In short
AI IPOs and the AI “bubble” debate; how to judge tech companies and CEOs; regulation and lawsuits for social/AI; plus podcasting and career advice.
Guest backgrounds
Kara Swisher is a tech journalist and podcast host; co-founder and editor-at-large of Recode. She previously worked at New York Magazine, Wall Street Journal, New York Times, CNN, and MSNBC, and hosts On with Kara Swisher and Pivot (Vox Media, partly acquired due to podcast success). She’s interviewed major tech leaders for decades.
Key claims
OpenAI likely won’t IPO soon due to weak numbers; Anthropic may IPO this year with better results. AI spending is outpacing ROI; job-loss claims are premature (Zuckerberg cited unclear benefits). Open-source models and high compute costs pressure frontier-model economics. “Performative” CEO behavior (glow-ups, interviews, shiny HQs) can signal value destruction; failures shouldn’t be romanticized. CEOs often talk too much; operators like Satya Nadella are praised.
Notable examples
Cisco’s early-Internet darling status; comparisons like OpenAI=Netflix/Google vs Anthropic=Google; metaverse as a failure; Tesla/Cybertruck as an example of failure; Google Gemini integrating into search; Zuckerberg’s metaverse overinvestment and later turnaround; Buffett “sticking to his knitting.”
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOIntroduction to CEO Performances
0:00 to 1:03
The discussion opens with insights on performative behaviors in CEOs and their implications.
“If I see too much performativeness, it's a clocker for me.”
Current IPO Landscape: OpenAI and Anthropic
2:12 to 3:20
Kara discusses the potential IPOs of OpenAI and Anthropic, weighing their financial health and market conditions.
“Kara welcome to the Master Investor Podcast.”
Financial Concerns in AI Companies
3:20 to 4:50
The conversation shifts to the financial challenges faced by AI companies amidst increasing costs and investor skepticism.
“a few months ago before the SpaceX IPO, even possibly immediately after the SpaceX IPO, everyone was hoping would happen.”
Tech Cycle and Job Market Impact
4:50 to 6:01
A discussion on the current AI tech cycle and its implications for job markets and corporate strategies.
“But I think they certainly have enough capital right now.”
Bubble Territory: Evaluating AI Valuations
6:01 to 8:06
Kara shares insights on the potential bubble in AI valuations, drawing parallels to past tech bubbles.
“There's not indicate, except for tech companies laying people off and hoping for the best.”
Identifying Winning Tech Companies
8:06 to 9:39
Kara discusses how to evaluate tech companies for long-term success amidst innovation and valuation challenges.
“It's the same story over and over again.”
Tech Leaders: Traits and Misconceptions
9:39 to 13:47
The conversation wraps up with insights into common misconceptions about the traits of successful tech leaders.
“Cara, in terms of tech companies first, and then tech leaders next.”
Overvaluing Tech Leaders' Intelligence
14:06 to 16:40
Explore the common misconceptions about the intelligence of tech leaders.
“And you've interviewed, I think, every major tech leader of the last few decades.”
Failures and Expectations in Tech
16:40 to 19:28
Discuss the reality of failures in tech and the expectations placed on leaders.
“I mean, I guess there's another way of thinking about that, which is the last decade or so has given tech leaders in particular unbelievable runway, money to make those mistakes.”
Traits Leading to CEO Value Destruction
19:28 to 22:42
Identify traits that CEOs exhibit that can lead to value loss in their companies.
“but he seems like he's running a pretty tight operation.”
Show all 18 chapters
Accessibility and Public Perception
22:42 to 26:54
Analyze how the accessibility of CEOs affects public perception and engagement.
“I mean, getting, again, if you see them talking too much, like, it's like, my grandfather ran a bunch of coal company and a bunch of stuff.”
Political Stalemate and Regulation Challenges
26:54 to 28:00
Examine the current political stalemate affecting regulation in the tech sector.
“It just is that he's the kind of person who could bring.”
Political Landscape and Local Activism
28:00 to 33:36
Discusses the dysfunction in U.S. politics and local activism against data centers.
“I mean, will that moment ever come back or is that ship sailed?”
Podcasting Success and Trust
34:26 to 42:00
Kara Swisher discusses the key elements that contribute to successful podcasting.
“And I and my producer, Katie, who's on this, are going to take notes to your answer on this one because you're the expert.”
Investing Attitudes and Experiences
42:00 to 43:06
Kara Swisher shares her perspective on investing and her personal experiences with money.
“And I do think more people, even though there's been a prevalence of conspiracy theories and the rest, I don't think people like that.”
Advice on Career Choices
43:06 to 44:16
Kara discusses the importance of leaving jobs that don’t fulfill you and understanding your talents.
“So our final question for you, Carrie, you know, often we ask for investment advice, which I won't follow that up with, but, but what's your overriding piece of career advice then for our listeners?”
The Value of Stepping Out of Line
44:16 to 45:06
Kara emphasizes the necessity of stepping out of line in one's career for personal growth.
“I think it's really important to, you know, I said this thing to New York Magazine was it's really good to step out of line.”
Life Perspectives and Legacy
45:06 to 46:04
Kara reflects on life, the fleeting nature of time, and how it influences decision-making.
“Now, the only problem with that is if you actually don't have talent, you shouldn't step out of line.”
Transcript
Automatic transcript. May contain errors.0:00Kara Swisher:If I see too much performativeness, it's a clocker for me. I'm like, oh, a big new headquarters, a lot of interviews, a glow up, a personal glow up, you know, a showing off. That is one thing I always am like, interesting. You know, at some point people lose their mojo, right? Lots of people do, or they run out of ideas. As I said, they get bored with the business that brought them there. And very few people trying to think, Warren Buffett stuck to his knitting, right, and did rather well doing that. They don't want to sit and perfect the thing they've done because it's not as exciting to be head of Facebook as it is to be head of an AI company, I guess.
0:37Kara Swisher:You know, this happened before in the early Internet age. If you remember, Cisco was the darling of everything. And then it wasn't, right, because they were essentially the NVIDIA of that era. You know, you sort of want to make those comparisons. Is OpenAI Netflix or is it Google or is Anthropic Google? And so one of these is going to get out and be enormous and all of them aren't. And I think that's the question.
1:03Welcome to the Master Investor Podcast with me, Wilfred Frost, where we celebrate and learn from the success of the greatest investors, business leaders and politicians in the world, giving you, our listeners, the edge. The Master Investor Podcast is sponsored by LSEG, Interactive Brokers, the World Gold Council and BNY Investments. Please do remember the views expressed in this podcast are for general information purposes only. Nothing in the podcast constitutes a financial promotion, investment advice or a personal recommendation. More on that in the show notes. My guest today is Kara Swisher, the leading tech journalist of our times, the co-founder and editor at large of Recode.
1:47worked on many storied journalistic institutions from the New York Magazine to the Wall Street Journal, New York Times, CNN and MSNBC and the host of multiple award-winning podcasts from On with Kara Swisher to Pivot with Scott Galloway and of course those are both part of Vox Media which has just recently been purchased in large part because of the success of her podcast. Kara welcome to the Master Investor Podcast.
2:14Kara Swisher:Thank you, thank you for having me on that's a lot of things that i am i don't know i know it's it's uh it's it's it's a lot and i actually want to get to how you balance all of those things at some point sure i i will answer but who's the guy on the behind you right there who's the big british guy yeah yeah well that's my late father he's also david frost who had uh he i'd say even more media uh parts to his body than you do oh wow well it's a wonderful picture i just love it i keep staring at it anyway yeah he's uh he he looms over me that I'm obviously biased. I think he is the greatest interviewer of all time.
2:49So he's that constant thought as I'm doing my own interviews. Yeah.
2:55Kara Swisher:Well, fantastic. Okay. Now I'm done. No, I appreciate that. Let's dive in, though, to the sort of here and now before we sort of broaden out. And I guess my first question on the current tech environment to you is whether or not two of the key IPOs that we've been waiting for, Anthropic and OpenAI, do now get away in the way that a few months ago before the SpaceX IPO, even possibly immediately after the SpaceX IPO, everyone was hoping would happen. Well, I think most people think OpenAI will not go public. And it's largely due to the numbers, which aren't great. I think that's one of the things, and especially in light of what's been happening with SpaceX, which has been going.
3:37Kara Swisher:I know a lot of analysts have a$300 number on that thing, but it's a real bargain then because it's$149. It might have gone down more today. I don't know. The stock market just opened here. You know, I think people were worried already about the finances around all these frontier models, essentially. And, you know, a lot of economists, I know there was a gathering in Italy that started to talk about the possibility of a bubble here, whether companies are getting a lot of ROI from a lot of this stuff and where it's going from here and the enormous costs. And then on top of that, you have the open source movement, especially Chinese open source models that are much cheaper for companies.
4:20Kara Swisher:And so there's alarms everywhere. There's alarm bells everywhere. And so most people feel as if Anthropic might go public this year because they have better results and better numbers and a better story. And that open AI is going to have to delay itself until 2027. That's right now the current feeling. And what do you think is the risk then that one of them, or more likely open AI from what you're saying, is short of capital in the next 12 months? I think they, well, 12 months, that's different. But I think they certainly have enough capital right now. People are questioning all this enormous spending, right?
4:58Kara Swisher:Because it has knock-on effects to Microsoft, to Oracle, you know, all these promises, all these interweaving. NVIDIA is at its all-time low, I think, right now again, because people are wondering if maybe there was too much overspending before the business. What I really think people have to get in mind is that, you know, this happened before in the early Internet age. This is just a quantum level of difficulty in terms of size and numbers. But there was a lot of building in the early Internet stages. If you remember, Cisco was the darling of you may not remember, but I do of everything. And then it wasn't right because it was they were essentially the NVIDIA of that era.
5:36Kara Swisher:And so everybody, you know, you sort of want to make those comparison is open eye Netflix or is it Google? Or is anthropic Google? And so one of these is going to get out and be enormous and all of them aren't. And I think that's the question is which one of these. And if they do an IPO too early and it doesn't perform, that's probably more disastrous, I think, in many ways. If you step back from those individual companies and even from the valuations as a whole, how early do you think we are in this AI tech cycle in terms of the benefits reaching the economy and then the broader stock market as a whole?
6:17Kara Swisher:Well, there's a lot of talk, right? All jobs are gone. Well, it's not quite there yet, right? There's not indicate, except for tech companies laying people off and hoping for the best. And actually, Mark Zuckerberg even said it's not getting the benefit. He himself, who has his own, you know, has his own efforts in AI, is saying the benefits of firing all those people is not clear at this moment that they expected to realize. And I think a lot of people got ahead of their skis. That's all. AI is going to do everything. It's going to, you know, it's going to wake you up in the morning, make you breakfast and put you to bed at night.
6:47Kara Swisher:And that's really hasn't been the case for many businesses. And so a lot of CEOs, you know, said to their people, oh, we want to AI this, try to lay off people. And, you know, a few short bit of time later, the CFOs say this is costing us a ridiculous amount of money and we're not seeing any ROI. And so, you know, everybody sort of rushed into it, tried it out and is still trying to figure out what's best going forward. And there's other issues, too, is data safety, whether these frontier models have your data. This is something Alex Karp-Valantier brought up in a crazy way, but he was quite – well, he wasn't cogent.
7:25Kara Swisher:He's never cogent in my estimation. But he was bringing up a very – about data safety. And that's a really important thing. And also, you know, that these open source models are a real pressure on, you know, these five, what are they,$5 ,000 a seat kind of costs that go up to$50 ,000. I mean, most businesses can't sustain those costs and see no benefit, at least for the short term. And so when that word is thrown out there, bubble territory, what's your views towards that in general? Do you think, I guess you said there that not all of them are going to be winners. Yeah. implication is that a couple of them at least are in bubble territory?
8:05Kara Swisher:Absolutely. I mean, it's just the same. It's the same story over and over again. This is a very exciting technology. You know, in 2000, everyone was losing their minds. But then Google, you know, came out of it. And they started actually, they were founded right before the bubble, I guess, right, right, initially before. But you have to, there were so many companies, I can't, you know, someone reminded me of the internet capital group, I had totally forgotten, I've written dozens of stories about them and, you know, how they were going to do everything. You know, they were, you know, I always call it a turducken.
8:34Kara Swisher:They're going to do everything for everybody and they're going to invest in everything. And, and it's the way and it's the future. And then it wasn't, it doesn't exist. And so, you know, toys, you know, there was toys, e-toys, whatever. There was a million of these things, right? Whether they were commercial, consumer, whether they business to business, there was one company that was, had nothing to do with digital, but it fluffed bags of flour, but it did it digitally. When you have massive flour mills, there's giant bags and you have to bag fluffers, get the air out and get the extra. It sounds crazy, but they were a digital company for a half a second.
9:10Kara Swisher:And so that's what you're kind of seeing here is what stuff makes sense in this environment, especially with the big companies going out for bond offerings. That's, you know, they're looking for money too. And these are companies with plenty of cash, right? And so that's going to squeeze the capital in the market too. And I'd rather give my money to Google and Gemini than I would to say an open AI. I mean, if I were an investor, I mean, that's a safer bet for sure. I want to broaden out and like lean on your unbelievable expertise, Cara, in terms of tech companies first, and then tech leaders next.
9:46But when we talk about the companies you know our listeners are always trying to work out how to value the stocks and stuff in their portfolio but in a sector where innovation is so important where the future the long-term future is so important is valuation less important what are the key tips you have when you try and assess whether a tech company is is one for the future or not well yeah someone who's gotten it
10:11Kara Swisher:wrong and right many different times right certain companies like i thought at 45 i think it was 45 billion. Facebook was crazy when Microsoft made that investment. I was like, all right, they don't have a business. Well, then they did, right? Same thing with Amazon. Everyone thought there was a cover of Barron's, I think, Amazon.bomb, you know, and with Jeff Bezos' head as a bomb, which worked rather well, actually, as an illustration. Just saying, just noting, go look at it. You'll see what I mean. And so there was, you know, this idea of it's not there yet. Now, a lot of those companies benefited from sort of people just believing in it, that it was going to, you know, fill in the valuation.
10:51Kara Swisher:But not for every Facebook, there was three and four other companies that were considered big at the time, too. And so that's what it is, is which one of these is going to be the one that breaks free. It seems to me the one that's really winning here is Google's Gemini. And that means Google has managed to out Google Google, right? Because Google was under great threat from OpenAI and other companies too, because search was changing. And now Gemini has very quite beautifully integrated it into its business. And I kind of want to thank people if they think of looking for things will go to there before.
11:26Kara Swisher:So in this case, maybe some of the incumbents will do rather well. But the valuations are, I mean, if you paid$45 billion for Facebook back then, that was brilliant. But if you paid for friendster that amount you'd be like an idiot so it just depends on the company um but they're all all even the big ones are struggling speaking of facebook meta is struggling with its ai efforts it still hasn't realized um he gets a lot of space i mean he spent 75 billion dollars on the metaverse that didn't work out so you know he's got a lot of space here i think but yeah Yeah, oddly, the earnings call where he U-turned on over-investing in the metaverse, which I think was late 2022.
12:13Kara Swisher:I think I talked about that in 2020, but go ahead. Yeah, I was going to say that was the bottom. I mean, weirdly, once he then said, I'm no longer going to waste money in this area and focus on the core business, it marked the bottom of the stock in that particular part of the cycle. Let me just say, it's very exciting for these companies to be something else besides what got them, but the date that brought them to the dance. You know what I mean? Like, I was talking to someone yesterday about Microsoft. MSNBC is Microsoft NBC. People don't remember that. But it went into cable for a minute and a half, right?
12:46Kara Swisher:And then it went back to its business and then did a lot of stuff off its main business that was much more successful. But they ran down all kinds of avenues. Google, forget it. They were going to put ski lifts in San Francisco. Like, they had a boat off of San Francisco that was going to do, I forget, a store? Anyway, they all go off onto these tangents and then usually come back to their core businesses. Of course, MSNBC, when it was spun off from NBC, had to change its name to MS Now. CNBC didn't. I don't know why it's MS, but that's Microsoft people, just so you know. Yeah, I know. But CNBC didn't have to change its name because the NBC commonality was a coincidence.
13:27It was actually originally the Consumer News and Business Channel, my great friends.
13:31Kara Swisher:Oh, that's your old stomping ground. My old stomping ground, exactly. And we'll talk about the broader Comcast and media environment in a moment because there's been a lot of transactions there. There have.
13:47This episode of the Master Investor Podcast is brought to you by LSEG, the leading global financial markets, infrastructure, data and analytics provider. To learn more about how LSEG connects businesses, investors and markets worldwide, visit lseg.com.
14:29Let's talk about tech leaders. And you've interviewed, I think, every major tech leader of the last few decades. What traits do you think people overvalue in the great tech leaders and undervalue?
14:44Kara Swisher:That they know everything, that they're brilliant on everything. They're sometimes just not. They're just good at one thing, you know, or that they have, well, aside from the sort of social and political statements they make, most of which are nonsensical, that people assume just because they're them, they know, and they don't. That's one thing, is they're mildly idiotic on most things, except for the things that got them there, right? And so I think people overestimate their intelligence, and I say that, or that they're necessarily any more intelligent than you, And I don't think that is the case, spending time with them.
15:24Kara Swisher:They're certainly good at certain things. They've made certain calls that are great. But we have an idolatry of innovators in a way that has just gotten out of hand. And so don't expect wisdom from most of these people. That's the one thing. The other thing is this idea of, you know, they love the failure, the failure meme and the trope that, you know, the Edison thing. I haven't failed. I've just not done it right 10 ,000 times, whatever. It's a version of that. But I like that idea that you can fail and then get up and continue to innovate and iterate and things like that. But one of the things that happens is when a failure is a failure, it's just a failure.
16:02Kara Swisher:Metaverse was a failure. It just was. And, you know, we laud them for like, oh, look, he tried that and it didn't work. I'm like, nobody else gets that pass. You try it and you don't work in other businesses if you're running Caterpillar or whatever. Or Cybertruck. Oh, he tried it. I'm like, oh, come on. Like, that's a terrible car. That's the reason Tesla's about to fold itself into SpaceX. It's not about, like, they're so smart. It's like they fucked up and now they're hiding it. So fine. Like, that to me drives me crazy about them. That's really interesting. I mean, I guess there's another way of thinking about that, which is the last decade or so has given tech leaders in particular unbelievable runway, money to make those mistakes.
16:52And maybe you could have in the 2000s said it to banks and financial institutions, but this has just been the most drawn out and exaggerated version of that we've ever seen.
17:02Kara Swisher:Yeah, I'm just saying, let's call it for what it is. The metaverse is a failure, right? You know, Tesla right now, because he didn't innovate on the original Tesla cars are amazing. but the next big product was Cybertruck. Like maybe he'll make it with the trucks, but you know, it's just like, let's stop pretending that failures aren't failures. And they have the runway to do it, which is fine. But I just, let's just not assume that everything they're doing is brilliant at any one time. And some of them, like I'll tell you a company that gets it right a lot more than it does is Apple, you know, with the same group of people, right?
17:38Kara Swisher:Look, they came out with all these things. They made all kinds of errors and then recovered. And then Steve Jobs died and everyone was like, it's the end. And then they came out with a watch and the AirPods and the, you know, the iterations of the iPhone. To me, that shows real management talent to be able to do that over a long period of time with essentially the same group of people. I have a lot of admiration for that. Well, it's going to come to that, the importance of operational skill, whatever word you use for it. We like to call it grinding it out. Grinding it out. There we go. For all his awfulness, Donald Trump grinds it out, right?
18:14Kara Swisher:He just day after day, he's terrible. He grinds out himself. And a lot of people don't. Like, you know, when I think about him, I'm like, he's a real grinder, that guy. He really is. Well, it's interesting because I was going to ask about the ability to operate as well as innovate. And I guess, you know, clearly early stage companies need innovators. Later stage companies need operators. Some have both. I would say Zuckerberg is one of those people. um i would there's a couple people like that there's a there's a few reed hastings was for a long time um there's a couple that are very good at i think zuckerberg is very good at operations and and uh gates you could say that about you know he same thing good technical really strong technical skills and innovation and also management and and where do you think dario amadai and Sam Altman of Anthropic and OpenAI, when we look back in 20 years' time, where will they rank as the great innovators of the last 50, 60 years?
19:14Kara Swisher:I would say the jury's out, but Dario seems to be a very good operator, though he seems like sort of the nutty professor, right? He has this sort of, if you talk to him, if you've met him, you understand, like he doesn't seem as if he could run a tight operation, but he seems like he's running a pretty tight operation. Sam is sort of presiding over the thing where someone leaves every 15 minutes. right? Or in a huff. It's always in a huff. They're all going on. And, you know, all the shifting. You know, I would say probably Dario seems to correctly clock that it needed to be an enterprise-focused business and not a consumer-focused business.
19:50Kara Swisher:I think all of them talk too much. I hate to say that as an interviewer. It's great for me, but all of them say too many things. And sometimes I'm like, you need to stop talking. And you see that right now when they're trying to pull back on AI is going to kill all jobs. They literally said that for a year. And I was like, okay, great. So you're here to kill us. Thanks for that information. And now they're like, no, actually, it's not. And so I wish they would talk a lot less and just do a lot more. My favorite person is Satya Nadella. I think he's one of my favorite executives because he says what he says, and then he goes away.
20:24Kara Swisher:Then he goes away and runs his business. yeah if you if you track his share price impact as well yeah but that's the be all and end all but it's been fantastic it's important yeah yeah the the uh by the way cara you know don't say it too loudly that we don't think they should talk too much it's oh no it's our business yeah i'm like what did you just like when sam houghton was saying a baby he just had a baby too a baby takes as much energy as compute like there was some version of that like well it takes a lot to raise a baby, I was like, you need to stop. I almost texted him, you need to stop talking.
20:58Kara Swisher:You need to stop saying things like that, because stuff like that comes out. And then you're like, what is wrong? And then people don't like him either, like not him in particular. But like right now, polling on AI, especially with young people and old people, everyone, we all agree in the United States, we don't like them. And we don't like their data centers. And they keep getting pushback. And then therefore, Musk has to make up this centers in space nonsense that he's going on about. The sad thing about those polls, I think the only people they dislike more are journalists. Right. Well, they've always hated us.
21:34Kara Swisher:But that's not new. We're used to it. And politicians. So basically all three sectors where we revolve around, which is a real shame. We have always been hated. So politicians, these people were revered by the general public, revered, you know, especially because of the wealth. and that that look we we have nowhere to go but up and they have they have gone down and so that to me is a real indicative thing especially because they're so rich you'd think you know and now they just mock their wealth or insulted Mitt Romney was just saying they're too rich the rich guy is saying you know Daddy Warbucks is saying they're too rich like he looks like an ad for Daddy Warbucks and he's saying they're too rich well it's perhaps because he now feels relatively poor, it might be a factor.
22:16I don't think that. No, but he understands the deleterious
Read the full transcript
22:18Kara Swisher:impact of seven people who are the wealthiest people. You know, Elon Musk is extra government. He's above government. Like, I'd be worried about that too. And Mitt Romney is clocking it absolutely right is that there's a small group of people that have unlimited power and no accountability. Bring it back to the impact on the underlying business, the share price. Are there any traits over the decades that you've seen that CEOs often have or sometimes have that leads to value destruction? Oh, yeah. I mean, getting, again, if you see them talking too much, like, it's like, my grandfather ran a bunch of coal company and a bunch of stuff.
22:57Kara Swisher:And they had a cable company, and their offices always looked like crap, like always, they look like the floors run even, old dirty carpet, all this stuff. And I was always, you know, like, hey, grandpa, this place looks like shit and he's like yeah the money that we don't need to put money there and to me like the sort of i use that only because it was really smart it's like he was making money and operationally and doing really well but the performative if i see too much performativeness i it's a clocker for me i'm like oh a new a big new headquarters a lot of interviews a glow up a personal glow up you know a showing off that is one thing i always am like interesting um a massive change in personality or like a lot of these guys went from right to left.
23:44Kara Swisher:No, they weren't really left. They were never left. They sort of just embraced the right wing, hard right wing quite a bit. That was a shift. And so I pay attention to that. It doesn't always affect the businesses, but that's something. Or they're talking about a lot of stuff they don't know about is another thing. You know, at some point people lose their mojo, right? Lots of people do, or they run out of ideas. As I said, they get bored with the business that brought them there. And very few people trying to think. Warren Buffett stuck to his knitting, right, and did rather well doing that. They don't want to sit and perfect the thing they've done because it's not as exciting to be head of Facebook as it is to be head of an AI company, I guess.
24:27You know what's funny with you saying that? It's not in the tech space, but next week on the Master Investor Podcast, I've got Jamie Dimon joining us.
24:35Kara Swisher:Oh, he's a legend. He's excellent. I would have to say. Oh, good. I was going to say he does talk about a lot of things outside his lane. But honestly, I look forward to hearing what he's got to say. I think he's an expert. Right. Actually, it's not much. It's usually related to banking. It is. You know, he doesn't he talks about when he talks about politics, he talks about how it impacts his business. And that's I don't ever see him. I think he talks about his business. If you listen carefully, he's not going on and on about, you know, like Bill Ackman going on about DEI or whatever. going i literally was like i'm going to do a 10-part series on hedge fund investing because i know exactly nothing like you know one of these long twitter diatribes it's just i just i it just their their eyes off the ball and you can feel it like either you know that happens also with hollywood people with singer like you're like are you making albums or are you because that's really what you're here for yeah um or are you doing something else and so that i do pay attention it to their personal lives too i watch that very carefully and you see drastic changes you pay attention to it yeah the thing you said that made me think of jamie was just because when you said the big shiny new building which is where we'll be recording next week oh well he gets to have it that's new york i don't mind those i don't mind because they got clients right so that that actually is worthwhile in that regard um i suspect it it has a lot more roi for that bank to do it One person I think about, another thing, is how accessible they are.
26:04Kara Swisher:Initially, a lot of these people were very accessible, and then they become more and more separate from regular people. And they're sort of isolated in their car, their fancy cars and their planes. When they get a chief of staff, I'm always worried. Someone who's not like that is Mark Cuban, very accessible. You can reach him, you know, unbelievably wealthy, but he's doing all sorts of interesting things that I look for. Like, who's doing something super interesting and meaningful? And the thing around his drug price efforts is really interesting. And it's not sort of in his lane, but he learned himself up.
26:43Kara Swisher:And, you know, he's applying a lot of his other skills to that. I was hearing you and Scott on Pivot talking about him and wanting him to run for president, I think, in an episode or two. I know he's not, but the desire for him to. Well, I think it's just wish. He probably would be disastrous. But, you know, I don't know. It just is that he's the kind of person who could bring. I think what the U.S. is longing for is to bring people together, even as these tech businesses tear us apart. I think that's what it is, really. Either way, make sure people should subscribe to Pivot and on Cara's solo podcast if they haven't already.
27:42And firstly, like looking backwards a little bit on social media, I mean, do you think that the ship has sailed? There might have been a window, you know, I was there covering it a lot in 2016, 17, 18, where there was bipartisan support for some form of regulation. I mean, will that moment ever come back or is that ship sailed?
28:03Kara Swisher:It may come back with AI. You see, it's not coming back from our public officials. Our government is so broken in the United States, it has to get back to Trump is really messed. Well, everybody has like Trump mostly, but they can't pass. They can't agree on lunch anymore, right? That kind of stuff. And these are child safety or things like that should be something everyone should agree on. They can't even pass. There's a bill right now that's just sitting there in the House because Mike Johnson is incompetent essentially at wrangling anything but his mouth. another person who says things and doesn't know about frequently and constantly.
28:39Kara Swisher:You know, you sort of long for the days of Tip O 'Neill or Nancy Pelosi, you know, who got shit done, or, you know, there's several Republicans who also did well in that job. But I'm getting off course. I think what's happening now is you're seeing it on the ground, whether you're seeing like right now in Virginia, a data center was just killed by a bunch of small, a small group of people. Same thing happening in Utah. Same thing. These data center things to me is a real primary indication that people have fucking had it, like with this nonsense and energy prices. Now some data center that Met is involved with seems to have dirtied up the water, right?
29:17Kara Swisher:That kind of stuff. And so you're seeing a lot on the ground activism that is working on a local political level, which is great. The second thing you're seeing are these lawsuits, and they are Not a small thing. I think they're one of these quiet killers for these companies that they're going to have to start paying. And they're sort of being very innovative in how they're dealing with it with product liability lawsuits. It's not they can't get them because of Section 230 about platforming and they use their free speech arguments all the time. But product liability or copyright infringement is a great way to go after these companies.
29:51Kara Swisher:And, you know, the woman who had that baby with Elon Musk when she was doing, you know, the Grok was doing deep fake pornography with her face, allowing it to happen. She's suing under product liability laws. So that's interesting. Like to me, so some of these cases could be really devastating, very much like the cigarette companies for these companies. And how has it gone down over there? You know, Australia obviously banned social media for under-16s. We're seven months after that. The UK is just, I mean, sort of a legacy thing for Starmer to announce just before he leaves. We'll see if it is actually followed through on or not.
30:30But, you know, it looks like we're heading that way. How has that gone down in the U.S., particularly amongst the Silicon Valley community that's being banned? You know, they're trying.
30:36Kara Swisher:It's someone like Marsha Blackburn, oddly enough, was at the forefront of that. Now she wants to be governor of her state. And she's a very strange character. But she, you know, she's she wants the Trump support. So she's pulling back from it. I think it has to be about child safety is something that should be easy to do. It should be safety for all of us, really. It's just easier. It's an easier sell if it's kids. I know there's all the complaints about whether the Australian law works. Right. And they did a test and showed that a lot of these companies aren't doing what they are supposed to do under the law, largely because the fines are minor for them.
31:13Kara Swisher:And so is it not strong enough? I am of the feeling that if a society and a government says, we don't like this, we are against it, how it works is not as important as the statement. Stop making our children crazy. Stop making products that are addictive and dangerous for kids. stop making products that are dangerous for us. I think like you could say like, look, cigarette laws in our country with the warnings and this and that, everyone's like, everyone's still going to smoke, but they're not smoking anymore, right? It starts to create a feeling of these products could be dangerous. Be careful, tread carefully.
31:52Kara Swisher:And I think it says something when we say we're going to just protect our children, they're going to get access to social media. But that doesn't mean we shouldn't have drinking laws. We shouldn't have cigarette laws driving. We shouldn't let a 12-year-old drive a car, right? It doesn't work. A 12-year-old can get in a car. I'm like, yeah, but we say they shouldn't. And so to me, it's a very strong statement of a society when we say, you know what? We're sick of you making products we don't understand that are addicting our children and making them feel bad. And while you're not fully to blame for the problem, certainly you're a part of it.
32:26And we're going to ratchet you back a
32:29Kara Swisher:little bit and make you have some responsibility for your platforms. And that to me seems completely fine. And, you know, I think we spent a lot of time saying it won't work when in fact, what we should be saying is it's a statement of our society that we do not want tech companies to build addictive products that hurt our children. It's like, it seems like a, you know, a no brainer to me. Let's talk about media. We're not going to have one in this country, though because we're just whatever we're just not today but it will come yeah it'd be interesting though if these bands here force changes in the apps everything all these things when cigarettes are introduced takes 25 years before like unsafe at any speed within within six months they passed all these seatbelt laws it started off with a book and then it went somewhere i think probably Jonathan Haid had had a big impact in that regard.
33:23Kara Swisher:I think it should be broader. It shouldn't just be child safety. It's everybody's safety. It's product liability and copyright infringement when it comes to AI.
33:37This episode is sponsored by the World Gold Council, the global experts on gold. They champion gold as a trusted strategic asset, provided market-leading research to help investors understand gold's role and modernize how gold is owned, traded and used, developing industry standards and market infrastructure. Learn more at goldhub.com. This episode is sponsored by Interactive Brokers. Building wealth starts with the right broker, and Interactive Brokers helps you reach your goals with powerful tools, global market access, low costs, and unmatched financial strength. That's why the best informed investors choose IBKR.
34:20Learn more at ibkr.com forward slash master investor.
34:31Let's talk about media and podcasting. And I and my producer, Katie, who's on this, are going to take notes to your answer on this one because you're the expert. but you know you've you've created many successful podcasts I mentioned a couple of them and and you you know just sold your podcasting business to great success I did not I did not the company sorry the company that makes the podcast that you have a piece of has been sold yes but it wouldn't have been sold if not for the success of your podcast let me put it that way probably not probably not what what was the core reason for the success of those successful podcasts you've felt, do you think?
35:10Kara Swisher:You know, it's interesting. I was just talking to a bunch of people who are starting one and I was thinking about it because I have abandoned, I had a bunch of them and I keep building them up again. Right. And I'm like, what's the core thing that I keep making successful podcasts? Why is that? And I was talking to somebody who's just starting it. And I thought to myself, like, you have to be genuine, right? People want two things. Look, I made a bet. I remember when some, a lot of people were doing these sort of fast TikToks or fast, silly men talking podcasts, you know, which are fine. They're perfectly fine.
35:40Kara Swisher:And I made a bet that people really cared about substance. And that's why I did longer interviews, right? There's 60 minute interviews. And I said, and everyone's like, oh, they should be 15. I'm like, yeah, no, they're going to be, I feel like you can't have a good conversation of under a half an hour. You really can't. And people are willing to listen if it's interesting. And so one of the bets I made was that one, you had to give them substantive, great information and not, it doesn't have to be easy to eat. It doesn't. It doesn't also have to be hard to eat. I mean, obviously. But a couple of things, being genuine to yourself and who you are, because it's a very parasocial relationship you have with your listeners.
36:17Kara Swisher:And they trust you in a way. Speaking of trusted people, people love podcasters. They don't like journalists, but they love podcasts. Let me tell you, on the street, I get zero fuck you, Karas. I get plenty of thank you so much, which is really interesting. So that's one is you create an environment where people trust you by giving them great information and being right a lot of the time and caring to get it right, like that kind of thing. Two, be yourself, like who you are. I think people know a lot about my personal life. And I put a lot of myself into it because again, it's a parasocial relationship.
36:49Kara Swisher:I had one fan come up to me and say, I'm your, it's an older lady. She kind of crutched up to me and she's like, you're my friend, but I'm not yours. And I, that could have been creepy, but it wasn't. I got it. That, I was like, exactly. I'm your friend, even though I don't know you. Right. That was one thing. The other is admitting when you make mistakes. I think we do that a lot on our, on Pivot, for example. The, another thing is, I don't know, something you can't buy. It's sort of chemistry. Like Scott and I have chemistry, right? And often the people I interview, I have chemistry with. And so I try really hard to think about having a real conversation when we're talking.
37:33Kara Swisher:And then a couple more things are pretty basic. One is be useful to people, be really useful. Is this useful to someone to hear this? Two, be entertaining slash interesting slash funny slash not boring, which is really important. Some people are really boring. And then lastly, you can't get it anywhere else. There can be an interview, like your dad, look at your dad. He was a special interviewer, right? Now I'm going to go watch everything he's done. So I always watch old interviews to understand how they did what they did. But it doesn't work. Someone can interview Dario Amodi and I can mine has to be mine that people like and that's I think a lot of times people do these sort of dull interviews asking the same questions and so if you you can't get Scott and Kara anywhere else except you can't replicate it and in a world where it's so easy to replicate things if you do something original and you bring your original self I think audience response that's well i will send you a link to the also keep costs low keep costs low i agree with that as well stupid but like i go to things and i'm in my house right now i built a little studio cost me 25 000 and it's like how do you make so much money i said my studio cost me 25 000 that's why and it looks great i think it makes a mess right now but um but you know that kind of i pay attention to costs i pay attention to moving to keeping a small smart staff and i move people in and out when it doesn't work and so i have a lot of involvement in the business i i was gonna say i can i'll send you a link to the the series i produced on dad so great i'm excited i love it i was just finishing up tom do you know tom snyder he was another great interview yeah i did and i've studied a lot of those old guys i would agree they're fantastic yeah then no but the thing i was going to say oddly like all of those things you listed that have fed into your great success on podcasting.
39:31Oddly, I would say all applied to broadcasting initially. And it's just that, you know, obviously I have a day job and a broadcaster that I love as well, but it's just that has become a bit formulaic and a bit bureaucratic. And it stops all of those things you've said from coming to the fore.
39:49Kara Swisher:I agree, airless is the word I use. Whenever I'm in one of these cables, I said it to the CNN people. I'm like, all your studios are airless. There's no people here. There's nothing happening. And I think people are sick of it. It's like, that's boring. And then you see all this exciting media stuff happening all over the internet. I'm not a doomer about the media. There's so many interesting experiments here in the United States that every one of them I love. Even people I don't like, like Megyn Kelly, interesting, really awful, but interesting. Like, you know, you sort of watch it develop. And I even take, I watch a lot of people, even people I don't like.
40:26Kara Swisher:And I see what they're doing and what works and what doesn't work and why. You're building almost a fan base. And that's really hard to do. And one of the other things is, speaking of the deal with James, who I like very much, is I'm not good at selling advertising. I don't want to manage my staff and therefore that's what Vox does. And that's a great deal for me. And so I pay them essentially and they sell the, you know, it's a really keep your interests aligned with whoever you're with. Often when you were working for a broadcast network, you're just an overpaid salary person, right? Ultimately.
41:01Kara Swisher:So you don't have a stake in it. And I think everyone should own their own content. If you have a stake in it, if it's yours, you do a better job. You just do because then all your interests are aligned. And that to me is critically important yeah well interestingly again not that we planned it this with the og at that was was dad back well i can't wait to watch his stuff yeah the the i'm i'm in the moment straddling two very different versions rather than balancing that you know the salary job plus the the the podcast that i own but it's uh it's interesting well one of the things probably your dad did well he let himself be seen people saw him right and they either liked what they saw or they didn't but he got seen.
41:41Kara Swisher:Audiences really want desperately to hear from people they trust. They really do. And the other thing is be fucking accurate. That really sucks most of all is how careless people are about accuracy. And I think it matters. I think it absolutely matters. And I do think more people, even though there's been a prevalence of conspiracy theories and the rest, I don't think people like that. I don't think they do. I think they love it when they finally get good information for themselves and their families. I know we're really tight on time. So just two more final questions to bring it back to investing.
42:21How active are you? Are you active in short-term stock picking or are you passive and long-term with your portfolio?
42:27Kara Swisher:I wish I cared more about money because I would be a lot richer. Like I was offered every job at every internet company. I was like, yeah, no. And I knew it, I knew it. I don't care about money enough. I just, I hate to say it. It's sort of like, whenever I start thinking about investing, I care about the money. And then I'm like, I make enough money. So I'm one of these people that is very satisfied with the money I make. And most people, seeing all these wealthy people unhappy, and they're the richest people in the world, so many of them are unhappy. It's a real object lesson for me. And so no, I don't.
42:59Kara Swisher:And I think I probably would be pretty good at it. It just would, it would tap into a part of my soul I don't want to tap into. is and scott does it and he wins and loses and it's a game for him uh but i'm not i'm not i'm not interested enough in money or the game to do it that much so i just put my money in every now and then i'll buy something like of course even when i buy something that ends up going up like there's a famous story i i bought 10 bitcoin for 50 each at the beginning of it when i was writing a story and i put it on a thumb drive which is where you put it back then and i lost it like i lost the thumb drive so i like understood that it was going to go up like and i was correct and then i forgot see that's how much i care about money that's you know i'm an idiot i'm sure your kids search the house to see if they can find that thumb drive they should yeah i also also spend a lot of time reading people i think are smart about investing and every now and then i make i just don't i just don't have i have four kids i don't have time to like sit around and pour the stock table.
44:02Kara Swisher:I just, and I have no interest. So our final question for you, Carrie, you know, often we ask for investment advice, which I won't follow that up with, but, but what's your overriding piece of career advice then for our listeners? I think it's really important to, you know, I said this thing to New York Magazine was it's really good to step out of line. Like a lot, a lot of people are in line all the time. Like you wait and wait and in your personal life, everything else. And I'm like, if you don't like what you're doing, and this is from Steve Jobs, leave it. If you have the ability, many people across the world do not have the ability.
44:37Kara Swisher:Like, if you're a single mom here in the United States, you got to stay at that stupid, shitty job, you know, at Chick-fil-A, you stay there, right? That's a very different choice than I have. So if you have choices, and many, many people do, they tend to stay in jobs they hate and then just gripe about them. And so whenever I find myself griping, I leave. Like, it's like, it's my fault. It's not their job. It's not, you know, whatever, some cable kind of like, I'm going, I don't like it here. I'm going kind of thing. And so I think people should step out of line. Now, the only problem with that is if you actually don't have talent, you shouldn't step out of line.
45:12Kara Swisher:So you should know your talents. You should understand your skills. And then I think leaving is a really good quality, like understanding when you're not growing and moving along and not being mad about it, just doing a lot of bygones with people. Like, bygones, we're going to move on. And so I think I do that more, and that's why I'm more successful, because I'm always like, today's the day. And that is from Steve Jobs in a speech I recommend, if you want to think about your career, that he gave in front of Stanford, which is a famous speech. It's mostly about him dying, but it's also about living.
45:46So that's what I would say. I have actually watched that, but I'm going to re-watch it. Re-watch it.
45:52Kara Swisher:Read it. Read it. And the other thing is, this is what I say to everyone, you're going to be dead in 100 years. So put that into your mathematical calculations because it doesn't matter. So there you have it. Cara, it's been a pleasure. Thank you so much for joining us here on the Master Investor Podcast. I'm so glad I saw it ran into you in London too. That was great. Well, please come back on the morning show on Sky. I shall. Spinning out, we didn't get a chance to talk about Comcast and those things. But next time, Cara Swisher, a pleasure to have you here on the Master Investor Podcast. Thanks so much.
46:23Next week on the Master Investor Podcast, we're on the road in New York, sitting down with the JP Morgan chairman and CEO, Jamie Dimon. Very much looking forward to that episode. So please do hit follow or subscribe on your podcast app if you have not done so. Already, we'll see you next week from New York. Until then, thanks for listening.
47:11This podcast is produced by Paradigm Productions and Master Investor Limited in association with Birdline Media. If you've enjoyed the show, please do subscribe on YouTube or click follow on your podcast platform and you'll be automatically notified each time a new episode drops.
From the publisher
How do you separate genuine innovation from pure hype? That is perhaps THE question of the moment for investors when it comes to AI, and it is also the question Kara Swisher has thought about for her entire career as the premier tech journalist of our time. She is co-founder of Recode and the host of powerhouse podcasts like Pivot and On with Kara Swisher, and she brings her trademark candor – and the occasional swear word – to the latest episode of The Master Investor Podcast to break down the realities behind tech’s biggest narratives.
Kara has interviewed every major tech CEO of the modern era, and reflects on the traits that lead to trillion dollar companies and those that destroy shareholder value. Ultimately she thinks society overestimates the intelligence of many tech innovators, reflecting on the failure of the Metaverse and Cyber Truck, and identifies the character traits to watch out for – losing your passion and focus for the original job; talking too much to the media; and spending money on vanity projects. She reflects fondly on the lessons she has learned from Steve Jobs and Satya Nadella – and the extent to which they simply focused on running a business instead of talking to the press.
Wilf and Kara discuss why OpenAI will likely struggle to IPO this year even if Anthropic succeeds, and the ways in which the current AI frenzy mirrors the dot-com bubble. In particular the fact that not all frontier models will stay the course. In fact, the name she backs is Google’s Gemini much more than the much hyped new names like OpenAI, Anthropic and SpaceX.
Kara also reflects on social media and AI regulation and how it might impact share prices; the secret to building successful podcasts and her number one piece of career advice – “step out of line”.
Recorded Thursday 9th July 2026
Listen to Kara’s podcast Pivot here - https://podfollow.com/1073226719
And On with Kara Swisher here - https://podfollow.com/1643307527
0:00 Intro
3:00 AI alarm bells
4:38 Only one AI winner
6:18 “Absolutely” bubble territory
9:37 Valuing tech companies
14:27 Valuing tech CEOs
16:37 Capital mkts generous to tech
18:22 Operators vs Innovators
22:35 CEO warning signs
27:36 Tech regulation
30:13 Under 16s social media ban
34:28 What makes a great podcast?
42:13 Wealth isn’t happiness
44:03 “Step out of line”
You can watch the full video on The Master Investor Podcast YouTube channel
And follow @WilfredFrost on X and Linked In
Sponsored by BNY Investments, Interactive Brokers - ibkr.com/masterinvestor, The World Gold Council and London Stock Exchange Group (LSEG).
The Master Investor Podcast is produced by Paradine Productions, Master Investor Ltd in association with Bird Lime Media.
This podcast is for information purposes only. It does not constitute an invitation or inducement to engage in any investment activity. It is not a financial promotion as defined under section 21 of the Financial Services and Markets Act 2000 (FSMA). The views expressed by the presenter of this podcast are those of the presenter and are provided in the course of journalism. This podcast benefits from the exemption under Article 20 of the Financial Services and Markets Act 2000 (Financial Promotion) Order 2005 (FPO), It does not require approval by a person authorised under the FSMA. Generic information, not identifying any specific investment, fund, provider or service, about a class of investments such as shares, bonds, derivatives and cryptoassets, might be provided and/or discussed during this podcast. Such discussion falls within the generic promotions exemption (Article 17 of the FPO). Such discussion is not a financial promotion requiring approval by an authorised person under section 21 of the FSMA. Investing involves risk. You should consult a suitably qualified adviser who can assess your individual circumstances before making any investment decision.




