Bill Ready (Pinterest) on Social Media’s “Big Tobacco” Moment, Growing Pinterest to 578M Users, and What Gen Z Really Wants

Bill Ready (Pinterest) on Social Media’s “Big Tobacco” Moment, Growing Pinterest to 578M Users, and What Gen Z Really Wants

Bill Ready has never been afraid to make big bets—and at Pinterest, those bets are paying off. Since becoming CEO, he’s doubled down on building a healthier internet: one where all accounts under 16 are private by default, AI is tuned for positivity, and users come away inspired instead of exhausted. Today, Sammi sits down with Bill to trace his journey from his father’s auto shop in Kentucky to the helm of PayPal, Google, and now Pinterest. They dig into the headline-making decisions that reshaped Pinterest’s future, the rise of Gen Z shopping habits, and how collaborations like Pinterest Predicts with Emma Chamberlain’s coffee brand are setting cultural trends. If you want a look at what social media can be when it prioritizes progress over doomscrolling, this conversation is it. Follow Sammi on Instagram Subscribe to the Social Currency newsletter Keep up with Pinterest here Check out the trend report Pinterest Predicts 00:00 Bill Ready’s Social Currency 02:05 Early Lessons from the Auto Shop 05:31 The Controversial Decision to Turn Accounts Private for Users Under 16 06:43 Tuning AI for Positivity 26:10 Evolving the Pinterest Shopping Experience 31:58 Pinterest's Unique Approach to Video Content 34:24 Inclusive AI Tools and Driving User Engagement 41:44 How Pinterest Shapes and Predicts Trends 51:45 Bill’s Systems for Success 53:14 Social Currency Corner Learn more about your ad choices. Visit megaphone.fm/adchoices

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 Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

Saul Cohen (Sammi’s Husband) on Marriage to a Creator, AI Agents for Wall Street and Raising $12.5 Million

He’s been the most requested guest in Sammi’s DMs… and he also happens to be her husband. Today, Sammi sits down with Saul Cohen, co-founder and CEO of Clifton AI and the third Cohen to ever appear o...

27 Loka 49min

 Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader (Mary & Pip) on Fintech Fundraising, Reality TV and Shame-Free Money

Mary Holland Nader spent five years managing money for ultra-high-net-worth clients at Deutsche Bank. Then she quit to film a reality show with her three sisters… and pitched a fintech company on came...

20 Loka 1h 4min

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

Alpha School: Two-Hour Learning, the $150K Founders School and the Future of AI Education

What if kids could finish a full day of academics in just two hours? That’s the promise behind Alpha School, the AI-powered private school claiming its students learn 2.6 times faster than their peers...

13 Loka 20min

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Natalie Holloway (Bala) on Bootstrapping, Shark Tank and Dupe Culture

Bala started with $5,000, a sketch and a yoga class that wasn't hard enough. Today, the brand behind the bangles on every workout influencer's wrists is growing 50% year over year with just 12 full-ti...

6 Loka 58min

 Peloton:  First Profit, the Spotify Deal and Why the Stock Still Fell

Peloton: First Profit, the Spotify Deal and Why the Stock Still Fell

For the first time in its history as a public company, Peloton turned a profit. After years of billion-dollar losses, the fitness brand posted $63 million in net income this fiscal year. Just three ye...

29 Syys 15min

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Evan Spiegel (Snap) on AR Glasses, Getting Copied by Big Tech and the Social Media Age-Gating Debate

Nearly a billion people open Snapchat every month, and almost half a billion use it every single day. Fifteen years after Evan Spiegel and his co-founders launched the app, formerly known as Peekaboo,...

22 Syys 52min

 Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

Jim McKelvey (Square) on Beating Amazon, The Innovation Stack and Fixing FDA Drug Trials

How does a scrappy startup beat Amazon when Amazon copies your product, undercuts your price and slaps its own name on it? According to Square co-founder Jim McKelvey, you don't. Except, once in a whi...

15 Syys 1h 7min

 Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

Van Leeuwen vs. Rebel: The $24 Million Ice Cream Copycat Lawsuit

A federal judge just ordered an ice cream company to hand over nearly $24 million because their pint looked a little too much like someone else's. Today, Sammi breaks down the case of Van Leeuwen ver...

9 Syys 14min

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