mainly helping refugees who'd fled

00:22:44.240 --> 00:22:47.700
to Poland and Romania. It really showed the incredible

00:22:47.700 --> 00:22:50.559
positive power their combined celebrity and wealth

00:22:50.559 --> 00:22:53.740
could mobilize for humanitarian cause. It's such

00:22:53.740 --> 00:22:56.319
a complex picture, isn't it? Activism, investment,

00:22:56.579 --> 00:22:58.980
controversy all tangled together. Let's shift

00:22:58.980 --> 00:23:01.339
to his personal life again. There's that really

00:23:01.339 --> 00:23:04.559
traumatic connection to a crime. He was a witness

00:23:04.559 --> 00:23:07.279
in a murder trial. Yeah, this is a truly harrowing

00:23:07.279 --> 00:23:09.180
piece of his life story, something most people

00:23:09.180 --> 00:23:11.960
probably don't know. Back in 2019, he testified

00:23:11.960 --> 00:23:14.099
in the trial for the murder of Ashley Ellern.

00:23:14.220 --> 00:23:16.200
Who was she? She was someone he was dating back

00:23:16.200 --> 00:23:19.680
in February 2001. She was murdered in her Hollywood

00:23:19.680 --> 00:23:23.000
home. And he found her? No, but he was supposed

00:23:23.000 --> 00:23:25.259
to pick her up for a date that night. Arrived

00:23:25.259 --> 00:23:27.519
late, knocked on her door, looked in the window,

00:23:27.720 --> 00:23:30.299
saw what he thought was red wine spilled on the

00:23:30.299 --> 00:23:33.380
carpet. She didn't answer. Oh, God. He just figured

00:23:33.380 --> 00:23:35.200
she was mad he was late and had blown him off.

00:23:35.710 --> 00:23:37.849
He left. He found out the next day she'd been

00:23:37.849 --> 00:23:40.809
killed. He was never a suspect, but his testimony

00:23:40.809 --> 00:23:42.809
was crucial at the trial of the man eventually

00:23:42.809 --> 00:23:45.910
convicted, Michael Gargiulo. The Hollywood Ripper

00:23:45.910 --> 00:23:48.250
serial killer. That's him. Kutcher's testimony

00:23:48.250 --> 00:23:50.849
helped establish the timeline, basically proving

00:23:50.849 --> 00:23:52.990
Ellern was likely already dead when he arrived.

00:23:53.549 --> 00:23:55.630
Greg, you look at the death penalty in 2021.

00:23:55.930 --> 00:23:58.509
Just an unimaginably traumatic thing to be connected

00:23:58.509 --> 00:24:01.509
to. Absolutely awful. OK, moving to less grim

00:24:01.509 --> 00:24:04.009
aspects of his personal life. Relationships have

00:24:04.009 --> 00:24:05.769
always been high profile for him. Very much so.

00:24:06.369 --> 00:24:09.069
He dated Brittany Murphy, his co -star from Just

00:24:09.069 --> 00:24:12.430
Married, back in 2002. Then the huge one, his

00:24:12.430 --> 00:24:15.490
marriage to Demi Moore in 2005. Big age gap,

00:24:15.650 --> 00:24:18.069
huge media attention. They divorced in 2013.

00:24:18.210 --> 00:24:20.450
And then he reconnected with Mila Kunis. Yeah,

00:24:20.509 --> 00:24:22.710
his old That 70s Show co -star. They started

00:24:22.710 --> 00:24:25.309
dating in 2012, got married in 2015. And they

00:24:25.309 --> 00:24:28.250
have kids now, right? Two kids. A daughter, Wyatt

00:24:28.250 --> 00:24:31.730
Isabel, born 2014, and a son, Dimitri Portwood,

00:24:31.890 --> 00:24:34.730
born 2016. And their home life seems to reflect

00:24:34.730 --> 00:24:37.049
some of his other interests. They live in this

00:24:37.049 --> 00:24:38.849
sustainable farmhouse they designed in Beverly

00:24:38.849 --> 00:24:41.970
Hills. Very eco -conscious, apparently. Interesting.

00:24:42.329 --> 00:24:46.250
What about his broader worldview? Politics? Beliefs?

00:24:46.309 --> 00:24:49.029
He described himself back in 2009 in an interesting

00:24:49.029 --> 00:24:52.089
way. A fiscal conservative, but a social liberal.

00:24:52.250 --> 00:24:54.410
You hear that sometimes from the tech world,

00:24:54.490 --> 00:24:56.630
that kind of libertarian -ish mix. Kind of fits

00:24:56.630 --> 00:24:59.109
that mold, yeah. And on specific issues, like

00:24:59.109 --> 00:25:01.549
guns, he's spoken out despite being a hunter

00:25:01.549 --> 00:25:04.589
and gun owner himself. After the Las Vegas mass

00:25:04.589 --> 00:25:07.769
shooting in 2017, he was very clear, saying things

00:25:07.769 --> 00:25:10.369
like, nobody needs assault rifles, advocating

00:25:10.369 --> 00:25:14.109
for stricter laws. And spiritually. Still follows

00:25:14.109 --> 00:25:16.740
Kabbalah. Seems so. The sources say he taught

00:25:16.740 --> 00:25:19.079
Mila Kunis about it, too, and he finds it inspiring,

00:25:19.180 --> 00:25:21.779
both spiritually and artistically. Okay. The

00:25:21.779 --> 00:25:23.519
last couple of years have brought some really

00:25:23.519 --> 00:25:25.839
major personal challenges into the public eye

00:25:25.839 --> 00:25:28.269
for him, though. First, that health scare he

00:25:28.269 --> 00:25:30.910
revealed in 2022. Yeah, that was pretty shocking.

00:25:31.269 --> 00:25:33.470
He revealed he'd been diagnosed two years earlier

00:25:33.470 --> 00:25:36.549
with a really rare, serious autoimmune disease

00:25:36.549 --> 00:25:39.670
called vasculitis. Vasculitis. That's inflammation

00:25:39.670 --> 00:25:42.049
of the blood vessels, right? It can be very dangerous.

00:25:42.390 --> 00:25:45.089
Extremely. He said it completely knocked out

00:25:45.089 --> 00:25:47.630
his vision, his hearing, and his balance, his

00:25:47.630 --> 00:25:50.420
equilibrium, for about a year. A whole year.

00:25:50.460 --> 00:25:53.079
Wow. Yeah. He talked about the terror of not

00:25:53.079 --> 00:25:54.759
knowing if you'd ever see again, hear again,

00:25:54.799 --> 00:25:57.680
walk properly again. Said he felt lucky to be

00:25:57.680 --> 00:26:00.539
alive. It really puts his more recent work and

00:26:00.539 --> 00:26:03.559
activities into perspective. knowing he was recovering

00:26:03.559 --> 00:26:06.259
from something so debilitating. Absolutely. And

00:26:06.259 --> 00:26:08.660
then, more recently, the huge public backlash

00:26:08.660 --> 00:26:10.819
surrounding his support for Danny Masterson.

00:26:10.819 --> 00:26:12.720
This became a massive crisis for him, didn't

00:26:12.720 --> 00:26:15.420
it? Immense fallout, yeah. So Danny Masterson,

00:26:15.420 --> 00:26:17.839
his longtime co -star from both that 70s show

00:26:17.839 --> 00:26:20.700
and The Ranch, was convicted on two counts of

00:26:20.700 --> 00:26:23.839
forcible rape. Right. Decades -old crimes. Yes.

00:26:24.319 --> 00:26:27.380
And after the conviction, but before sentencing,

00:26:27.519 --> 00:26:30.619
both Kutcher and Mila Kunis wrote letters to

00:26:30.619 --> 00:26:32.720
the judge. Character reference letters, basically.

00:26:33.240 --> 00:26:35.720
Supporting Masterson, what did they say? They

00:26:35.720 --> 00:26:38.339
wrote about him being, in their experience, a

00:26:38.339 --> 00:26:40.920
good person, a role model, someone who treated

00:26:40.920 --> 00:26:44.039
people with decency, equality, and generosity.

00:26:44.799 --> 00:26:47.000
Focused on his character as they knew him personally

00:26:47.000 --> 00:26:49.160
and professionally over many years. But sending

00:26:49.160 --> 00:26:52.339
letters supporting a convicted rapist? Especially

00:26:52.339 --> 00:26:54.980
given Kutcher's work with Thorne, the anti -exploitation

00:26:54.980 --> 00:26:57.720
charity he co -founded, that seems like a huge

00:26:57.720 --> 00:27:00.970
conflict. Exactly. The contradiction was glaring

00:27:00.970 --> 00:27:04.029
and immediate. Here's the public face of a major

00:27:04.029 --> 00:27:07.069
organization fighting sexual exploitation, privately

00:27:07.069 --> 00:27:08.950
vouching for the character of someone just found

00:27:08.950 --> 00:27:11.470
guilty of rape. The public backlash was swift

00:27:11.470 --> 00:27:14.369
and incredibly harsh. People were furious. Understandably.

00:27:14.390 --> 00:27:17.289
The criticism was intense. It led Kutcher and

00:27:17.289 --> 00:27:19.630
Kunis to release an apology video. How did that

00:27:19.630 --> 00:27:22.650
go over? Not well, generally. They tried to explain

00:27:22.650 --> 00:27:25.009
the letters were just for the judge. part of

00:27:25.009 --> 00:27:27.569
the legal process, never intended to re -traumatize

00:27:27.569 --> 00:27:30.250
victims or undermine the justice system. But

00:27:30.250 --> 00:27:33.309
many people found the apology itself felt off.

00:27:33.529 --> 00:27:37.509
How so? What was the criticism? Terms like performative

00:27:37.509 --> 00:27:41.269
and insincere were used a lot. Critics felt it

00:27:41.269 --> 00:27:43.650
focused too much on their intentions rather than

00:27:43.650 --> 00:27:46.210
the actual impact of their actions, the harm

00:27:46.210 --> 00:27:48.369
caused by appearing to minimize serious crimes.

00:27:48.809 --> 00:27:50.910
It felt like they were apologizing for getting

00:27:50.910 --> 00:27:53.619
caught, not for the judgment itself. And there

00:27:53.619 --> 00:27:55.539
were real consequences for Kutcher from this,

00:27:55.640 --> 00:27:57.859
right, professionally? The damage to his reputation,

00:27:58.019 --> 00:28:00.420
particularly in relation to his activism, was

00:28:00.420 --> 00:28:03.000
severe. The pressure mounted, and ultimately

00:28:03.000 --> 00:28:05.119
he had to make a choice. He stepped down from

00:28:05.119 --> 00:28:07.460
Thorne. Correct. He resigned as chairman of the

00:28:07.460 --> 00:28:09.740
board of Thorne, a direct result of the controversy.

00:28:10.079 --> 00:28:13.000
It was a clear, painful example of how private

00:28:13.000 --> 00:28:15.220
loyalties, when they clash with a very public

00:28:15.220 --> 00:28:17.500
humanitarian mission, can force accountability

00:28:17.500 --> 00:28:20.660
and have significant professional costs. Wow.

00:28:20.980 --> 00:28:23.539
Okay, so summing all this up. It's quite a journey.

00:28:23.759 --> 00:28:26.559
We started talking about the guy yelling burn

00:28:26.559 --> 00:28:29.519
on a sitcom. Yeah, Michael Kelso. And we've ended

00:28:29.519 --> 00:28:32.250
up deep diving into, I mean. Systemic health

00:28:32.250 --> 00:28:35.710
crises, complex family trauma, witnessing murder

00:28:35.710 --> 00:28:39.269
trials, navigating global investments, geopolitical

00:28:39.269 --> 00:28:42.450
controversies, and these really profound ethical

00:28:42.450 --> 00:28:44.690
challenges. An incredible art. Ashton Kutcher's

00:28:44.690 --> 00:28:47.049
career really is this study in duality, isn't

00:28:47.049 --> 00:28:49.289
it? The kid selling plasma for an engineering

00:28:49.289 --> 00:28:52.769
degree becomes the $750 ,000 an episode actor.

00:28:53.089 --> 00:28:56.130
Then he leverages that fame into becoming a seriously

00:28:56.130 --> 00:28:58.769
successful venture capitalist and uses that influence

00:28:58.769 --> 00:29:01.119
for major activist work like Thorne. like the

00:29:01.119 --> 00:29:03.819
ukraine fundraiser what really stands out i think

00:29:03.819 --> 00:29:06.440
is the um the intellectual rigor he seems to

00:29:06.440 --> 00:29:08.539
apply to his celebrity status it's not just about

00:29:08.539 --> 00:29:10.740
enjoying the field it's a tool it's a calculated

00:29:10.740 --> 00:29:14.529
lever Consistently using fame to generate capital,

00:29:14.710 --> 00:29:18.109
build networks, direct media reach through catalyst

00:29:18.109 --> 00:29:21.309
A -plus, A -grade sound ventures, and often,

00:29:21.349 --> 00:29:23.509
yeah, directed towards specific goals, sometimes

00:29:23.509 --> 00:29:26.210
humanitarian, sometimes just good business. You

00:29:26.210 --> 00:29:27.970
still see that problem -solving mindset we talked

00:29:27.970 --> 00:29:30.750
about from his Iowa days. His life really is

00:29:30.750 --> 00:29:33.230
a masterclass in adaptation and taking risks

00:29:33.230 --> 00:29:36.210
and leveraging a brand for financial power. But

00:29:36.210 --> 00:29:38.829
also, crucially, it shows that those decisions,

00:29:38.990 --> 00:29:41.670
whether it's supporting Masterson or the pop

00:29:41.670 --> 00:29:44.750
chips ad fiasco can come with huge public scrutiny

00:29:44.750 --> 00:29:47.650
and force really difficult sacrifices like stepping

00:29:47.650 --> 00:29:49.730
down from Thorne. So thinking about all this,

00:29:49.789 --> 00:29:52.349
what does it mean for you, the listener? You've

00:29:52.349 --> 00:29:54.549
heard how this world where celebrity fame crashes

00:29:54.549 --> 00:29:57.819
into big money venture capital. It inevitably

00:29:57.819 --> 00:30:00.819
gets tangled up in really complex, often ethically

00:30:00.819 --> 00:30:02.640
tricky situations. Yeah. I mean, look at the

00:30:02.640 --> 00:30:05.140
examples. Supporting Israeli defense forces financially

00:30:05.140 --> 00:30:07.680
while simultaneously facing protests over an

00:30:07.680 --> 00:30:10.539
investment in Airbnb's West Bank listings. Running

00:30:10.539 --> 00:30:13.059
a major anti -exploitation charity while also

00:30:13.059 --> 00:30:14.980
writing a character reference for a friend convicted

00:30:14.980 --> 00:30:17.480
of sexual violence. Yeah. It's messy. It really

00:30:17.480 --> 00:30:19.779
is. Which maybe leaves us with a final thought

00:30:19.779 --> 00:30:22.880
to chew on. Go for it. What does the future look

00:30:22.880 --> 00:30:25.839
like for these high profile figures, these celebrities

00:30:25.839 --> 00:30:28.099
who are increasingly trying to use their huge

00:30:28.099 --> 00:30:32.099
financial power, their media platforms to influence

00:30:32.099 --> 00:30:35.599
global policy, investment, activism? It's a growing

00:30:35.599 --> 00:30:38.500
trend for sure. Right. And how do we, the public,

00:30:38.579 --> 00:30:41.640
hold them accountable when their private actions,

00:30:41.799 --> 00:30:44.599
their personal loyalties seem to contradict the

00:30:44.599 --> 00:30:46.799
very public image of their global philanthropy

00:30:46.799 --> 00:30:49.599
or their business ethics? That line between actor,

00:30:49.660 --> 00:30:52.700
investor, activist. philanthropist. It's getting

00:30:52.700 --> 00:30:54.660
blurrier all the time, isn't it? And the stakes,

00:30:54.819 --> 00:30:56.700
as we've seen with Kutcher, for getting that

00:30:56.700 --> 00:30:58.779
balancing act wrong, they seem higher than ever.
