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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Haley Sacks (Mrs. Dow Jones) on Money Psychology, Wealth Hacks, and How to Say No to an Expensive Bachelorette

Haley Sacks (Mrs. Dow Jones) on Money Psychology, Wealth Hacks, and How to Say No to an Expensive Bachelorette

From the FIRE movement, to the rent versus buy debate and financial fibs, today Sammi is tackling the biggest money questions of the moment with Haley Sacks. Haley Sacks (Mrs. Dow Jones) has become o...

7 Juli 1h 6min

Jamie Siminoff (Ring) on Near Bankruptcy, Amazon, and Shark Tank

Jamie Siminoff (Ring) on Near Bankruptcy, Amazon, and Shark Tank

What does building a billion-dollar company actually feel like? According to Ring founder Jamie Siminoff, it's far less glamorous than most founder stories make it seem. Jamie joins Sammi to unpack t...

30 Juni 1h 7min

Peter Semple (Depop) on Scaling Beyond Gen Z, the CMO to CEO Pipeline, and the eBay Deal

Peter Semple (Depop) on Scaling Beyond Gen Z, the CMO to CEO Pipeline, and the eBay Deal

Peter Semple is CEO of Depop,  the fashion resale marketplace that became one of Gen Z's most influential shopping platforms and completely changed how a new generation thinks about secondhand fashion...

23 Juni 1h 10min

Gary Vaynerchuk (VaynerX) on the Next Digital Gold Rush, AI, and Intellectual Property

Gary Vaynerchuk (VaynerX) on the Next Digital Gold Rush, AI, and Intellectual Property

Twenty years after uploading his first YouTube video, Gary Vaynerchuk is still obsessed with where attention is going next. Today, he joins Sammi to talk about his predictions and why it’s not too lat...

16 Juni 57min

Matilda Djerf (Djerf Avenue) on Creator-Led Brands, Secrets Behind 300% Growth and Tough Lessons in Entrepreneurship

Matilda Djerf (Djerf Avenue) on Creator-Led Brands, Secrets Behind 300% Growth and Tough Lessons in Entrepreneurship

Matilda Djerf transformed a growing social media audience into Djerf Avenue: a global lifestyle brand and an aesthetic that has genuinely shaped internet culture from fashion to beauty to the now-icon...

9 Juni 1h 6min

Eugene Remm (CATCH) on the Business of Vibe, Restaurant Economics and Critics Who Gatekeep

Eugene Remm (CATCH) on the Business of Vibe, Restaurant Economics and Critics Who Gatekeep

Eugene Remm didn't set out to build a hospitality empire. He started as a bartender, worked in nightlife, and chased success through New York's club scene… until a major failure forced him to rethink ...

2 Juni 51min

Rick Caruso (Caruso) on Disney-Inspired Retail, Political Leadership, and Why California Is Losing Entrepreneurs

Rick Caruso (Caruso) on Disney-Inspired Retail, Political Leadership, and Why California Is Losing Entrepreneurs

Rick Caruso has spent decades reshaping Los Angeles through projects like The Grove, Americana at Brand, and Palisades Village. In this conversation with Sammi, Rick talks through his entrepreneurial ...

26 Maj 1h 2min

Harley Finkelstein (Shopify) on AI Shopping Agents, Merit-Based Commerce, and the “Give a Sh*t Factor” That Makes Founder-Led Companies Win

Harley Finkelstein (Shopify) on AI Shopping Agents, Merit-Based Commerce, and the “Give a Sh*t Factor” That Makes Founder-Led Companies Win

Harley Finkelstein believes we’re entering the most important shift in commerce since the invention of online shopping itself. As President of Shopify, Harley has helped build the infrastructure powe...

19 Maj 1h 8min

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