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This is Nick.
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This is Jack.
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It's Tuesday. T Boy. Tuesday, September 16th. And today's pod is the best one yet. 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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100 days until Christmas. You know what that means, Jack? You know what that means? What's that mean? Plenty of time to procrastinate. You got plenty of time. Don't worry about it.
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So, dude, Wilder wants a Lightning McQueen monster truck.
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Noted.
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And we told him to write a letter to Santa. And he's like, can I write a W? And we're like, what do you mean, W? He misunderstood letter. He thinks like ABC's letter.
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Oh, he's trying to buy a vowel on this thing. Yeah.
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I had to explain to him there's two meanings of the word letter.
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I thought Gen Alpha was gonna be DMing Santa by this time. Jack, Yetis on Christmas Eve. You're gonna remember today's episode on September 16th and be thanking us. Jack, three stories for today's show. What have we got on the T boy?
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For our first story, ChatGPT just published their first ever study on on how people actually use AI.
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The biggest finding. It's not ChatGPT. It's ChatGPT.
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For our second story, Shake Shack just launched a French onion soup hamburger because.
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Shake Shack is borrowing a strategy from Michael Kors, the fashion brand.
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And our third and final story is about Robinhood, because they're launching a venture capital fund and then letting anyone invest in it.
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If this works, it'll solve the most unfair rule in all of finance. The rule we hate hate the most.
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But yetis, before we hit that wonderful mix of stories.
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Fantastic mix of stories. Love the mix today, Jack. T Boy, Tuesday.
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Yesterday, at the end of the pod, we asked you a trivia question. What product completely changed the music industry?
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This product influenced the ipod. It captivated Steve Jobs.
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But its original name was the Soundabout.
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What is this product? Today known as the Soundabout?
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It's the Sony Walkman. That was the first time you could take music outside of your home or your car.
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The Sony Walkman was the first portable music player. Wild Detail. It also invented the headphones, too.
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Now, when we were growing up, nothing screamed Christmas gift like the Sony Walkman.
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Jack Macaulay culkin had, like, seven of these things. Every McAllister got three of them for Christmas.
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Now, sure, today, the Walkman looks like a primitive listening device, but the Walkman.
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Was the inspiration for the ipod, which.
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Was the inspiration for Spotify and streaming music.
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The Walkman it is how Sony became the third biggest entertainment company on earth.
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And the Walkman is how Sony almost became Apple, but missed out on the whole digital opportunity.
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In fact, the Walkman is what led to the greatest dating hack of all time. Jack, the mixtape.
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If he didn't make you a mixtape, is he even serious about you?
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I mean, Alanis Morissette, Green Day, and tlc, all in one cassette. We'll take two.
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The ultimate expression of love. Sad fact, I never got a mixtape in my whole life.
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Jack, this podcast is our mixtape.
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Alex could still rectify that for me.
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In case you're listening, Alex, 100 days till Christmas. Alex. Just saying.
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So to hear how Sony Walkman actually began, check out our latest episode of the Best Idea yet, our weekly show.
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On the most viral products of all time.
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We dropped the link in the episode.
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Description, but in the meantime, it's T Boy Tuesday. Jack, this is the best pod we've ever done. What do you say we hit our three stories?
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Let's do it.
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Pressing play. Fifteen years before this song, two boys from the Northeast met in the dorm. They had an idea to cause a cultural storm. The best one yet. But the best is annoying. 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 Liz. If you know, you know. Cause we read to go. We can't wait no more. So just start the show. 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.
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In this economy, it's a fun and rewarding way to make money off the thing 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 quick break.
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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 ads 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.
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Launched 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 where to buy. Get 20% off your next order by entering promo code tboy at checkout.
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For our first story. OpenAI just published its first academic study on how people use ChatGPT. How you really use ChatGPT.
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And if you're picturing a male coder coding some new app in Palo Alto, that's the wrong picture of how people use AI.
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Now, yetis first of all, happy back to school season. But this time around, the professors at colleges are the ones who just got assigned something because OpenAI just gave Harvard.
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And Duke University economists the first ever access to their underlying data for a study on how ChatGPT is used.
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Now, besties Jack and I got your back. So we dove in t boy style to the study. And Jack, what was the first wild stat we noticed?
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10% of the world world's population uses ChatGPT right now.
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We repeat, ChatGPT is just 3 years old and yet 800 million humans use the chatbot daily developed by OpenAI. Jack, you're gonna have to sprinkle on more context, please.
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Facebook is the most used app in the world, right? It took them seven years to reach the 10% of the world milestone. More than twice as long as OpenAI.
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Even Zuck can't zuck that one. Oh, some other findings we discovered. What else is in the paper, Jack?
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Lower income countries use ChatGPT more than high income countries do.
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70% of usage is not related to it's actually personal.
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And the fastest growing type of chat. It's for relationship advice and role play.
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Not that like kinky role play we're talking about. There's probably some kinky role play all right, buddy. Timmy.
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But the role play people are using is like I'm going to ask my boss for a raise tomorrow. Help me prepare by pretending to be my boss.
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And Jack, you know what ChatGPT is going to say when you prompt it with that, right? Oh, yeah, you got this, buddy. You're going to do it. You're going to get that raise and I'll give you 12 bullets and seven emoji. How? Here we go. You got this, man.
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Before you push enter on that prop, say, and don't be sick of fan tech.
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ChatGPT compliments are the empty carbs of the tech industry. But Jack, what is the biggest surprise from OpenAI's first ever academic study?
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It's that women use chat more than men do. 50% of users are women, 48% are men.
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Now, funny little caveat in the fact check here, Yetis, but ChatGPT doesn't know the gender of US users. So instead they used our masculine and feminine names as a proxy for our genders.
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And in the first few months after ChatGPT was released in 2022 and 80% of users had names like Tom, Brad or Chad.
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But now that gender gap, it is totally flipped on us.
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Women have caught up. 52% of users today have names like Tina, Tiffany or Tanya.
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That's why Jack and I don't call it ChatGPT, we call it ChatGPT now.
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The biggest demographic detail that surprised us the most was that kids use ChatGPT so much.
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It turns out 50% of ChatGPT messages are from people under 26.
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And you thought Silicon Valley coders were the power users building the next app by vibe coding their afternoon at Burning Man? That's not the main use case, Nick.
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No, no, no, that's wrong. Coding is actually only 4% of ChatGPT usage.
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The other 96%, it's things to improve our decision making.
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So add it all up, Yetis, and forget the old Silicon Valley narrative. The main way people are using ChatGPT is to decide if you should accept his prom proposal.
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Yeah, 18 year old girls, that's what's going on.
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Our advice, by the way, if he really wants to go with you, he would do two dozen roses, not one dozen.
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But Jack, no, he'd make a mixtape, Nick.
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And it all comes full circle. So Jack, what's the takeaway for our buddies over at ChatGPT?
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We are the decisions we make. AI can help you make better ones.
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Yeah, it is. Overall, ChatGPT's biggest use case is decision support, especially important in knowledge intensive jobs.
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So if you're not sure how to use AI, this study says it's just to second guess your decisions.
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That's how instead of creating new content, ChatGPT is being used to test yours.
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Let's say you just finished a paper or a report. Before you push submit, feed the report to ChatGPT and ask it to identify weaknesses.
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Jack, we actually just did this at T boy like Yetis. Jack and I are extending a job offer to someone. So before we sent them the job offer, we ran it through ChatGPT like to see if we were missing any kind of key details, legal stuff, important HR things.
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We were missing all of them.
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Those things.
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Nick recently asked ChatGPT because he was going to Yosemite and he wanted to do the Half Dome hike with his wife. But upon learning how novice a hiker Nick is, Chat told him not to do that hike.
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ChatGPT was like, have you heard of Central park in New York? You could walk through Central park instead.
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That seems more skill appropriate to you, Nick.
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And that was a major life decision. Yetis, it sounds philosophical, but we are the decisions we make. AI can help you make better ones. For our second story, Shake Shack just launched a French onion soup B hamburger.
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A French onion soup burger.
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And they've got 18 more wild menu items apparently up in the pipeline because.
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Shake Shack is the Michael Kors of food. We'll explain, but first, Jack, I gotta.
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Sprinkle on some context with some scene setting here. Molly and I, anniversary every year, Shake.
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Shack wedding anniversary or meet cute versary.
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We kind of round up and do them all at once. Okay, here it is. Here it is. We do a Shack burger, one Shroom burger and then we split the custard. Not the check is custard ice cream based. Custard sounds like an aged ice cream, but that's a story for another pod Yeti. As exciting as it was for Molly and I to celebrate our anniversary meal, it also was a sad meal because we happen to be Shake shareholders and.
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The stock is down 30%. And by the way, Nick forgot to mention their first date ever was at a Shake Shack.
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Oh, and the stock of Shake Shack fell 20%, like two days before our anniversary. I should also point out beef prices.
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Are at all time highs. Dairy prices are too. In this economy, most people aren't searching for a more expensive burger.
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Oh, you want to add avocado? You're going to have to pay with Chase Sapphire points for that one.
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Still, we jumped into the earnings and Shake shack is opening 80 new locations this year and they're working on their first ever marketing slogan.
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But the big Surprise. Getting all the attention was their newest menu invention, a French onion soup hamburger.
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Is Julia Child the new chef at Shake Shack?
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I think she's the CEO, Jack. Actually, there's a whole French onion menu they're doing at Shake Shack. Like apparently everything but the soup.
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God, I love French onion soup.
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Well, the stock in shake shack, it jumped 4% on this brand new hamburger.
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It's a story that was covered in both Bon Appetit and cnbc, even though.
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The French say it is not.
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But here's the big problem facing Shake Shack. More expensive does not mean more profitable.
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So Yetis, Jack and I jumped in t boy style to the Shake Shack menu. We looked at the one at their Cow Holler location in San Francisco, and Jack, what did we notice?
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A regular shack burger costs $10, but.
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The new French onion Shack burger, that'll cost you $15.
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A regular vanilla custard milkshake is $7.
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But their new Dubai chocolate with pistachio flavor is $11.
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So on average, these limited time only products are priced 50% higher than the permanent menu items. But here's the surprise. Despite that higher pricing, Shake Shack is not making more profits from them.
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Get this. McDonald's, which is priced way lower than Shake Shack, has 50% higher profit margins on their food.
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McDonald's profit margins are 30%. Shake Shack's are 20%. So what's going on here? Is Shake Shack making fancy limited time only food to draw people in? Like a lost llama?
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Yeah. Like, is this French onion burger gonna get you in the store? But then they hope you spend six bucks on the more profitable French fries. Maybe.
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Well, get. CEO says they already have planned 18 more. Surprise. Premium limited time only products in the pipeline. What's coming?
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Shake Shack, like quail egg hot dogs. What are you going to say? Beluga caviar custards right there.
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Beluga.
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I know you are an oyster guy and you're going to want that on your chili fries. Jack, I am neither of those things. Spoken like a man from a landlocked state. So, Jack, what's the takeaway for our buddies over at Shake Shack?
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Shake Shack is borrowing a strategy from.
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Michael Kors, Yeti's, Burger King, McDonald's, Wendy's, even Five Guys. None of them are offering a truffle burger. But Shake Shack is.
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And there's a noble element to that strategy. They're democratizing food that's typically found only in Michelin star restaurants.
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But what Jack and I find fascinating is that it's also a strategy we've seen before. We've seen it in fashion.
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The biggest part of the luxury industry is accessible fashion.
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Michael Kors, Tory Burch, Kate Spade. Affordable brands of unaffordable styles.
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Chanel will invent a brass buckle clutch, and then Michael Kors will come out with a version 1/5 the price.
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And that's exactly what Shake Shack is doing here, Jack. Like, forget McDonald's. What Shake Shack is doing is positioning itself as Michelin stars for the masses.
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That's the new slogan they should do. Michelin star for the masses.
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You know what? Danny Meyer, who owns like, a lot.
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Of Shake Shack stock, he has a Michelin star.
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Yeah, he does.
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Or does he?
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Actually, I'm not sure he's got enough for a constellation. Jack. Yeti's accessible luxury. It started in fashion, but now we're seeing it in french fries. Now a quick word from our sponsor, Yetis. This episode is brought to you by. Prize picks. You and I, we make decisions every day. But on prize picks, being right can get you paid.
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Don't miss any of the excitement this season on prize picks, where it's good to be right.
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And besties, since I'm co hosting here with the starting backup D3 quarterback, Jack, can you tell me what it's like being right on the football?
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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.
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Then you pick your player, let's say Saquon Barkley. And finally, you pick more or less.
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If you said more and Saquon scores more than one touchdown, you win money.
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Yeti's prize picks is the simple way to get action on sports in over 40 states, including California, Texas and Georgia.
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And wildly, they offer injury reboots. So, like, if one of your players pulls a hammy, prize picks won't count it as a loss. Nice.
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I wish my fantasy league had the same rules.
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So download the app today and use code T boy to get 50 bucks off in lineups after you play your first $5 lineup. That's code T boy to get $50 in lineups after you play your 1st $5 lineup.
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Prize picks. It's good to be right.
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Netsuite, Yetis, what does the future hold for business? Can someone just invent a crystal ball?
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For our third and final story, Robinhood just launched a venture capital fund that anyone can invest in.
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What is this?
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The people's vc? Yeah, he's exactly what it is. It is a continuation of treating the dumb money with respect. But will it invest in the SpaceXs of the world or the space wise Yetis?
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In 2012, just as Nick and I started working in finance in New York.
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City, a couple five, ten brown haired guys working in finance.
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The big IPO at the time was Facebook.
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What was the wild detail? No one talks about about the Facebook IPO?
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Jack Bono invested in Facebook two years before the IPO.
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The U2 singer Bono, he got Facebook stock two years before anyone else.
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He didn't get in on the dorm room floor at Harvard, but his gains on Facebook were actually bigger than the money he made with his music.
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Yeah, it was so much money, it gave him vertigo.
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Now, well done. Now, eight years later, Nick and I watched Airbnb's ipo. The stock quadrupled on day one. But get this, only the pre IPO investors benefited from that stock.
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Pop. You see, Add it up. Besties. And Jack and I were frustrated because as finance guys, we knew that our salaries can only take you so far in your pursuit of wealth.
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Owning things is how you get rich. But the best stocks to own, the best stocks, gaining the most. It all seemed to happen before the ipo.
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Well, here's the news. Robinhood is launching a venture capital fund, letting anyone on their platform buy in to startup investments. Yeah, yeah, yeah, yeah. Robinhood Andreessiewicz over here.
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Robinhood is calling it the venture fund one, implying more are coming in the future, which is a bold move. And it's pending SEC approval.
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And if Robinhood's venture capital fund becomes real, it could knock down a hugely unfair barrier of finance.
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Because the truth about American capitalism, investing in pre IPO companies is a privilege, not a right. And it's a privilege that only the rich enjoy. By law.
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By law. By the way, Jack, you know if Robinhood becomes a venture capital firm, you know what that means? They're gonna have to open a Twitter account and become a subject matter expert on everything, like every vc.
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True.
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Now, besties Jack and I want to share and sprinkle On a little personal context for this story.
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Right, Jack, we want to share a story about a game changing event in our it was doing a deal with Robinhood that gave us pre IPO stock in Robinhood besties.
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When Jack and I sold our first company to Robinhood, we were given shares of Robinhood when It was just 300 employees.
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After Robinhood IPO'd three years later, it was game changing. I bought a house and I took my entire family and my brothers and their families on vacation.
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That deal, yeti's that Jack and I were fortunate to be able to do, changed our lives forever.
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But by law, most people can't get their hands on pre IPO stock like Nick and I did. And we think it's one of the most contradictory regulations that explains why it's called accredited investor.
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Basically, you must meet certain financial qualifications in order to be investing in private companies.
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You must have either A, a minimum net worth of $1 million or B, a minimum income of $200,000 for two years in a row.
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That would qualify you as a quote, unquote accredited investor.
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And only then do you have the privilege to invest in pre IPO companies.
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Now, we think the logic here is sound, right, Jack? Like this does make sense on paper.
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Regulators know that investing in private companies is especially risky, even riskier than investing in publicly traded companies.
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So you must be experienced and you must have money to lose.
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But the way they measure your sophistication is how much money do you have?
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Which begs the question, like, is that even constitutional? Like, can they use your richness as a proxy for smartness?
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It sounds blatantly unconstitutional. Constitutional. There's definitely some rich people who aren't smart and some not rich people who are very smart.
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Instead, we wish they had a more nuanced way to become a accredited investor in private companies, right?
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Like an investing test.
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What if you got a venture capital license? You had to pass your Series vc.
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That would be more fair than judging you based on your net worth.
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But in the meantime, Robinhood is going to use blockchain tokens as a way to bypass this exclusionary regulation and let.
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Anybody invest in pre IPO companies like Bottle.
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So, J, what's the takeaway for our buddies over at Robinhood?
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The devil's in the details. In this case, the devil's in the deals.
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Yetis, if you buy shares in Robinhood's venture capital fund, you're buying a as they put its concentrated portfolio of private companies at the frontiers of their respective industries.
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But will those companies you invest in be winners or losers of their respective industries. Because for every SpaceX, there are many, many failed rocket companies.
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Actually, on average, within every venture capital fund, typically only 1 out of 10 startups up truly succeeding.
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In fact, according to Harvard Business Review, 75% of venture capital funds don't gain money, they lose money overall.
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So the majority of VCs fail. It's risky. That's why there are so many regulations around them.
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They don't want people losing their entire life savings on one venture capital investment that they weren't well informed on.
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That's why the way we see it, for Robinhood to succeed here, it needs to hire actual VCs who actually invest in promising startups.
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Will Robinhood's venture capital firm be like a Sequoia or an Indri stock? If so, we want to buy stock in that fund.
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Oh, will it be like a jvc, a junior varsity version of venture capital that fails to invest in good companies at good prices?
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The devil's in the details. In this case, the devil's in the deals.
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Jack, could you whip up the takeaways for us?
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For t boy Tuesday, OpenAI just partnered with Duke and Harvard for the first study on how people actually use ChatGPT.
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Yetis we are the decisions we make using AI can help you make better ones.
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For our second story, Shake Shack just launched their French onion soup menu. Everything French onion, but the soup not possible.
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This is accessible luxury but for food. And we've seen that strategy before in fashion with Michael Kors.
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And our third and final story. Robinhood is launching a VC fund that anyone can invest in, bypassing accredited investor regulations with the blockchain.
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But the devil's in the details. And in this case, the devils are the deal.
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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, we have a TikTok deal. President Trump announced TikTok could be sold to someone. But there's a deal. But there are no details. The buyer and the seller have agreed, but they're not available yet.
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It was the most detail free deal announcement we have ever heard.
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Treasury Secretary Scott Bessant says the deal will be finalized by this Friday because.
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He'S meeting with China to talk trade.
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Our prediction? Larry Ellison of Oracle. Yeah, probably involved.
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For our second story, guess who Albania just appointed to be a member of the cabinet. An AI bot.
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We repeat, the country of Albania has a new public minister named Diella. An AI bot. And Jack, what is her task?
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To tackle corruption. This AI is going to review RFPs and other government contracts to root out potential conflicts of interest.
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It's actually created in partnership with Microsoft. She has a face, she has a name, and she wears a virtual Albanian historical.
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And finally, speaking of 100 days until Christmas, Best Buy is now selling a TV for $120,000 because it's the size of your entire wall.
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100 days till Christmas. How about 100 inch TV that's HD and will be over 100 grand.
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That's not big enough, Nick. It's 136 inches.
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Okay. @ that height and price, the total addressable market is. I'm thinking, like, what do you think? Two people, The Winklevie twins. Does that work? Now, time for the best fact yet. This one sent in by legendary yeti Nick lecicero from lovely city in lower Manhattan.
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There is a functional working clock built into the sidewalk on Maiden Lane.
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The Bartman sidewalk clock, if you will.
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It was installed over 100 years ago by a jewelry shop on that block so that people would be able to check the time as they were walking down the street.
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It was also partly a marketing tool to get people thinking about, you know, what if I have to look down on the sidewalk to watch the time? I mean, maybe I need a watch.
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But it was also partly a public safety issue issue, because when people stopped to look at the watch or the clock, I mean, it would cause traffic buildup.
A
Get out of the way, Yetis. Today, it's one of the only sidewalk clocks left in the United States. And yes, it still works. Yetis, you look fantastic today. And remember, if you haven't yet, go check out the best idea yet for our weekly episode, this one on the Sony Walkman.
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Sony had the portable music market on lockdown. They should have invented the ipod, but they failed the innovator's dilemma.
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Jack, I'm still getting over the emotional pain of hearing no one's ever made you a mixtape, either you or Alex.
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Dude, it's a race. Who's gonna get there first?
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Alex, it's on. Jack and I will see you tomorrow, besties. And before we go, a congratulations to legendary yeti's Cory and a Sha down in lovely Los Angeles. They've got a new baby girl named Norman Nora. She just turned a wonderful three months old.
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Happy anniversary to Bree Jong and Xavier Kowalski in Gainesville, Florida.
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Go Gators.
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Their first anniversary and they've got a baby due this October.
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Alan Truong down in Dallas is closing on his first house. Congratulations, Alan.
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And congratulations to Ray Roberson in Atlanta, Georgia, who just landed a new job and besties.
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If you want to get a shout out or a birthday win on this pod, just fill out the form in our episode description. We'll get you on the show.
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And to anyone else celebrating something today.
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Make it a T boy. Celebrate the wins.
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This is Jack. Nick owns stock of Shake Shack and we both own stock of Robinhood, Airbnb, Apple and Spotify. If you like the best one yet, you can listen ad free right now by joining Wondery and the Wondery app or on Apple Podcasts.
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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 know you Did I.
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Put the clothes in the dryer? I hope they don't think I was.
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Asleep already.
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When your racing thoughts keep you up at night, it's tough to let go and get the rest you need. Better sleep can help. You might have heard of white or brown noise. There's a whole rainbow of color noises and they can help you calm your mind mind, reduce stress and sleep better. Like the green noise you're listening to now. With the Better Sleep app you can discover more color noises and over 200 soothing sounds, guided meditations and bedtime stories. High quality rest is vital to your mental well being and physical health. Calm your restless mind, conquer your day and sleep better at night. Download Better Sleep from the App Store or Google Play and start a seven day trial today because when you sleep better, you feel better.
Episode Title: 👢 “ChatGP-She” – AI’s female flip. Robinhood’s VC-for-All. Shake Shack’s Michael Kors burger. +Sony Walkman’s innovation.
Hosts: Jack Crivici-Kramer & Nick Martell
Date: September 16, 2025
Total Runtime: ~26 minutes
This episode delivers the signature "Best One Yet" recipe: three big business stories with witty banter and clever pop culture references. The hosts explore (1) surprising new data on how people really use ChatGPT, (2) Shake Shack’s gourmet fast-food strategy inspired by luxury fashion, and (3) Robinhood’s new move to democratize venture capital investing. There’s also a nostalgic spotlight on the Sony Walkman’s music-industry impact, plus quick-hitting news nuggets at the end.
“Facebook... took them seven years to reach the 10% of the world milestone. More than twice as long as OpenAI.” (06:36, Jack)
“Now that gender gap, it is totally flipped on us. Women have caught up. 52% of users today have names like Tina, Tiffany or Tanya.” (08:05, Nick)
“If you’re picturing a male coder coding some new app in Palo Alto, that’s the wrong picture of how people use AI.” (05:49, Jack)
“Can they use your richness as a proxy for smartness? ...There’s definitely some rich people who aren’t smart and some not-rich people who are very smart.” (20:11–20:17, Nick & Jack)
“The devil’s in the details. In this case, the devil’s in the deals.” (20:53, Jack)
On AI’s Gender Flip:
“Now that gender gap, it is totally flipped... 52% of users today have names like Tina, Tiffany or Tanya. That’s why Jack and I don’t call it ChatGPT, we call it ChatGP-She now.” (08:05–08:10, Nick)
On Accessible Luxury:
“Michelin stars for the masses.” (14:31, Nick)
On Accredited Investing:
“Can they use your richness as a proxy for smartness?” (20:11, Nick)
On VC Risk:
“In every venture fund, typically only one out of ten startups truly succeed... 75% of venture capital funds lose money.” (21:17–21:31, Jack)
On Walkman Nostalgia:
“The ultimate expression of love. Sad fact, I never got a mixtape in my whole life. Jack, this podcast is our mixtape.” (02:53–02:57, Jack & Nick)
This episode is a strong mix of thoughtful business reporting, quirky analogies, and genuinely useful perspectives for anyone interested in AI, retail innovation, or investing—served with a side of nostalgia and laughs.