Tiger Sisters - COO of Reddit, Jen Wong: Inside the Platform That Shaped the Internet

Episode Date: July 27, 2026

Description Check out our matcha brand, Sisters Matcha at ⁠⁠www.sistersmatcha.com⁠⁠ Sign up for our newsletter here: ⁠https://cherieluo.substack.com/subscribe⁠How 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 insteadTimestamps:00:00: Episode introduction 00:58: Introducing Jen Wong 02:43: Why Jen left Time Inc. and joined Reddit05:35: Career advice: always take the recruiter call05:55: Reddit's path to becoming a public company09:12: How Reddit built an advertising business without personal data12:35: How Reddit communities work so differently from other social platforms15:20: Balancing free speech, safety, and community moderation19:14: How founders should (and shouldn't) use Reddit to market their startups23:00: Why Reddit has survived while MySpace, Vine, and Clubhouse disappeared26:40: How AI made Reddit one of the internet's most valuable data sources29:33: Reddit's AI partnerships with OpenAI and Google35:41: Education, career reinvention, and embracing nonlinear paths39:33: 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.coWhy 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 youWhat 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.brookeTikTok — /cherie.brookeSubstack — cherieluo.substack.comLinkedIn — /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

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Starting point is 00:00:00 Reddit's like real life. It's like coming to a dinner party or hanging out with friends. Yeah. If you showed up in a dinner party and you're like, I'm just gonna sell you my new product. You're not gonna have a lot of friends. You're like, I don't wanna talk to you. I'm trying to enjoy my dinner right now.
Starting point is 00:00:11 You went to Stanford. I went to Harvard. Shri went to, you also went to Harvard. Sherey went to Stanford. It means we're all still paying off debt. I did not dream of being a business leader. I did not dream of being a technical person. I did not dream of these things.
Starting point is 00:00:25 I often tell people that like, it's very hard to sit down an architect. You're like, some people do it. successfully. But for most people, it's like a journey of discovery and reinvention. We say you can reinvent yourself at any time. I like to think that all the time. And that keeps me just excited. I'm Cherie. I'm Gene. I'm Jen. And we're the Tiger Sisters. We are your Wall Street and Silicon Valley Big Sisters. And we're a top 10 business podcast bringing late night sister talk meets boardroom strategy. When Jen Wong joined Reddit as C-O-O in 2018.
Starting point is 00:01:00 it was already one of the most influential corners of the internet. The challenge wasn't building the community. It was building the business. Over the next several years, Jen scaled Reddit from the front page of the internet to a public company. She scaled its advertising business, secured major AI data licensing deals, and helped lead the company through its 2024 IPO. She's had a front row seat to some of the biggest questions shaping the internet today. Free speech, community trust, AI, advertising, and what happens? happens when a platform built on authenticity now has shareholders.
Starting point is 00:01:34 Today, we are sitting down with Jen at Can Lyons in Can France to take you on an inside conversation into one of the companies that has consistently shaped culture, conversations, and communities. And it's helped build a global forum for people to feel less alone in this world. Jen, welcome to Tiger Sisters. Thank you. Thank you. Thank you for having me. We're so excited to have this conversation. And can we also say, hello? We're in Can Lion in France?
Starting point is 00:02:00 Pretty great. In this crazy room? In the Reddit Deli. Guys, if you're not watching this right now, turn on your video and look at this amazing scent that we're in. You can't see what we see, but we're in a bubble right now. And people can see that we're having this conversation with Jen. It's pretty epic. Yeah, it's pretty fun.
Starting point is 00:02:18 Okay, Jen. So let's go back to 2018 when Reddit was a private company and relatively under the radar compared to its internet company counterparts. You were the C-O-O and president of digital at Time, Inc., so you were a pretty big deal. A lot of our audience is in the stage where they're thinking about their next career steps. What was it that convinced you to leave Time, Inc., and join a C-O of Reddit? You know, eight years ago, that was a pretty easy decision, but I was not actually on the original call list or the recruitment. Say more. So I lived in New York, and I live in New York.
Starting point is 00:02:56 I'm a die-hard New Yorker. Go next. Born and raised. And Reddit was headquartered in San Francisco. Yeah. And the search was for a COO who would be in San Francisco, obviously. And so I did not get the call, actually, for that. But they called a friend of mine.
Starting point is 00:03:12 And he said, you know, it's not right for me, but I really think you should call Jen. And I'm so grateful for that. Yeah. And with that, I met Steve at the Gordon Beersh at the SFO Airport at some ungodly hour as he was passing through and I was passing through. And we hit it off and we had more discussions at the office. And I knew it was right for me because when I left Time Inc. There are a couple things. One, I really wanted to go back to pure growth. And even though Reddit was still a little bit of a turnaround plus growth, I think I really saw the opportunity. It's very
Starting point is 00:03:49 rare that you have a pillar of the internet with a very large audience that doesn't have a business. It's just like an open canvas, which is amazing. And the second thing was I had at my time at Time Inc and just working in publishing at Pop Sugar, I'd watched all my editors go onto Reddit and look for ideas. All the editors were constantly looking for like social media ideas. What's the next trend? Like kind of mining Reddit already. And I'd watched Reddit grow just on its own without a lot of investment,
Starting point is 00:04:24 just growing sort of in the advanced portfolio. And so I really believed in the opportunity. I had been a longtime user. And even at Time Inc, when, you know, Stephen Alexis came back, I'd reach out and actually just to know, hey, what's going on in that time. So I was really excited, like putting all these things together. It just made sense. And I was on the beach because in January, we had sold Time Inc.
Starting point is 00:04:51 and so I was taking time off because I had a newborn at home and I hadn't had time with them. And so I said I was going to take time off maybe six, nine months. And when this opportunity came up, I was like, okay, I'm going to do it. I'm sort of cutting my break short. So you ended up taking how much time off? I ended up taking three months off. Okay. Instead of my six to nine.
Starting point is 00:05:12 And it was worth it. It was the right opportunity for me. Yeah. Even though I knew I would be on a plane going back and forth and a remote, you know, a remote, you know, on the team. I think at the time I was the only remote exec. And what a good friend of yours. Yeah, to offer your name up to be like, Jen would be perfect for this role. Incredible. And that's why I often tell people, take the phone call from a recruiter,
Starting point is 00:05:37 and even if it isn't right for you, nominate three great people you know for that opportunity. Like you can spread that to other people and make amazing thing happen for people. I always tell people that might do that today. That's such a good recommendation. Okay, my question is, so when you joined Reddit in 2018, was there already the plan and sort of like a pathway to going public? And if so, or even if not, like, what were the things that you knew had to change to get there? It's a great question. I think Reddit always being like a pillar of the internet and so different from everyone else and so special, I think. Steve and I spoke earlier, we always thought that IPO was the path.
Starting point is 00:06:21 And that's, that was sort of the context of, of thinking about the companies to be independent and for Reddit to fulfill its mission independently. So that was the dream, I think. And there was a lot of work to be done there. And so wait, so you knew that going into taking each other role. Yeah, we had that, we had that idea that was, that was going to be something that, you know, we wanted to do. Yeah.
Starting point is 00:06:41 And it made sense for Reddit. But obviously between getting there, you really needed, we needed a business. And that was less clear what the business would be. There was some advertising at the time. There was also some programmatic advertising. It wasn't all sold by the Salesforce, not clear what the ad products were. And there was also a little subscription business. And so there was a little bit of a debate of like, which do you do first?
Starting point is 00:07:07 Both are probably really viable on Reddit, which do you go after first? And we decided on ads because ads scales with users. and it keeps the platform open. And Reddit is just a born of the open Internet for people to get information. We don't want any friction for that. So I think the ad model really, I mean, one, it's a great model when it works.
Starting point is 00:07:32 And two, I think was really in line and could be built in harmony with our values. And that was really important because I think the digital advertising business has gone through these arcs of really collecting a lot of friends, first-party date on people for targeting. And we, of course, have anonymous users.
Starting point is 00:07:51 So we thought, okay, well, how do we build a great marketing platform that has great outcomes, but doesn't have that apparatus and is different? And so we built this business that's predicated on context. You know, the environment that you're in, you're reading about whatever it is, vegan spices now, like, gosh, what are you interested? What would be the right ad there? That was based on converting that high, high intent. and high signal that people give on Reddit for their interests into action.
Starting point is 00:08:22 Yeah. And I think that's worked out really well, but we took the bet then. You know, advertising platforms are really expensive to build. And so if you're, if you only do it, if you think you're going to be big and therefore can stomach that investment and that build and, you know, we're eight years into this and we still have a lot more to build. but that was that was the the journey that we decided to take and I think it was one of the best bets that we did yeah quick pause here's a productivity hack for you outsource your content curation to us you can count on us to bring you
Starting point is 00:08:55 you the well researched ideas topics and conversations that people are having to help us keep making this content subscribe now wherever you get your podcasts YouTube Spotify or Apple podcasts and we're launching a tiger sister's newsletter coming soon you can sign up in the link in our description and now back to the show Okay, so this is a little bit in the weeds, but the context is I also used to work in advertising. At Snapchat, I helped build and scale our AR advertising business. So as you were talking, I was like having all these thoughts. I was like, okay, so building advertising business, but the users are all anonymous. So like then how do you like monetize that?
Starting point is 00:09:32 But then you're like, oh, it's based on their interest. They're niche. We know what they're doing because they're writing about it. So then that's how you create all the like lookalikes or like affinity sort of targeted. Right. That's exactly right. It's based on your activity on Reddit, the context, the conversation you're sitting in, the communities you spend time with. And it doesn't matter that we don't know your gender, age, et cetera, although a lot of that is infer from, you can probably infer from what you're spending time on, et cetera, et cetera. But that's not important. And what is important and what is special about ready is that when you are anonymous, you reveal things that you don't reveal when you're under PIA. Right? So when you're on, when you're under your name, there might be a little bit more posturing. You might be editing who you are and you might not be sharing everything.
Starting point is 00:10:21 Do my friends care that I'm an avid gardener? They do not. They really don't. Do they care that I went through this long journey of buying my first car at a very late age? I hadn't bought a car until I was like 40 something. You know, and that was a tough journey for me that I went through on Reddit, but I didn't go through with friends because I was a little embarrassed.
Starting point is 00:10:41 to do that. So you reveal things that are more personal to you, which also means you're an incremental customer that somebody can find that you can't find elsewhere. Yeah. This is like one level deeper because I think the way that I have thought about ads is obviously the demographic information that you have up front. But what I'm hearing you say is that like that's not even as valuable as the niche information that we have on people. maybe they're most like vulnerable questions and vulnerable answers that they're getting on Reddit. I think for some things, there might be a correlation. For other things, I think it's, there is none.
Starting point is 00:11:18 You know, if you're going through an illness, a lot of conditions are just a human condition, right? It's not about your gender, et cetera. And it doesn't matter who you are. It's just a matter of like we're in the same life circumstance. Buying a car is a universal life experience. It doesn't really matter. I mean, in this case, it was pertinent that I was a parent with two kids and I was solving for car seats, but that was pertinent, not my gender. Yeah.
Starting point is 00:11:43 I think this is the secret sauce of Reddit. And also, Jean speaking about her experience at Snapchat, I used to work at LinkedIn on the product side. And love my time there. I have a LinkedIn, but there is posturing and there is a professionalism because your name and identity and work history and resume is tied to what you're putting out there. And so, you know, there's like a little bit of this going on on LinkedIn. It's very professional. And I would say, and I say this in a loving way, Reddit feels the opposite, you know, in its design, which I think is very clear to me. Like the LinkedIn design versus the Reddit design.
Starting point is 00:12:17 I think there's something there about how Reddit curates the community where people feel comfortable sharing, obviously with the anonymity that we spoke about. But also something in the design and the forum space where people want to contribute. And even if you're not contributing, you feel like you're gaining a lot of value just in the place that you're in. I think it's architected fundamentally differently. The anonymity, I think, allows for people to reveal things in a very safe way. And I think what makes credit different is the structure of communities. So the communities are, you know, they have different objectives. They have different things that they are trying to do.
Starting point is 00:12:55 And they help the conversation stay on topic and accomplish whatever it is that the community wants, right? If you're passionate about gardening, lots of different flavors of gardening, there's vegetables, there's flowers, there's, you know, succulence. There's specifically what it is that you are interested in. And the people who come to that, I mean, you can imagine if you come to a succulence community, you are really passionate about succulence or you're really deep trying to make sure that your plants grow, right? And that's your purpose and that's why you're there. You're not there to talk politics or other things that are off topic. And neither are the moderators are there to have a great conversation about succulence and be helpful on that. And so that makes the quality of the conversation so high.
Starting point is 00:13:34 Yeah. Because everybody's there for a purpose and they're often very knowledgeable about that subject. So in that way, it's like self-curating. I'm laughing because Sheree. I need that Reddit. I need that Reddit thread about succulence because mine will not stay alive. Sheree's very into gardening and she's a very successful gardener except for succulence. Really?
Starting point is 00:13:55 I think they should be the easiest, I think, because they don't have to ignore them. I cannot. I cannot. I overwater them and they die. My jade plant is very sad. All my plants are very, my all my succulents are very sad. But yes, I need that. I'm an avid gardener, and I've gone through a huge vegetable gardening journey on Reddit. Lots of success and still some consistent failures. Like, carrots will be the death of me.
Starting point is 00:14:19 So that's why it's your go-to example, because that's your community. Yes. I mean, I love it. And I love the gardening UK community. I think UK gardeners are really another echelon of gardening. Shout out to that community. So Reddit is often described as the front page of the internet, and it can be a place for people find learning, culture, and real belonging, as we're talking about, in these very niche topics that really feel like you belong. I do want to address, too.
Starting point is 00:14:48 I think there is a perception of Reddit, fairly or unfairly, that it can be a place for, I think, lonely people, disaffected people, define community but not in a great way or promoting antisocial world views and potentially resentment. How do you think those two realities, which can exist, I think, at the same time, how do you think they reinforce one another? How do they live together? And what is the responsibility of Reddit to shape both sides of that? I think that's the breadth of the human experience, honestly.
Starting point is 00:15:28 That's the reality is like the human experience has all of those things. And I think Reddit has space for all of those feelings and experiences. And that's okay. Like that the point is to have an open discourse and to maybe have different points of view and opinions and life experiences and reactions to different things. I think that's okay. All within our policies that keep it safe and civil and open. And that's what's really important for the health of the community.
Starting point is 00:15:56 And that's what our community wants. They want that open discourse, but they want that safety and that civility in the conversation. I think we have a system that's very different than everybody else, which is just a, you know, a set of simple rules that govern, you know, policies like no hate, harassment and citing violence. These things that you would expect for a universal, like, safety and comfort on a platform that we enforce. The thing that's really unique about Reddit is that every community has its own rules. Yeah. And the moderators and the community designs those rules. And those rules are very specific to the community.
Starting point is 00:16:33 And so you have communities that are like, you know what, I just want to be like curly hair. This is a community about positivity about curly hair. The moderators and the community keeps it really, really positive in celebration of curly hair. Great. That's what they want. And in those spaces, that's the experience you're having. Overwhelmingly, I'd say most communities, which are communities of interest and passion, like that are overwhelmingly positive and supportive.
Starting point is 00:17:01 There are communities of debate, right? There's communities like, Change My Mind, where you're, like, debating a profound belief or news where, you know, the political backdrop has so many things going on. Yes, there's going to be, you know, a lot of debate. And that's okay, too, right? Those are different spaces with different vibes.
Starting point is 00:17:22 So there's space for all of that on Reddit. I would say that overwhelmingly in my eight years at Reddit, I see kindness and positivity and humanity and people being helpful and supportive. I think it is overwhelmingly positive, but there's no doubt that in our 21 years, like we definitely had a period of time where, you know, I think we were still applying our policies in a scaled way. And I think during that time, like, yeah, I think. The platform did not deliver, you know, everything it could in policy.
Starting point is 00:17:58 And some of that, I think, you know, probably lingers in the perception. I think, you know, in the last eight years, that's changed pretty dramatically. But, yeah, you can acknowledge that there have been different phases of Reddit and some were better than others on that front. Yeah. And was it like an intentional, like, company goal or objective to change that prediction? Yes, 100%. In fact, it's like the first thing when Steve came back that he focused on. And it was a continued focus when I joined eight years ago for application of policy, safety, relationship with moderators and supporting the moderators, building our community team and, you know, building that foundation of supporting them with tools for both safety and for accomplishing their goals, the foundation of brand safety and our advertising business, all of it, explaining how we do moderation, building those tools.
Starting point is 00:18:51 that was absolutely a focus. I want to talk about another use case that I'm so curious about for Reddit. I went to Stanford's Business School, and I'm in a WhatsApp group of people in my class who are now founders. And there was this really interesting question that someone posed in this WhatsApp group. And they're just like, how are you guys using Reddit as startup founders to promote your product, whether that product is direct to consumer, CPG, or whether it's like a B2B SaaS? like how are you using Reddit as a marketing tool as a startup founder to do product placement to generate conversation, whether organically or honestly like kind of like I don't know if it's like
Starting point is 00:19:31 paying people to do it. I'm just so interesting because I hadn't heard of this side of like using Reddit to do product placement. I think it makes a lot of sense. But I wonder like how does that work? Is that something that you guys are thinking about? And like where does the line? Where is the line of like, oh, this is a natural conversation of people who are, you know, a
Starting point is 00:19:49 lined with the moderator, want to contribute, versus like a startup founder going in there, plugging their product. Yeah, I think the general rule on Reddit is to always add value to the communities and the conversation. If you remember, in the community space, the community has table set the conversation and you are there to add value to it or to add value to whatever it is that the poster was asking for help on or discuss it. And so, you know, if you think about founders of, you know, and people building new products,
Starting point is 00:20:19 there's a lot of value that you can add. You can provide, you know, scientific knowledge. If you're doing research, you can give an opinion on our product. You could do an AMA to show your expertise. You can listen to, you can actually ask questions to people. I'm building this product. You seem to be experts in it. What are the things that you want to see in it?
Starting point is 00:20:39 So there's a lot that you can get out of communities. I would say advocating for your product, like i.e., marketing and selling your product is something that is really not successful at scale unless you use the marketing platform because many communities they don't want selling or offers in their convenience and it's explicitly in the rules for the community and you know if that's,
Starting point is 00:21:04 you think about, you know, Reddit's like real life. It's like coming to a dinner party or hanging out with friends. If you showed up in a dinner party and you're like, I'm just going to sell you my new product. You're not going to have a lot of friends. They're like, I don't want to talk to you. I'm trying to enjoy my dinner right now.
Starting point is 00:21:16 versus if you were there and you're like talking about it and like, whoa, this person's really knowledgeable about this. Like how did that happen? Like, oh, well, that's what I do for a living. And I think about this problem a lot. Like, wow, okay, that's a really different way to join the conversation. So I always say use human analogs to think about how you show up on Reddit. And if you want to table set the conversation, that's how the, that's why the marketing platform is there. That's where you get business outcomes at scale and how the community expects you to show up when you are table setting the conversation.
Starting point is 00:21:46 I love that. Human analogs for how you show up in Reddit, it makes a ton of sense. I'm like, people should be thinking about that more. Yeah. And that's how we build product. That's how we think about the interactions. We want things to happen that reflects real life
Starting point is 00:22:00 and what humans want and how they naturally behave. Love it. If you guys enjoyed our recent episode about communication with Professor Matt Abrams, you should check out his podcast, Think Fast, Talk Smart. Yes, this was one of my favorite conversations and Professor Matt Abrams was my speaking coach when I did my TED Talk last year. We basically manifested this episode because we literally talked about him in an episode the year before.
Starting point is 00:22:28 And then now here we are besties with him and recommending his podcast. Check out Think Fast, Talk Smart. It's a podcast that comes out twice a week on Mondays and Thursdays. They go over everything about communication and speaking, whether it's presenting, small talk, networking. They cover it all, and communication is such a universal topic. There's something for everyone. The first ever all-electric 26 Subaru Trail Seeker is the EV for the Trail Obsessed, with up to 444 kilometers on a full charge and DC fast charging from 10 to 80% in about 30 minutes in ideal conditions.
Starting point is 00:23:06 Plus, ample ground clearance and symmetrical all-wheel drive make the 2026 Trail Seeker the most capable EV Subaru has ever built. Test drive it at your local Subaru dealer or visit Subaru.ca. When WestJat first took flight in 1996, the vibes were a bit different. People thought denim on denim was peak fashion, inline skates were everywhere, and two out of three women rocked, the Rachel. While those things stayed in the 90s, one thing that hasn't is that fuzzy feeling you get when WestJet welcomes you on board.
Starting point is 00:23:36 Here's to WestJetting since 96. Travel back in time with us and actually travel with us at westjet.com slash 30 years. Okay, so one thing, Jen, that's very interesting to me, is that we have seen over the fullness of time many platforms, internet platforms come and go. So we have MySpace, Vine, Be Real, Clubhouse. All of these are in the graveyard, the internet graveyard. Yet Reddit has still remained culturally relevant and heavily used to this day, even after almost 20 years. So why is it that you think Reddit has won out over time? And is it some magical combination of like serving innate human need plus well executed business strategy?
Starting point is 00:24:23 Or is that like giving it too much credit? So Reddit is 21 about now. It's just pretty wild. And if you think about the arc of Reddit, it's wild to think how much has changed in the secular behavior of people in the background. I mean, Reddit has consistently grown through. mobile, like the iPhone, like just a smartphone, the emergence of video, the birth of social. Right.
Starting point is 00:24:53 Right. I mean, all of these things are profound secular change, now AI. Yeah. And in all that time, Reddit continued to grow. And we, you know, I think about that a lot. And I think it's because what Reddit does is so different and unique from what anybody else does. There's just no other place on the internet that is struck. around communities and has this very scalable model that where the moderation scales with users
Starting point is 00:25:21 and now the business model scales with users. And so I always think, you know, we look at what other people do, but Reddit wins by being Reddit. And over the years, I think there's been a lot of discussion and debate about like, wow, gosh, like, seems like everybody likes this follower model and look at that viral growth. Yeah. Look at advertising. It seems like it has to be really transactional.
Starting point is 00:25:45 and on identity collection, et cetera. And yet we've done something different in every case and stuck to who we are. Building a business and harmony with our values, user privacy, anonymity, and sticking to those dynamics. And I think that has really served us well. So we really focus on being the best version of Reddit possible, which is we should be the biggest trove of human intelligence. We should have the best conversations about every topic in every language, on everything on the planet. for every human and everybody who has a passion and interest to be able to find a home on Reddit. So we focus on that and less on mirroring, I think, what other people do. And I think
Starting point is 00:26:26 that's served us well. Now, we are a consistent grower. We're not a viral grower in that sense, because we don't have a follower-based model, a dump-your-address book model. And that's okay because it's this like really healthy way of consistently growing while also maintaining a very high quality, high quality content and experience. I think those things are really important in tandem. Yeah. I think one thing that is kind of crazy is that this commitment to remaining a very straightforward product where, you know, you said it was the, it's almost like the primordial goo of like humanism. Right? It's like everybody's private thoughts and like deepest like musings are put into Reddit and that has turned into this huge conversation. And that has almost like ironically somehow turned into your most valuable product in the age of AI.
Starting point is 00:27:27 Not because AI doesn't know anything. Yeah. Unless it gets it from humans. It just has no thoughts or opinions on anything. Yeah. And it does, you know, didn't even know how to talk, right? If you think about. Reddit, Reddit is added value from pre-training to post-training to grounding to obviously, you know, reference and search. And that's because on Reddit, you learn how people talk to each other. Yeah. You learn how to stay on topic.
Starting point is 00:27:53 You know what's appropriate. You know what new emerging perspectives are, like people's opinions. You'd learn how people speak, right? The vernacular changes. And you know what an opinion is on a new product that came out yesterday. day. Yeah. Because some human had to interact and make a decision whether they liked it or not. All of that is on Reddit. And, you know, we build Reddit for our mission of, you know, empowering communities and making their knowledge accessible to everyone. We don't build Reddit for that purpose. But it turns out that that is one of the most valuable things because, again, AI doesn't know anything unless humans tell it something. Yeah. I mean, so is it just like the luckiest coincidence in the world kind of? Or I'm not coincidence, but like, right? I think market timing, I think is what you're talking about.
Starting point is 00:28:45 Yeah, I mean, it kind of is like if you think about the arc of rest, so we're 21, the first 10 years of Reddit, we were just a destination with normal word of mouth and sharing. We were not, we didn't have a corpus that was big enough to be indexed in search or found by anybody. you just found us through people sharing and telling each other. And we still are our destination today with that same dynamic. But five to ten years ago, that's really when our corpus got so big that we were indexed. So now we started to be appreciated by search and people could find us.
Starting point is 00:29:18 And at the beginning they would find us on broad-based queries, or just even narrow queries, but not navigating to Reddit specifically. Be like, well, you know, what are the best running shoes? Or I'm a parent who has this issue. And like turns out the best answer to that. that question was on Reddit. And then over the last couple of years, because people have realized that,
Starting point is 00:29:37 they now navigate specifically to Reddit and we're a top 16 search term. So it's like, best running shoes, Reddit. I just am using this tool to get to Reddit as a destination again. And now the next incarnation of that is, you know, AI to get to search or to get opinions and assist that. And still that become valuable.
Starting point is 00:29:59 And so this happened to us because of the, the fundamental work that we do, but it's not because we did anything for it specifically, and nor are we really now. I think we continue to think about communities and conversation. And it turns out, yes, that is incredibly valuable. Yeah. Which is what we always believed. So one of the things that you were at the home of was these data deals with Google for Gemini
Starting point is 00:30:24 and OpenAI. And so I'm curious, when did those conversations start to happen internally? at Reddit where you were like, hey, I think we're on to something here where we have something everyone wants, which is this data. Yeah, I think it was, it's like an evolution and it's quite complicated. Okay. So we, we've been open and enjoyed being part of the open internet and crawled and, you know, our data was part of research for these LMs, etc., before they became commercial entities.
Starting point is 00:30:59 and, you know, at some point, they became commercial or commercializable businesses instead of research projects, right? Yeah. And so that became complicated because, one, you want appropriate value exchange, two, on behalf of our users and their thoughts, which we are stewards of, we want to make sure that we protect their right to deletion. So if they take down a post, it should go away in the Internet, their right to privacy, I mean, all these things that are really important to our users.
Starting point is 00:31:27 and making sure that, you know, they're good stewards of this corpus. Yeah. And so, you know, that's when we went through the process of, you know, striking partnerships and trying to figure out how to make this work. And so we have two partnerships with Open AI and with Google and, you know, which addresses all these things, value exchange, how the data is used. You know, we help with training and we also are a reference resource. and so, you know, it was kind of under that context that we moved forward on these partnerships, I think, and there's still so much to learn.
Starting point is 00:32:06 I mean, at that time, you have to remember, you know, now Reddit is one of the most cited sources, but we didn't know at that time, right? We just, you wouldn't have found that out had we, have we not been in those models? So this is a, this is a, you know, a constant learning process. And those experiences and product experiences are constantly changing. too. I don't think that's settled. I mean, the architecture of the internet, the economy, the internet is changing so fundamentally right now, where that will land, like, nobody knows yet. Yeah. But we tend to be a company that, like, we believe in this technology of AI. We also believe in its limits in terms of, you know, what it can do and where humans, I think we are still better.
Starting point is 00:32:51 And we like being a part of having that technology. come to fruition and we're a user and beneficiary of it. So I think that's allowed us to do that, you know, in a way with structure and appropriate value exchange. I love that because I feel like a lot of the conversations lately have shifted from like SEO to like AEO answer engine optimization. And I don't, it was the foresight or like the, being ahead of the curve that like you guys are in that right now where you guys are being cited in answer engine. engines and they have the conversations that are from Reddit. I think it's so cool. Yeah.
Starting point is 00:33:31 And also in some ways, you're very much like the stewards of defining AI going forward because you are, you're the stewards of like the data that is taking us into the, I don't know, the future of what AI says to people. Yeah, for sure. I mean, so much of what people. No pressure. No, I think what we have. I think what we have, I think, is really, really special.
Starting point is 00:33:57 Yeah. And we think about, you know, growing it and making sure it's appropriately, like we're good stewards of that trove of human intelligence. I think we believe in humans. We are focused on being the most human place on the internet, maybe ironic for our tech company. And I think that when you look at even where we are today from, you know, let's say how LLMs give very succinct.
Starting point is 00:34:24 efficient answers, which, you know, it accomplishes that task. I think you look at Reddit and it stands in contrast to that. And maybe in compliment, right? It's like people will maybe want efficiency and an opinion on an answer from an LLM. But they right now are validating more than ever in contrast to that on Reddit, that exact query. They're literally typing in the same query. Chat GPT told me these were the best running. shoes, Reddit, what do you think? Or they're typing in that same query, what are the best running
Starting point is 00:34:58 shoes here? And then what are the best running shoes on Reddit to get the compare, contrast, and the validation. And I think, I don't think, I think that behavior is becoming more commonplace and will not go away. I think people will always want that, even if their behavior changes and they use more LLMs, etc. So it's, it's a really interesting moment to play that role. Yeah. And that triangulation, I think it also goes to show how important. And I mean, how much, people trust Reddit as a source for triangulation for the answer. Hey guys, so it's come to my attention that many of you don't know, Gene and I have a matcha brand called Sisters Macha that we created and founded ourselves.
Starting point is 00:35:37 What? No way. A Macha brand? Yeah. We started it in October 2024. Gene and I have worked and lived on this Macha farm in Japan. It's sourced from Wazuka, Japan, which is an hour and a half outside of Kyoto, and the brand means the world to us. It is a small family. owned farm and we actually travel back to the farm and handpick the matcha ourselves. So you can find out more about SistersMachia to try it, check it out, buy it. Buy it. Definitely buy it. At sistersmacha.com.
Starting point is 00:36:07 That's sisters matcha.com. And already, back to the show. All right. So on the topic of reinvention in closing, I'm a little confused because you went to Stanford. I went to Harvard. Shari went to, you also went to Harvard. Sheary went to Stanford. We are the Tiger Sisters.
Starting point is 00:36:25 You are on the Tiger Sisters. It means we're all still paying off debt. Oh, true, true, true. Expensive educations. So out of all that, like, what part of your educational journey do you think taught you the most about being a business leader? I think I learned different things from different places. I think, like, my undergraduate was, and I went to Yale, I think was really taught me
Starting point is 00:36:52 to think very broadly about the world. It's just a such a diverse environment with people who are different angles on society and big ideas, which I think is really important when you think about strategy and you're thinking about the future of human behavior or internet, like that's, you know,
Starting point is 00:37:10 those kinds of questions that are very tangled with society. Liberal arts coded. Liberal arts foundation, right? I think that that's what I got from that part of my education I think from my time at Stanford, which was a master's in the engineering school,
Starting point is 00:37:28 I think that gave me what I call like technical confidence, like the ability to go head to head and be like, you know, I can dive into infrastructure. I can deal with the math and the ML models. And, you know, I can lead a team that does that work confidently. And I think that's what I got from that. And being viable in that community, feeling comfortable in that community.
Starting point is 00:37:53 I think similarly at business school, it was becoming conversant in like business vernacular, which is a thing unto itself. Yes. And I think I got a community of business leaders and professionals who are like my personal and professional sounding board for my career. We're just like my go-to on so many things.
Starting point is 00:38:17 And I think is so valuable as you go through like different arcs in your personal career and then your your job and I think that's what I got from the business community and part of that was I had not met a lot of LGBTQ business professionals until I went to business school and so that became a community for me as well and that was that was amazing to gain also so it sounds like Harvard was your favorite then I think Stanford I love all of them. I mean, all of them have shaped you in different ways, right? Yeah.
Starting point is 00:38:55 Was building yourself up, building your confidence up, growing your relationships? All different and not all experiences, maybe other than the undergraduates, I hoped that I couldn't have architected. And I almost couldn't have imagined. Yeah. No, college is like this, like, monolith in my mind is like, you go to college and, you know, I wanted to go to a good college and I wanted to have a good job. And that was like this very high-level idea. Yeah. And then you go there and you have this experience, you're like, okay, that's, and it took
Starting point is 00:39:21 me probably wild to reflect on that and be like, that's what I got out of that. And this is what I got out of this. Like, it takes some distance to maybe reflect and see this is actually what I got out of it. I could not have architected that, nor could I have predicted it for myself. Yeah. Yeah. I did not dream of being a business leader. I did not dream of being like a technical person.
Starting point is 00:39:41 I did not dream of these things. Yeah. I often tell people that, like you, it's very hard. hard to sit down an architect. You're like, some people do it successfully. But for most people, it's like a journey of discovery. Yeah. And reinvention in there.
Starting point is 00:39:58 And like, I think the two of you, I think, have reinvented into Tiger Sisters, which I think is really awesome and inspiring. And I often think for myself, like, maybe there'll be another reinvention and incarnation. Like, I hold out that hope, you know, many years ahead. Absolutely. There'll be another one, yeah. We say you can reinvent yourself at any time. Yeah, I think it's multiple chapters.
Starting point is 00:40:21 I like to think that all the time. And that keeps me just excited. Yeah. All of that. Well, thank you, Jen, so much for joining us on this episode of Tiger Sisters. It's been such a pleasure to talk to you. You are so badass. Yeah.
Starting point is 00:40:36 That's very nice. Thank you for having me. It was great. I enjoyed the conversation along.

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