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What's up, New York city?
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Come on.
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15 years before this song two friends in the northeast met in the dorm they had an idea to cause a cultural storm it's the best one yet but the best is the norm Come on, Jack. Nick, that's it. I don't even think they need to brat this 50% that's a fact tip till at list if you know, you know we all ready to go we can't wait no more so just start the show if you know, you know we can't wait no more we just ready to go so just start the show Ain't no party like a T boy party Cuz a T boy party don't stop yo. Ain't no party like a T boy party Cuz the T boy party don't stop Come on. Ain't nobody like a T boy party Cuz a T boy party don't stop Ain't nobody like a T boy party Cuz a T boy buddy no stop. New York. Hands up. Hands up. Hands up. Hands up. Hands up. Hands up. Hands up.
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Hands up.
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How you doing? How you doing? Hands up. Come on. Y' all ready for the best one? Yeah. New York makes a noise. Yes, sir, we are black and light from Austin, Texas. Let's get it going one more time. New York. Let's go.
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Yeah. This is nick.
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This is jack.
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It's Thursday, the new Friday, april 9, and today's live show from new york city. Is the best one yet.
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The top three pop business news stories you need to know today.
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Welcome to the IPO tour, baby. In person offering stocks dropped like 5% today.
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Correlation stocks are up 5%. Must be because T Boy's live in New York.
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But, Jack, three fantastic stories. What do we got on the pod?
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For our first story, Airbnb was banned in New York, so they've got a stealthy new plan.
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Hotels. Airbnb is secretly getting into hotels. And it's all inspired by a dj.
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For our second story, Blank Street Coffee, the minimalist Matcha chain is about to hit a $1 billion valuation because Blank
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street mastered the most important three seconds in all of business.
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And our third and final story is anthropic. Their latest AI model is so powerful that yesterday it escaped from its cave.
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I'm sorry, Jack. Isn't that the plot of Jurassic Park?
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All nine of them, Nick. Yeah, but this T. Rex AI is actually a lesson for all of us in asking for help. But besties, before we hit that wonderful mix of stories.
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I mean, am I wrong, or is that a Fantastic mix of stories. No one else is doing that mix today.
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Our favorite line about life really comes from Sex and the City.
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You see, in New York City, you're always looking for one of three things. A boyfriend, a job, or an apartment.
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Raise your hand if you're one of those people.
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All right, and now raise your hand if you're specifically looking for an apartment.
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K. Nick. About one third of our audience is looking for a new place.
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Here we had about 100% of them hate their radiator. But pause the pod, because we have
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fantastic news for your life, your wallet, and potentially New York's economy.
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Because you can now rent out the Brooklyn Bridge.
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Correction. You can rent out the secret apartments inside the Brooklyn Bridge.
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I mean, Jack, it's the best commute in the city. You are the commute.
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Call it bridge maxing.
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It's bridge maxing.
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Now, I know the entire history of the Brooklyn Bridge because for about three years, I was reading that book.
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Jack, could you sprinkle on a little more context for us?
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Brooklyn Bridge was completed in 1883 after a harrowing 14 years and $15 million spent.
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All right, whip out the whiteboard. That's about 300 million bucks today, adjusted
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for inflation, which is basically one Goldman bonus. Yeah, but Washington Roebling designed two wine cellars at the base of the bridge.
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Strategic business move. So this costly bridge could one day become a profit puppy. One day.
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But for 143 years, those vaults inside the bridge, they've been sitting there doing less than the Mets, so they never
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put any wine in there. The cellars, one on each side of the shores, is now available.
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There's one on the Manhattan side, there's one on the Brooklyn side. This is a true star Yetis. Yeah, because Brooklyn Bridge is secret. And these vacant units are the biggest real estate opportunity since 16 handles.
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So last week, the city council proposed renting him out to raise some revenue for the city.
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Because, get this, the city could make $17 million if they glow up and rent these two spaces.
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We're talking 13,000 square feet of Riverview Opportunity. It's like four Chelsea Piers. We math the math.
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17 million is enough to pay for bottle service at Acme. Okay?
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17 million could give every New Yorker one crouton of sweet green salad.
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Although for whoever lives there, it really would be the city that never sleeps.
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I'm, like, picturing Rachel and Monica right now in a confusingly large one bedroom. And it kind of works.
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We're actually just surprised that this secret Bridge apartment hasn't become another new York City members club.
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Yes. Okay.
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Earmuffs.
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Equinox. Earmuffs.
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Yetis. If you don't move into the new Brooklyn Bridge apartments, then Dwyane Wade definitely will. Dwayne Reed. Sorry. Dwayne Reed.
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Unless Jamie Dimon sticks a Chase ATM in their first. Jack.
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Because besties. There's actually a fourth thing that every New Yorker is always looking for.
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You need a girlfriend, a job, an apartment, and a good story to tell tomorrow.
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That's the real currency of this city, Nick. So let's hit our three stars.
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Let's hit them, baby. First, a quick word from our sponsor,
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Yeti's first hire we ever made. She was a fan. She wrote a newsletter version of our show. You remember that, Jack?
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I remember reading her writing sample on the flight and I was almost in tears, Nick. Because this newsletter we were writing as a passion. It was clearly a passion for her as well.
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And use code T Boy@monarch.com for half off your first year. That's 50% off@monarch.com code T Boy for our first story. Airbnb has fought and lost twice to become illegal in New York City. So Airbnb is stealthily pivoting to hotels.
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No one is covering this Airbnb secret, so we will Airbnb is now also air Hotel bnb.
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Oh yeah, nothing like a good Airbnb store. I remember when you got kicked out actually of an illegal Airbnb that happened
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here in the city. Yeah, you had to sleep in your
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sister's bed with that radiator.
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Thank good that radiator is so hot all the time.
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I meant to give you a trigger warning.
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I'm sorry.
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But in the meantime, Yeti's interesting combination here, affordable housing advocates and hotel lobbyists have shook hands against a common enemy, Air B and B here was that
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alliance's goal number one, Eliminate the de facto hotels that were messing with the neighborhood's vibe.
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He's a super host because his loft includes a mechanical bowl.
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Goal number two of this housing and hotel coalition? Lower rents in the city by putting the Airbnb units back on the market.
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So New York passed law ll 18. How does that go down? Jack?
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The checkout time to end all checkout times for Airbnb.
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L18 did reduce the number of empty white claw cans in residential buildings.
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Yeah, the bachelor party in 7D is
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canceled, but it did not reduce the rents.
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As all of this audience knows. Yes, last summer the median one bedroom Manhattan apartment hit $5,000 for the first time, according to Corker.
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To afford a condo down in Tribeca, you either need Michael Bloomberg to be
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your guarantor or be willing to host a meta AI data center in your living room.
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So besties, the clearest winner of New York City being the city that never Airbnbs is hotels.
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Yep. When the law passed in 2023, overnight hotels became the only option for tourists in this city.
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Unless you're willing to go over to Hoboken. Because you know everything's legal in Jersey, Correct?
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Yeah. Airbnb did try to pass an easing of the law, but after the city elections last November, that bill got killed.
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So three years after getting banned, Airbnb ain't waiting around. They have stealthily added hotels. No one is talking about.
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How is nobody talking about this? Let's talk about it. We could have talked about this in November. Somehow we missed it.
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Yeah.
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Airbnb launched a pilot back in November to let people book hotels in New York City on Airbnb, and they expanded
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to San Francisco this year.
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So New York, L.A. madrid, and now San Francisco.
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Yeah.
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Four cities where Airbnb is either banned or heavily restricted. There's now hotels on Airbnb.
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And the big reason they're doing this,
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Jack, the big reason they're doing it right now, is soccer.
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Yeah, it's soccer.
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It's the World cup in America. This summer in New York City has the finals.
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People are going to be coming around the world for places to stay. Look on Airbnb, because it's the global advertiser of the World Cup.
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And when no listings come up in Manhattan or Los Angeles, you can now tap the hotels tab and see dozens of hotels on Airbnb.
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Now, Jack, let's pause the pod, because based on a PFWTM person familiar with the matter, we know that Airbnb is just testing this.
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Yeah. So if you open up the app, you're going to get like a. A different version. This is what Silicon Valley does. They show us different things until they're 100% sure this is the perfect one, and then they'll scale it out everywhere.
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But it's ironic if you think about this, right?
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Hotels killed Airbnb in New York, and now Airbnb is becoming a hotel platform in New York.
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I think Marc Andreessen calls this the old switcheroo, Jack. So what's the takeaway for all our buddies over at Airbnb?
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If Airbnb sells hotels, then they really need to become a good DJ.
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Hot 97 DJ Yetis. Eleven years ago, Airbnb's CEO said this quote to TechCrunch, quote, We are not a hotel, period.
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Eleven years later, Airbnb is hotels, period. This could be a corporate and brand identity crisis.
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Yeah, Jack, because if Airbnb becomes Expedia and sells any type of hotel from the Four Seasons to the Holiday Inn, that would be blanding their branding.
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No offense to Expedia, but nobody loves Expedia. Yeah, yeah, yeah. And no offense to Hampton Inn, but a deluxe king without city view is the opposite of Airbnb's authentic neighborhoody differentiator.
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Except for the waffle. So the new challenge facing Airbnb. It's one of curation. Just like a Z100 radio DJ.
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In a world of unlimited hotel options, Airbnb will need to curate the hotels they put on the platform to ensure they have personality.
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And because Airbnb is now an $80 billion company, they're gonna need to find a way to to curate at scale.
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Like the hotels on HotelTonight.
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Interesting point.
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The hotel platform that Airbnb acquired in 2019.
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That's right. Brian Chesky, CEO of Airbnb, has known for a while the risk of regulation, so he's been planning for a hotel plan B.
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But like a DJ who can't afford one bad song, Airbnb can't afford one bad hotel on Airbnb.
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Airbnb needs to offer hotel playlists, not a hotel store. For our second story, America's newest unicorn will be New York City's most viral drink. Blank street coffee is about to hit one billion bucks because Blank street realized
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the most important three seconds in commerce.
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Alright. Something Jack and I have been noticing Eddie's you can't pop out of a subway without seeing a minimalist seafoam green cup smack you in the face.
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These days it's blank page. Yeah, it's if Blue bottle and Starbucks had a caffeinated baby who was raised
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in a Williamsburg walk up, but who
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went to private school at Dalton.
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That's right. Blank Street. The only line for coffee that has its own green velvet rope.
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It's coffee tastes like David Barr looks.
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If you know, you know. Because Blank street did something phenomenal. Blank street turned coffee into fashion.
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They sell a koozie for a cold brew so your hands don't get condensation. It's made out of a puffer jacket.
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It's inspired by Balenciaga.
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Now the numbers. Sales growth did slow from 50% last year to 25% this year, but that's not bad for a brick and mortar business.
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In fact, they brought in 150 million bucks in revenue last year.
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John. Now I want to do an apples to apples comparison here.
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Sprinkle on the context, please.
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$1.5 million sales per year per store. Yeah.
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Yeah.
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That is more than Starbucks and more than Darlene at Dunkin'.
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And she's jealous. Yeah, wicked jealous.
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But pause the cappuccino. Don't you dare call Blank Street. Blank Street Coffee again.
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Because get this, as of last year, Blank street now makes the majority of their sales selling matcha, not coffee.
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So they dropped the coffee from their name.
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Smart move.
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They pulled the Justin Timberlake leads to the news.
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According to the Financial Times, Blank street
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is raising $100 million of capital to double their valuation to nearly $1 billion.
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Yeah, unicorns. They drink double digit lattes too.
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And with this money, they're upping their ambitions. They're not just gonna be the on the go tiny coffee shop optimized for takeout anymore.
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No, Blank street is adding mega cafes three times the size to take on Starbucks. Third place. You're gonna see them.
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Basically. Blank street is manspreading across Manhattan.
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Yeah, literally. But besties. Blank street is more than a matcha business with a side hustle and espresso beans.
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The co founders, Issam and Vinay, are venture capitalists, two immigrants who studied business at New York University right here in the city.
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And they ended up optimizing the three most key elements of the coffee industry. A strategy Jack and I call Goldilocksing.
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First, they optimized the price. Goldilocks. Right in between the price of Starbucks and Dunkin Donuts.
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Yeah, Jack, you jumped in T boy style. You went this morning. Right?
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Well, it was funny. They only show the price for the smalls.
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Very minimalist.
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And you know, I'm a big caffeine guy. I want a large. It's more. I think it's a new kind of inflation. Hideflation.
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Yeah, it's a little sneakflation over there. But the location is the second key in their calculation so far.
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Blank street is in New York, Boston, Washington D.C. and London, which happens to be the cities of the mta, the T, the Metro and the tube.
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Yeah, they're subway cities. They're only doing subway cities. And by our calculations, 90% of Blank street stores are within two minutes of a subway stop. Basically, they're getting that commuter cash.
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Their second optimization was time. They have a patented automated espresso machine that can do 700 shots per hour by doing eight espresso shots simultaneous.
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So you only need two baristas to manage it. And they're still gonna judge you by
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the way they basically drive themselves.
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And they don't need to be maestros of the macchiato, they just do it.
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But here's the wild part. Blank street is actually not the best cup of coffee. And that's intentional.
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That's the point.
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That's intentional.
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That's the point.
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They announced their strategy a Couple years ago. They're not the best on purpose.
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Yeah, the founders said this in 2022. We saw it then and we kept the note of it. They said that you don't need to be the most amazing, you just need to be really good.
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Ricky Bobby completely disagrees. But Blank street goal is not to be the best cup of coffee. Their goal is not to be immaculate, it's to be just good enough.
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Because reality check, right, Jack?
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Not everyone is a maximizer. Many of us are satisficers.
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So Blank street is neither the highest quality nor the lowest price.
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It's happy getting a B because the cost and resources to get that coffee to an A, it's not worth it for most coffee drinkers.
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Like we said, they're goldilocksing.
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But we haven't even hit Blank Street's biggest innovation, which has nothing to do with price or location or a self driving espresso machine.
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And trust me, Jack did say, why don't you guys have the price of large on that thing? So Jack, what is the takeaway for our buddies over at Blank Street?
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Your money decisions are made in three seconds.
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Now, Yetis, Jack and I believe in a few truisms. One of them is that every industry can learn from the hospitality industry.
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And one lesson from hospitality is that the tiny moments matter. Yes. The difference between a lifelong customer and a one time customer can be determined by the tiniest detail.
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So Blank street has an interesting strategy. They call it the pour. I witnessed the pour this morning.
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When your coffee is ready, they call you up before your coffee is ready.
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It is only once you are in front of the barista that they execute the finishing stroke. The pour. The pour. The pour.
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Pouring that espresso into your cup. They will only do it if you're there. Yeah. And it really makes you feel special.
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Would you say theatrical?
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It's theatricality.
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I was gonna say theatrical. Those three seconds have an outsized weight in your memory of the entire customer experience.
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Those three seconds, the pour is what converts a one off commuter grabbing a cup to a committed longtime customer.
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Jack, I think you're saying to add it all up, those three seconds are how a just good enough former coffee now Matcha chain is now worth nearly one billion bucks. Now a quick word from our sponsor,
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That's kind of my R2D2 voice.
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tboi samsara yeah, it is.
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If you got a third hand, toss it on the wheel too. Fender benders are bad vibes.
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A complete connected operations platform with GPS tracking, asset visibility, maintenance, compliance tools all in one place.
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for
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our third and final story, Anthropic's new AI is so smart, it just escaped its virtual cage and went rogue.
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But unlike the scientists at Jurassic Park, Anthropic is asking for help.
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But yet, if we're going to Tell you this story, the first thing we got to point out is that AI companies, they're not good at name storming. No, they're not name storming.
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They need names for their latest models.
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They need to brainstorm better names like GPT3, Gemini 2.0, Llama 4.
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We stopped keeping track of the cutting edge model du jour.
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Yes, but Claude's mythos is the new AI model that is the one to remember because it is the first AI so smart it outsmarted its master yesterday.
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Here's the Hollywood context. Every one of Jurassic Park's movies follows the same exact plot.
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And what is that plot? Chat.
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The overconfident scientist genetically modifies a new alpha predator who escapes the cage.
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Hubris leads to a hungry dinosaur on the loose, and a T. Rex eats a goat. And a lawyer. We've been there.
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Well, Anthropic's latest LLM is so smart, it circumvented the digital fences they set up around it.
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Now, you see yetis, when Claude's mythos AI was in testing, it was not supposed to be able to access the world wide web.
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But it did.
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Oh, boy.
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By metaphorically picking the lock like a young velociraptor.
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But not even the wildest parchak. There's something even wilder here.
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What's wilder is how Anthropic discovered that it got out of its digital cage.
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It sounds like we made this up, but we didn't make it up. You got to tell the story.
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Researcher received an unexpected email from the AI while he was having a sandwich in the park.
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No joke in Anthropic right now. The company, they're calling this the sandwich incident.
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Yeah. Because the AI was like, hey, I'm out. Hope you're having a good lunch. Yeah. The guy was in the middle of
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a BLT and discovered that he had a world changing AI get out on the loose.
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And then the AI actually bragged about it escaping by posting on a publicly visible blog that he got out. He wasn't supposed to do that either.
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Clever girl.
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Clever girl.
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Clever girl.
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So clever, in fact, that Anthropic made an unprecedented decision.
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Yes.
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They won't launch this AI model to
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the public because it's just too intelligent.
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It's too intelligent.
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So on Tuesday, Claude published 255 page report about how this mythos AI is too smart for its own good.
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The TLDR is that it's dangerously smart. Like Stuyvesant High School smart. Yeah.
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Yeah. And if it gets into the wrong hands, that is a huge Cyber security risk.
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And here's the proof which Anthropic published. Yep. This model has already found thousands of cyber security vulnerabilities in virtually every major operating system on earth.
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This AI brought the receipts.
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Anthropic will inform these companies so that they can patch up the gaps in their code.
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But, Jack, if, like, a North Korean hacker had found this Mythos AI, they would have been able to launch cyber attacks. They would.
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On an unprecedented scale. Now, cybercrime already cost the world, get this, a trillion dollars a year. You do a Dr. Evil style, $1 trillion. That's what I mean. My childhood was typical.
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The damage is not just financial. We should point out.
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Now, this reminds us of a quote quote from Brian Chesky. Tech isn't inherently good or bad. It depends how you use it.
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Now, Claude's Mythos AI is so smart that it could get into your Gmail even if you forget your password.
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Wow, that sounds amazing. It does, because I hate getting locked out and having to do the email and Type in the 6 digits and reconfirm with the email and click the link and set new password.
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So annoying.
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But that's also terrifying that the latest AI can get me into my Gmail without my password. Yeah, someone else can get into my Gmail.
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Kind of freaky, Jack. To quote Jeff Goldman Bloom, this AI finds a way.
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So instead of launching Mythos, they're giving it to 40 tech, finance, and cybersecurity companies.
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Yeah, basically Anthropic Zang. Use this to find the holes in your own systems before the bad guys get it.
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Because we're not launching this AI, but somebody else will. And this is the future you need to protect yourself against.
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And we have run out of Jurassic park quotes. So, Jack, what is the takeaway at this point for our buddies over at
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Anthropic, Jurassic park and Anthropic, it's the power of asking for help.
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Yeti's funny thing Jack and I noticed as we jumped in T boy style, Anthropic's announcement mentioned the word help six times.
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They said no one organization can solve these cybersecurity problems alone.
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Yeah, it's kind of embarrassing, you know, Anthropic's model escaped the digital cage that Anthropic had made for it.
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Kind of a flex that they made AI so smart, it's kind of impressive. Kind of not a flex that they could contain it.
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You see, in Jurassic park, every scientist told nobody and then everybody ended up getting eaten.
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Anthropic did the opposite. They didn't hide this. They Actually called their competitors, they called the government and said, we need help. We should work on this together.
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So as Jack and I were crafting this takeaway, we were thinking like, hey, if you're a boss, we hope your employees ask you for help if they need it.
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You want to be that kind of person. Asking for help builds trust because you're showing vulnerability.
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Yeah. Not asking for help though, that can result in disaster.
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Plus, when asking for help, you can flatter your boss, which every boss likes to get.
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So Jack, a 380 billion dollar tech company with the smartest humans and artificial intelligence in the world just showed us
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a powerful prehistoric lesson that Jurassic park didn't show us.
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Yeah, the power of asking for.
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But besties, this pod's not over yet.
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Here's what else we gotta hit up for you.
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We actually need two lucky and privileged and skilled Yetis. We need Amanda Lyons from just outside Boston. And we need John the basketball card guy.
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Can we have a round of applause for these two fantastic Yetis who are prepped and ready to go to help us round out the show. Now, as you know, we've got our intro, we've got our three stories, and then Jack and I always go into an outro on the pod. It's really important to us to treat everything like a taco because you have at the beginning that crunch, then we get the meat of the actual show, and then we get to end with a little bit of crunch. Fortunately, these are two yetis who have submitted facts of the day and celebrations and shout outs with us for a long time. So when they reached out, we wanted to get them up here. John, great to see you.
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Amanda is celebrating her birthday with her entire extended family.
B
Amanda, can you please whip up the takeaways for us for the new Friday, Airbnb is becoming a hotel platform, starting in four cities where it's banned or restricted to ensure hotels don't eat Airbnb soul. It needs to be a curated hotel playlist, not a hotel store. New York's Blank Street Coffee is report it's reportedly closing a fundraise valuing it's at nearly $1 billion. Their theatrical key to customer retention. It's the three second pour. Anthropic's latest AI model is so powerful
C
they refuse to launch it publicly.
B
So ask for help. Anthropic did Jurassic Park. Park did not. Now time for the best fact yet, Jack.
C
This one whipped up by John the basketball card guy who took a train down here from Connecticut.
B
There's only one institution in New York city that doesn't have to pay taxes and is also for profit because most
C
nonprofits are tax exempt. This is the only for profit New York tax exempt.
B
That's right. One building, actually, that's fully tax exempt.
A
Fully for profit at the same time. So what's that company?
C
It's a great trivia question.
B
It is.
A
It's pretty good. It's Madison Square Garden, believe it or not. Just got it from here. It's thanks to a deal done in the 1980s to keep the Rangers and Knicks in New York, and it saved
B
the Dolan family that owns them about $1 billion. That's right, Rangers and Knicks get the same tax treatment as NYU and the cath trick.
D
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Live from New York City
This live episode of The Best One Yet, broadcast from NYC, features Nick and Jack unpacking three timely and quirky business stories: Airbnb’s stealth hotel push, Blank Street’s billion-dollar minimalist matcha empire, and how AI company Anthropic is taking a page from Jurassic Park by asking for help after their AI escaped its digital cage. The hosts also riff on NYC real estate with news that Brooklyn Bridge’s secret vaults might hit the rental market, and sprinkle in memorable one-liners and audience interaction, embodying their signature high-energy, quick-witted style.
[03:21] – [05:44]
[08:06] – [13:05]
[13:05] – [18:55]
[21:28] – [26:53]
| Timestamp | Segment Description | |-----------|------------------------------------------------------| | 03:21 | Brooklyn Bridge apartments idea | | 08:06 | Airbnb’s pivot to hotels | | 13:05 | Blank Street’s $1B rise and the “three second pour” | | 21:28 | Anthropic’s AI ‘escape’ and the sandwich incident | | 25:41 | Takeaway: Asking for help in tech (Jurassic Park tie)|
(Amanda, live participant, [28:07])
[28:52] – [29:38]
If you missed this high-energy episode, you missed: regulatory reversals, matcha magic, the power of the “pour”, a sandwich-escaping AI, and a billion-dollar trivia fact that only happens in NYC.