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This is Nick.
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This is Jack.
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Welcome back. It is Monday, September 8, and today's pod is the best one yet. This. Oh, this is a T. Boy.
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The top three pop business news stories you need to know today.
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Yetis, you look fantastic out there, and we are gonna make you the most interesting person in the world this fall.
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It's great to be back, Yetis.
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Great to be back with you, Jack. But, Jack, we got three fantastic stories for today's team. Boy, what do we got on the show?
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For our first, last week, Elon was offered the most insane pay package in history.
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$1 trillion. But none of it is guaranteed. So we will break down how Tesla could make Elon the first trillion dollar man.
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For our second story, the J. Crew catalog just committed the fashion crime.
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Of the year because J. Crew used AI to counterfeit itself.
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And our third and final story is the real winner of the US Open.
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It's.
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It wasn't a tennis player. It was a brand.
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Cadillac hosted the entire US Open tennis tournament. And Jack and I call that the Great Gatsby strategy.
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But, Yetis, before we hit that wonderful.
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Mix of stories, I mean, Jack, the best mix of anyone right now. Love the mix.
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We were away for nearly two weeks. And the biggest news on Wall street over that period. What was it, Nick?
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IBO initial baby offering.
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Because over Labor Day, Nick's wife Molly went into lab.
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Literally.
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Literally.
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We had a Labor Day weekend baby. That's what we did.
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We've celebrated four IPLs on this pod so far. All boys. There's four pod suns so far in the T boy universe.
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But Yetis, Jack and I are proud to announce the first ever unprecedented pod daughter.
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Now, in case the analogy is not landing for any of you, Nick had a baby girl over our break. Okay. Yeah.
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Yeah, we did.
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Now, Nick, let's jump into the IBO paperwork and talk some numbers. What's the size of this new baby?
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Well, Jack, her market cap was 8.4 pounds. Okay.
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Okay. Pretty good size. That's mid cap, I think. What was the number of shares issued?
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Well, Jack, she's 20 inches long, so that's a lot of shares.
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Actually, that's large cap for a baby. Now, in the IPO paperwork, I know you were required to list some competitive advantages.
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Yeah. Here's her competitive advantage. She's covered in hair head to toe.
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But most importantly, can you share the official name of this brand new human being, Jack?
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Her name is Selena Rose Martell.
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Selena. Pause. The pause. Can you share the wonderful story behind Selena's name?
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We named her Selena. S A L I N A, which is the name of a small island off of Sicily where Molly's family is from. And it's a beautiful, beautiful place.
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And you and Molly vacationed there once and reached a big decision while you're on that island.
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It was the last vacation we did when we were dicks, basically. That's why we decided to start a family on the island of Selena. Wow.
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It's a beautiful name for a girl.
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Thank you.
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Now, before we finish, we need an update on most important executive of this ibo. The executive chairwoman herself, Molly, the CEO of the birth.
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She did amazing, Jack. She's recovering right now, and she's making all the shareholders proud.
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Molly is the boss of the boss. She owns super shares in this baby.
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Actually, we've also promoted our son Maximus to older brother. It's a big move.
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Yeah, Molly's got 20 votes per share, everybody.
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By the way, Yetis, you know, it actually took Molly and I a while to get pregnant. It wasn't an easy process for us. So if you're going through a struggle right now, like we were, we know what that's like. And you will get through it. It's hard, but you'll get through it. But wait, Jack, one second.
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Do you hear that? Is that coming from 40 Wall street in New York? New York?
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That's the New York Stock Exchange opening bell, Jack.
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And that means Selena Martel is officially trading on the T Boy podcast. Besties.
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We are so pumped to be back, Jack. What do you say we hit our three stars?
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15 years before this song, two boys from the northeast the dorm they had an idea to cause a cultural storm. It's the best one yet. But the best is a norm, Jack. Nick, that's it. I don't even think they need to practice. 50%. That's a fat tip. T Boy City on your at list. If you know, you know. Cause we r to go we can't wait no more so just start the show start the show.
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Start the show. First, a quick word from our sponsor.
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Airbnb. Yetis.
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Our show actually started as a side hustle over 10 years ago. It began in secret outside of our bank jobs.
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We were worried we'd get fired, so we didn't tell our bosses and we even left our names off the website.
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Now, that was our side hustle, a media startup. But there are other side hustles that are a lot less risky than that.
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And that have 0% chance of getting you fired. Like being a host on Airbnb in this economy.
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It's a fun and rewarding way to make money off the thing. You're already paying for your house or your apartment.
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I've hosted two previous apartments and my current chalet on Airbnb.
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And when no one's using it, why not welcome a family, a couple that just got engaged?
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You already have an Airbnb. You just didn't realize it yet.
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Your home might be worth more than you think. Find out how much@airbnb.com host now a.
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Quick break, switching topics to one of our favorite sponsors, Vital Proteins.
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Yeah, it is. We've told you about vital proteins. They help support our hair, skin, nail, bone and joint health with those collagen peptides.
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But after doing their ad for a few months, we told Vital Proteins, hey, we like to shake things up, okay?
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But then they took us too literally. And guess what product Vital Proteins just launched.
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A ready to drink collagen protein shake with a smooth chocolate taste.
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They shook it up too much. We're talking 30 grams of protein. Enough to grow a third bicep, I think.
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Nick, I've been using vital proteins for my coffee. Now I use it for my bicep curls too.
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It's all the benefits of vital proteins collagen. But in an 11 ounce shake, you can grab, go and shake.
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So go to www.vitalproteins.com to learn more. And get 20% off your next order by entering promo code T boy at checkout.
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For our first story, Elon Musk just revealed Tesla's fourth ever master plan.
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If Elon succeeds, he'll get the biggest pay package of all time, worth $1 trillion.
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Trillion.
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But if he fails, he gets nothing.
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Nada. Now, yetis, in order for us to tell this story, Jack, what do you say we travel back to when we were graduating high school? What do you think, man?
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We have been following Tesla, the company, since Elon Musk published his very first master plan in 2006.
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Ambitious. It was a four step plan to transition the world to sustainable energy.
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19 years ago, it was a declaration of energy independence. It was way ahead of its time. And he pretty much achieved that entire master plan.
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That master plan is still inspiring. Make the planet more sustainable by popularizing electric vehicles.
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He did it.
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He did.
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And last week we got the fourth iteration of Elon Musk's Tesla master plan.
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So Jack and I jumped in, T boy style. And this one is still optimistic. But it's not about electric vehicles. It's optimistic about AI.
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Posted entirely on X. The part 4 master plan introduced a brand new Buzzword. Here it is. Yeah, sustainable abundance.
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Don't really know what that means. But Elon's Tesla still pled infinite growth. AI will solve scarcity, and that robots are freeing up your time.
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And because the master plan was so vague and hard to understand, actually, Elon was forced to jump back on X and summarize it in one sentence. Here's what Elon said. 80% of Tesla's value will come from Optimus, their AI trained human shaped robot.
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So, besties, pause the pod for a second. Here's the plot twist. Elon Musk just renewed his corporate vows, but he switched his devotion from electric cars to to autonomous robots.
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And this pivot for Tesla is partly a recognition of reality because, Jack, political.
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Support for electric cars, it's gone down in the Trump administration.
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And consumer support for Tesla's electric cars specifically is even more down.
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2025 is going to be the second straight year of Tesla sales shrinkage.
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So it's like Elon jumped on X and asked Grok, hey, Grok, revise Tesla's mission statement, but also make Sam Altman jealous. And that's what he published.
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But then that's not all, Jack, because then three days later, on Thursday, Tesla's robo taxi app officially launched with a public wait list.
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Tesla's self driving ride hail service is available only in Austin and San Francisco so far, but it still hit number six in the App Store as people race to join the wait list.
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So add it all up, Yetis, and this was a huge news week for Tesla already. But then this happened on Friday.
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Just a few days ago, Tesla announced a $1 trillion pay package for the CEO, Elon Musk. $1 trillion is the amount of money the Tesla board thinks will keep Elon focused and motivated.
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Well, there is no more money. That is all the money, Jack.
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If $1 trillion doesn't get you focused and motivated, I think you're an autonomous robot.
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So, Jack, what's the takeaway for our buddies over at.
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Is Elon's pay package fair? From a worker's perspective, no. But from a shareholder perspective, yes.
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Yetis, let's jump into the numbers here. Last month, elon received a $54 billion bonus. That was the only money he got for his last seven years of work at Tesla.
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Elon achieved each and every one of the goals that Tesla's board gave him in his 2018 pay package.
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And so he got that record $54 billion bonus. But this new 2025 pay package is. It's even more insane.
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Here are the goals that Tesla gave Elon. Sell 20 million cars, sell 1 million fully self driving subscriptions, increase profits at Tesla by 24x. And finally, no big deal on this last one. Make Tesla an $8 trillion company.
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Now, if Elon can do all of that, he gets paid $1 trillion in Tesla stock, boosting his ownership stake in the company to 29%.
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And to sprinkle on some context, 8 trillion dol dollar market cap for Tesla. That's twice as much as the most valuable company today, Nvidia.
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So, Bessie, is that fair? Well, the average Tesla worker gets paid $60,000. Elon would be making a million times more pay.
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Not a million dollars. A million times more money than the average Tesla worker.
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But from a shareholder perspective, Elon only gets paid if Elon makes shareholders rich.
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And if Elon doesn't make shareholders rich, then he gets nothing. He literally has no salary right now, no benefits. This bonus is his only pay.
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So, besties, is the wildest pay package in history fair? Well, from a worker perspective, no. But from a shareholder perspective, yes. For our second story, J. Crew just made the worst fashion faux pas of the year. Because JJ. Crew used AI to knock off J.
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Crew, it knocked off itself. JJ. Crew's awkward AI marketing campaign has shaken the fashion industry like a true crime thriller.
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And we will get into it. But yetis, Jack and I should start with some context here. You know, we curate the stories that you need to know. You wanna know. And they had no idea about every day. So we use dozens and dozens of sources every single morning.
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One of them is a newsletter that Nick subscribes to. It's called Blackbird Spy plane.
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Yeah, it's a fashion journalist and a design sk out. And it's a hilarious but very insightful fashion newsletter.
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Together, these two are the CIA spies who peek into the wardrobes that you want to own.
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And their latest issue was on the J. Crew collab with vans sneakers.
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It's a throwback partnership to the 1980s. Dripping in corduroy nostalgia, J.
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Crew posted some dusty old pictures on Instagram that appeared to be from a 40 year old paper catalog that they made.
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The whole vibe was cool, classic, cozy, vaguely autumnal. But that's where the fun stopped and the funk started.
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Because Blackbird Spy plane whipped out the magnifying glass and looked closelier at the pictures.
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J. Crew's campaign turned out to be a creative crime that made the fashion world gasp.
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So, besties Jack and I are gonna cosplay here as true crime podcast hosts and break down the J. Crew pictures. Like it was a crime scene, Jack. Exhibit A. What do we see?
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We'll post the link, by the way, in the show notes so you can cosplay as true crime hosts as well.
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I'm no sailor, Jack, but doesn't that sailboat in the background look kind of funny?
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Yeah, the boat is missing a rail. Why does the rail abruptly stop there? Plus, the dock has no fenders. It's gonna bump up the boat.
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And Jack, I'm no J. Crew sales associate, but what's going on with the stripes on this guy's shirt?
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They totally glitch out. The stripes are all messed up.
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Okay, and Jack, I'm no podiatrist, but is that model's foot facing backwards?
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Yeah, somebody call an ambulance. Cause his ankle's totally busted.
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Okay, to quote Magatu, J. Crew. So awkward right now. J.
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Crew disinvited to New York Fashion Week besties.
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The whole fashion world dragged J. Crew in the comments, outed them for using AI and trying to pass off the photos as real.
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Now, a few days later, J. Crew edited the caption to reveal who the photographer was for this campaign. And it's a man named Sam Finn.
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Okay, but this guy, Sam Finn goes by the name AI Sam. He's an artificial intelligence digital artist living in London.
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So to sum it all up, J. Crew has a 50 year old library of real vintage magazine photography from the olden days.
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And yet they used AI to knock off themselves. J.
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Crew used technology to counterfeit old J. Crew for new J.
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Crew. So, Jack, what's the takeaway for our buddies over at J. Crew?
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Where do we draw the line between Photoshop and AI Yetis?
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Here's why J. Crewgate is so fascinating. The manipulation of photos that's been happening for decades now.
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Photoshop launched in 1990. Since then, every marketing photo that you see has been airbrushed, enhanced, and edited to make it look better than real life.
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Photoshop is used to adjust contrast, tweak a model's torso, change the colors, and you know what? We accept it.
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And yet, J. Crew used AI to similarly alter reality. But we reject it now, Jack.
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And I think the reason for this contradiction is in the origins of the images.
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Because with Photoshop, the underlying thing being altered is a real photograph. It's an actual photo someone took of real human beings. But with AI, the thing you're seeing is completely artificial.
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Basically, society accepts a Photoshop tweak but not AI Creating a fake human subject entirely out of nowhere.
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And that J. Crew didn't disclose that these humans in their ads aren't real, made it even more of a niche.
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Nicht so besties. That's the line between Photoshop and AI.
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And that's why J. Crew's fashion faux pas drew such outrage.
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Now a quick word from our sponsor.
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To be right and besties. Since I'm co hosting here with A starting backup D3 quarterback, Jack, can you tell me what it's like being right on the football field?
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To clarify, I am undefeated in senior year. Games in which I threw touchdown passes.
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All right, never mind, Jack. I'll take it from here. On the Prizepix app, you can pick your sport. Let's say pro football, and then you.
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Prize picks it's good to be right.
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For our third and final story who is the real winner of the U.S. open? Well, it wasn't a tennis player. We think it was a brand. And that winner was Cadillac.
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First Formula One, now the US Open. Cadillac is cool again, thanks to what we call the Great Gatsby strategy.
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Ah, the US Open of tennis. The 21 day tennis event is also a page six gossip column of TMZ.
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Hullabalooza. The most posh sport, the most exclusive event to get to. All happening in New York City. Yeah, it's not about who's playing on the court. It's about who's in the stands.
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I'm sorry, is that Blake Lively sitting next to Bob Iger feeding a hot dog to Jamie Dimon? Hollywood, Wall Street, Silicon Valley. They're all in the same box watching the same match.
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Seriously, they don't have a red carpet, but they do have a blue carpet. An actual area for photographers to take glam shots of celebrities before they entered the stadium.
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Now, Yetis, you could say the winner of the US Open is the tennis players.
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One man and one woman beat out all the other on the court.
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Or you could say the winner of the US Open was the honey deuce. Famous cocktail.
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The tournament sold $13 million worth of that $23 drink.
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But besties, Jack and I don't think the winner of the US Open was Ariana Sabalenka or Carlos Alcaraz or The caviar covered COC we just mentioned.
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The winner was Cadillac. GM's brand that suddenly is the coolest in all of luxury.
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Because get this, in 2022, Cadillac paid a rumored $40 million to become the official net sponsor of the US Open.
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They replaced Mercedes. But they didn't just stick Cadillac logos on the nets of the tennis courts. They went full wedding planner on this thing.
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Cadillac brought 200 vehicles to drive each and every tennis player to each and every match.
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For the last two weeks, Cadillacs with US Open branding have been shuttling players between Queens and Manhattan all day long.
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Also, Cadillac opened an invite only lounge for VIP ticket holders with a concierge and a Cadillac bar.
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You can only get in with a special six digit code apparently.
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But Jack, what is the wildest Cadillac move of all?
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At the US Open, the whole tournament waived parking fees to anyone driving a Cadillac. That's hilarious.
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Now Yetis, all of this happened the very same week that Cadillac named their two new drivers for their upcoming F1 racing season.
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In March. Formula One gets their first new team in a decade, and it's a Cadillac team.
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But Jack, we should sprinkle on some context over on Cadillac right now, shouldn't we.
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Let's go back again to the year that we graduated in 2006. Every rap video featured a Cadillac Escalade with 20 inch rims.
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Yeah, Cadillac was cool. To quote Ludacris, Jack, Cadillac grills, Cadillac mills. Check out the oil my Cadillac spills.
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But 20 years later, it's cool again. General Motors just announced last month that Cadillac has become the number one luxury brand in electric cars.
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The last six posts on Instagram. What do we see from Cadillac, Jack?
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Not corporate commercials. Behind the scenes, US Open picks and F1 hype.
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It's cool Ification by association. So, Jack, what's the takeaway for our buddies driving Cadillacs?
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Cadillac is using the Great Gatsby strategy.
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Ah, the Great Gatsby strategy. Yetis, we have seen this marketing move before. We've seen it in the greatest American novel of all time, the Great Gatsby.
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Yeah, F. Scott Fitzgerald. Jay Gatsby convinces New York's elite that he's rich and powerful by hosting lavish parties that everyone wants to be at.
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And that's exactly what Cadillac did these past two weeks at Arthur Ashe Stadium.
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They're not sticking a logo on the television or running commercials or hiring a celebrity spokesperson.
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Cadillac's not the guest of the US Open. It was the host. It wasn't marketing. This was hospitality.
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Cadillac isn't telling you it's cool. It's showing you by putting on a party. Just like Jay Gatsby.
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That's right, old sport. That's right. Jack, could you whip up the takeaways for us for our first Monday back?
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Tesla's new master plan cements the pivot from cars to robots. And Elon gets a trillion dollars if he can make it work.
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From a worker perspective, that pay is not fair. But from a shareholder perspective, oh, it's fair.
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For our second story, J. Crew was dragged online for trying to pass off AI generated images as real vintage photography.
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J. Crew knocked out J. Crew. And it shows that we've drawn a line between Photoshop and AI generated pics.
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And our third and final story. Cadillac wants high end buyers, so it hosted the entire US Open putting on an epic party.
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And that's why Jack and I went back to our middle school roots and call this the Great Gatsby strategy.
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But besties, this pod's not over yet. Here's what else you need to know today.
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First, for the second month in a row, America got a very weak jobs report last month.
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Trump was so unhappy with the jobs report, he fired our head of labor statistics.
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But this month, the government report showed even worse numbers. Just 22,000 jobs added in August and June got revised to negative new jobs.
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It was the first time America has lost jobs since COVID Yeah.
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Like we said in the spring, Trump's trade war has frozen investment plans from American companies.
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And the weak jobs report puts the attention on the Fed. It makes an interest cut more likely this month.
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And second, Nike has got a new slogan, and it's why do it?
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Nike says they're reintroducing their iconic just do it by asking the question, why do it? In their marketing campaigns.
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Apparently, Nike thinks turning their slogan into a stressful question will connect with Gen Z angst. Jack, I've got a question. As a shareholder of Nike Nike, why'd you do it?
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You're not happy with this? No, no, no, no, no, no.
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And finally, Erewhon is expanding its luxury grocery from Los Angeles for the very first time. Erewhon is coming to New York City.
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Kind of a private social club in New York City is getting an Erewhon smoothie bar.
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F Kith is opening up a padel club in the West Village.
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And if any Eddies have guest passes to the Kith padel club, we badly want to go.
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We will test your smoothie for poison live on the podcast before you try it. We will do that. Yes, we will. Now, time for the best fact yet, which because it's Monday, means T Boy. Trivia. Jack, what do we got?
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The New York Yankees, my favorite team growing up as a kid, were actually the third major league baseball team in New York City because before them came the Dodgers and the New York Baseball Giants.
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The Yankees were nothing until 1919, when they paid the Red Sox 100,000 bucks to acquire Babe Ruth.
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In today's money, that's $2 million for Babe Ruth.
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Okay, but besties, here is our trivia question for you. Who designed the famous New York Yankees logo?
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Is it A, Thomas Edison, the famous inventor? B B, Albert Lasker, the famous ad man? C, Louis Tiffany, the famous jeweler?
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Or D, Babe Ruth, who designed the famous New York Yankees logo? Jack. And I will tell you at the top of tomorrow's pod. Yetis, you look more fantastic today than you ever have. Jack, you are glowing right now. So great to be back on the mics with you, man.
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Nick, are you the pod father or the Padre? I always forget.
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I'll take Padre. Or is it Il Padrino? Jack? Is it il Padrino?
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Nick, you are a natural father of two. Very happy for you can't wait to meet Selena when I come to sf, Jack.
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I can't wait for you to meet Selena too. And you know what, Jack? I think I got a baby to.
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Burp after this pod. Yeah, you do. Get out of here. I think I can hear her. Let's get you back to your post, baby besties.
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We'll see you tomorrow. As always, we're pumped to be back. And before we go, a happy birthday to Yeti Jerson angel from San Diego, who also just got a promotion.
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Baby happy birthday to Palmer Clark in Orem, Utah, who is crushing it as a new father.
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And Maria Evans down in Anaheim, California is celebrating the best birthday yet.
B
Happy 31st birthday to Jenny DiGiovani in.
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Chicago, Illinois doing logistics. And Sebastian is turning seven and Samuel is turning nine. Celebrating together down in Arlington, Virginia.
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And to anyone else who's celebrating something today, make it a T, boy.
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Celebrate the wins. Oh, and a quick shout out.
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And happy birthday to anybody who had one in the last two weeks. And fortunately Nick and I were off and we couldn't get you.
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Oh, we were on paternity vacation leave. We missed your birthdays. But we'll try to get you next year.
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Yeah, next year we'll try to move vacation to a different time so.
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And not have a baby.
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This is Jack Nickel in stock of Nike. But why Nike? If you like the best one yet, you can listen ad free right now by joining Wondery plus and the Wondery.
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App or on Apple podcast Prime. Members can listen ad free on Amazon music.
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And before you go, tell us a little bit about yourself by filling out a short survey@wondery.com survey we want to.
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Get to know you.
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Price tracking by Expedia. You were made to use your do not disturb mode. We were made to track flight prices to out of office Expedia made to travel available as a member benefit.
Date: September 8, 2025
Hosts: Jack Crivici-Kramer & Nick Martell
This episode features the top three pop business news stories you need to know, wrapped in the signature witty, rapid-fire style of Jack and Nick. Main themes include: Elon Musk’s mind-blowing new Tesla pay package and strategic pivot; J.Crew’s AI-generated marketing misstep; and how Cadillac’s US Open sponsorship has rebranded the icon using what the hosts dub the “Great Gatsby strategy.” Plus, a heartwarming announcement of Nick’s new baby daughter, Selena Rose Martell.
If you missed the episode, you’ll get:
Note:
Skips ad reads, musical intros, and outro banter. See individual heat-mapped timestamps for each main segment.