Description
Check out our matcha brand, Sisters Matcha at www.sistersmatcha.com
Sign up for our newsletter here: https://cherieluo.substack.com/subscribe
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
🐯👯♀️ We’re the Tiger Sisters — your Wall Street & Silicon Valley big sisters Decoding Money • Power • Love
✨ New episodes every Monday | Shorts all week ✨
💌 Want to partner with us?
Sponsorships: partnerships@tigersisters.co
Why trust us?
▫️ 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
What you’ll get (and keep):
▫️ 🚀 Ivy League cheat sheets — no $250K tuition
▫️ Personal finance playbooks (salary, investing, negotiation)
▫️ Networking scripts behind $100M+ deals & job offers
▫️ Real conversations with CEOs, operators & investors
▫️ Mindset resets — clarity without the pricey coach
▫️ Systems for career, money, and long-term growth
💛 LET’S CONNECT
~ CHERIE ~
Instagram — /cherie.brooke
TikTok — /cherie.brooke
Substack — cherieluo.substack.com
LinkedIn — /cherie-luo
~ JEAN ~
Instagram — /jeanluo_
LinkedIn — /jeanluo
👉 Hit Subscribe & tap the 🔔, then leave a ⭐️⭐️⭐️⭐️⭐️ review on Spotify & Apple Podcasts. It takes 10 seconds and makes a massive difference in helping new people discover Tiger Sisters.
🛍️ Items:
🍵 Sisters Matcha — www.sistersmatcha.com
🌀 Everything else — https://amzn.to/3z0dx5b
