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How do you build something that lasts on the Internet? This week, we're joined by Jen Wong, the COO of Reddit, who helped transform one of the internet's most influential communities into a public company. Recorded live from the Reddit Deli at Cannes Lions, this conversation explores what it takes to build enduring products, navigate career reinvention, and lead through one of the biggest technological shifts of our generation.

Tune in for more on:

✅ How Reddit grew from "the front page of the internet" into a public company

✅ Why the strongest communities are built on trust and not algorithms

✅ The surprising career advice that led Jen to becoming Reddit's COO

✅ How Reddit approaches AI, data licensing, and partnerships with OpenAI and Google

✅ The biggest mistake people make when trying to build community online

✅ Why career paths are rarely linear and how to embrace reinvention instead

Timestamps:

00:00: Episode introduction

00:58: Introducing Jen Wong

02:43: Why Jen left Time Inc. and joined Reddit

05:35: Career advice: always take the recruiter call

05:55: Reddit's path to becoming a public company

09:12: How Reddit built an advertising business without personal data

12:35: How Reddit communities work so differently from other social platforms

15:20: Balancing free speech, safety, and community moderation

19:14: How founders should (and shouldn't) use Reddit to market their startups

23:00: Why Reddit has survived while MySpace, Vine, and Clubhouse disappeared

26:40: How AI made Reddit one of the internet's most valuable data sources

29:33: Reddit's AI partnerships with OpenAI and Google

35:41: Education, career reinvention, and embracing nonlinear paths

39:33: Closing thoughts

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▫️ Cherie Brooke Luo — 100M+ views demystifying tech, finance & MBAs

▫️ Jean Luo — ex-Goldman Sachs, ex-Snapchat exec, 50+ AI patents, startup investor

▫️ Together: 4 Ivy League degrees • built billion-dollar products • two startups — decoded for you

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LinkedIn — /jeanluo

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