Reddit co-founder Alexis Ohanian joins Emily Chang to discuss his journey as a venture capitalist after leaving the company he helped create.
He explains his data-driven investment philosophy and shares his vision for a future where authentic human connection becomes essential in a world dominated by AI.
Key takeaways
- The ability to modify something you love, like changing the source code of a video game, can feel like a superpower and fundamentally alter your perspective on what is possible.
- The first Olympic champion was not the best athlete in the world, but the best one who was invited. This illustrates how much greatness is overlooked when access is limited.
- While venture capitalists expect founders to provide data, they often pitch themselves to founders using vague adjectives without evidence.
- The venture capital industry is polarizing. Mega-firms and specialized early-stage investors will succeed, but firms in the 'middle' will struggle as they can't compete for the best deals.
- A major trend is that software founders need less capital, making one-person billion-dollar companies possible, while venture is simultaneously pushing into more ambitious, expensive sectors like hardware and space tech.
- Unlike 20 years ago, modern founders must immediately recognize their responsibility. Tech is the world's highest leverage industry, and its impact is undeniable from day one.
- Personal experiences, such as becoming a father to Black daughters, can provide a unique lens that reveals massive, overlooked investment opportunities in industries hiding in plain sight.
- Becoming a father, especially to a daughter, can soften the 'main character' syndrome common among entrepreneurs, shifting focus from oneself to the child.
- To stay motivated while building Reddit, Alexis Ohanian kept a 'wall of negative reinforcement,' which included a video of his rival, Digg's co-founder, disrespecting a Reddit T-shirt.
- In an internet flooded with AI-generated content, authentic human online communities will become the last bastions of high-quality, trustworthy information.
- A major risk is an AI feedback loop where models trained on AI-generated content cause authenticity and trust online to break down quickly.
- A software company founded just a few years ago can be considered a 'pre-AI company' because its DNA and development speed come from a now-bygone era.
- Platforms are like private convention centers. They have the right and responsibility to decide which communities they host, just as a venue can choose not to host a KKK conference.
- There is a societal imperative to support young men, as feelings of hopelessness and marginalization in that group can lead to more toxic outcomes for society as a whole.
- As AI commoditizes raw intelligence, education has an opportunity to shift its focus from rote memorization to cultivating uniquely human skills like creativity, empathy, and public speaking.
- While 10-20% of the population might form deep affectionate relationships with AI, the vast majority will likely use it as a powerful tool, such as a personal executive coach for real-time feedback.
- Jobs that require a unique blend of physical, creative, and empathetic skills, like nursing, are among the most secure from AI disruption. Meanwhile, human ambition will create new career paths that don't exist today.
Podchemy Weekly
Save hours every week! Get hand-picked podcast insights delivered straight to your inbox.
The origins of not waiting for permission
Alexis Ohanian's career ethos of not waiting for permission is rooted in his impatience and early experiences with the internet. As a kid, he found strangers online who were willing to help him learn to code. The ability to build a website that anyone in the world could see, without needing to ask for approval, was a powerful feeling he became addicted to.
Video games were his entry point into programming. He recalls downloading the source code for Quake 2 and modifying it to make the default weapon instantly kill a monster. This act of remixing a game he loved was a profound experience.
I was playing a version of this game that I loved, that I had just remixed, I had just changed the source code to make this thing do my bidding, it felt like a superpower.
This feeling of empowerment from software was contrasted by a harsh real-world lesson. His father, a travel agent, saw his business decimated by the rise of online travel agencies. Watching the internet, which Alexis had seen as a fun toy, disrupt his family's livelihood showed him its true power. This experience solidified his desire to be on the initiating side of that disruption.
The philosophy of 776: Finding greatness everywhere
Alexis Ohanian named his firm 776 after the first Olympic Games in 776 B.C. The name is a nod to his daughter, Olympia, but he avoided naming it directly after her so any future children would not feel left out.
The firm's thesis is based on a story from that first Olympics. The first event, a foot race, was won by a cook. Alexis explains that this cook was not necessarily the best athlete in the world, but rather the best one who was invited to compete.
He wasn't the best athlete in the world that day. He was the best athlete who got invited. The Greeks didn't invite a whole ton of people who just were outside of the Greek world... women were not even allowed to watch the Olympics back then, let alone participate. So they were missing out in greatness in their own midst.
This story is the lesson around which the firm is built. The job of an early investor is to seek out greatness everywhere, not just celebrate the people who are already in the room. The firm's motto, inspired by Jeff Bezos's "Day One" concept, is to always be on the starting line.
Alexis considers 776 the last company he will start and is motivated by a desire to build something his daughters will be proud of. He wants his work to provide financial returns while also aligning with his values and having a positive impact.
A VC playbook driven by data and accountability
When asked what makes his playbook different, Alexis Ohanian explains that his firm is run on an operating system he built called Cerebro. This system allows them to track and provide data on their performance, such as how many introductions they make for founders and their median response time. They even publish these metrics live on their homepage.
This data-driven approach was born out of frustration with the venture capital industry's lack of transparency. Alexis points out the hypocrisy of VCs who expect data from founders but use vague adjectives to describe their own value. He notes that if a founder pitched their company this way, they would be laughed out of the room.
If I was out pitching my company and all I did was use adjectives to convince investors why people love my product, I'd get laughed out of a room. They'd say, just show us the data. What are you using all these words for? And yet every VC does exactly that when making the case to founders.
By letting the data speak for itself, the firm aims to build a culture of accountability. They use software to scale their network, distribution, and all the other functions that software excels at.
Betting on the founder is the key to early-stage investing
When evaluating early-stage investments, where most ventures fail, the primary bet is on the founder. Alexis Ohanian notes that after being an early investor in companies like Coinbase, Instacart, and Patreon, the common thread for success always comes back to the founder.
The essential qualities to look for are a founder's empathy for the customer, their relentlessness, and their taste. A founder must understand the customer deeply and have the taste to judge whether a product is good enough. While these qualities are crucial, timing is the one external factor that cannot be controlled.
Alexis shares a personal example of this. His first idea in 2005, My Mobile Menu, was rejected by Y Combinator. It was a service for ordering food from your phone via text message, but it was too early, as smartphones didn't exist yet. The next day, he and his co-founder pitched the idea that became Reddit. The bad timing for his first idea turned out to be a blessing.
So timing killed my company, but in the best way possible, because we didn't spend the next four or five years trying to build. And then the smartphone revolution would've happened and we probably would've run out of money before then.
While investors try to anticipate market timing, the ultimate decision comes down to a bet on the founder and whether they can pull it off.
The power law is reshaping the venture capital landscape
Venture capital operates on a power law. A small number of successful investments generate a disproportionate amount of the returns, covering the many others that fail. For example, a successful fund might see huge returns from companies like Coinbase and Instacart, while 50 other investments in the same fund go to zero.
This power law also applies to the venture firms themselves. There are mega-firms like Sequoia and Andreessen that attract more and more capital, allowing them to double down on winners at later stages. Then there are early-stage firms, like Alexis Ohanian's 776, that aim to win by getting in first. However, there's a middle tier of VC firms that are likely to face a hard time. They struggle to get into the best deals, which are dominated by the largest firms, and they may lack the edge to identify promising early-stage companies.
A significant trend threatening the industry is that software founders will require less and less capital. Alexis recalls a conversation with Sam Altman, who predicted the rise of the one-person billion-dollar company.
It's only a matter of time until there is a one-person billion-dollar company. And that has stuck in my head.
This is a threat to mid-tier VCs, but for early-stage investors, it can be a win. When founders can reach profitability sooner without needing more funding, it means less dilution for everyone involved. At the same time, venture capital is becoming more ambitious by investing in more costly sectors. There is more investment in hardware and space tech than ever before. As a software person, Alexis finds himself in awe of founders who build with physical atoms, funding companies that create reusable rockets, video game consoles, and supersonic jets.
The enduring advice and new responsibilities for founders
Alexis Ohanian reflects on advice for founders, noting that some principles are timeless while others have evolved. The core advice from Paul Graham, "make something people want," remains as crucial as ever. In today's world of scarce attention, this principle is about a constant effort. Using his own company Athlos as an example, he explains the daily need to re-engage an audience whose attention has already moved on.
We have to re-earn attention all over again the next morning, everyone has forgotten the Internet has moved on. Earn it again. And that mindset, whether it's earning it again with our athletes, with our brand partners, with our fans, that never goes away.
However, the context for founders has changed dramatically since 2005. Back then, starting a company was not mainstream, and for Alexis, it was simply about not having a boss and building something fun. Today, he stresses that founders must understand the immense responsibility that comes with their work. Tech is the highest leverage industry, shaping the world in profound ways. Founders are less naive now and are generally aware of their potential impact from the start.
When it comes to investing, particularly in AI, Alexis focuses on the application layer rather than foundational models, which are often priced out for early-stage VCs. His excitement lies in companies solving real problems that people will pay for. He points to Dogee, a company that creates fashion avatars for virtual clothes try-on, as an example of an AI application people can fall in love with. He believes that a startup with a superior user experience will always have an edge, even if a giant like Google launches a competing product.
Asked about his personal drive, Alexis credits caffeine, a genuine love for his work, and a sense of responsibility. He feels lucky to live the cliché of never working a day in his life because he is passionate about what he does.
Fatherhood provides a new perspective on investment opportunities
Becoming a father to two Black daughters has given Alexis a different perspective on navigating the world. He feels like a very different person now and is constantly trying to learn from every experience to connect dots, a skill he believes made him effective at building Reddit and as an investor.
This new perspective informs his investment strategy. While his goal is to generate the biggest returns, he recognizes that the tech industry has been largely defined by white men. This creates opportunities in overlooked areas. He shared an example of investing in Halo Braid, a company building a robot to assist stylists in braiding natural hair. The founder, Yinka, aims to create the "Dyson of natural hair."
Alexis notes that while he might have been aware of this market before, being a father has helped him truly understand the problem, having witnessed how long braiding sessions can take—sometimes up to ten hours. The robot isn't meant to replace the human stylist but to make their life much easier.
This is an industry laying in plain sight where you have a founder who's taking a different perspective that is not going to have real competition, I think, for a very long time and be able to dominate in a space that's going to be incredibly valuable.
This investment exemplifies his strategy. While many entrepreneurs are building robots to wash dishes, this founder is solving a problem few others are aware of. It highlights the importance of seeing pitches from as many different sectors and founders as possible to find greatness everywhere.
How being a father to daughters changes an entrepreneur
Alexis Ohanian believes having daughters was essential for him. He feels it softened him in important ways, especially as an entrepreneur prone to what he calls the "main character" disease. This is a mindset where you believe you are the most important person, an affliction he thinks men are particularly susceptible to.
Becoming a father is one thing, because in that moment, you're like, oh, I'm not the most important person, like this little human is. But then when you have a daughter, it softens you in another way that it's hard to explain.
While becoming a father makes you realize you are no longer the most important person, he finds that having daughters creates a unique connection and sweetness that brings out the best in him. Despite this joy, he also feels a constant tension of never doing enough as a husband or a dad. He emphasizes that this is a feeling many professional women face, but that fathers experience it as well.
Dads feel that too. Dads feel it, too.
After becoming a father, Alexis was welcomed into an informal 'club' of other successful men who started sharing their own paternal struggles with him. This made him realize these important conversations were happening behind closed doors. He believes these discussions need to be normalized so that young men can see a path to excellence that integrates being career-driven with the awareness that raising children might be the most important thing they ever do.
From rivalry to partnership: The story of Digg's revival
The new vision for Digg is deeply connected to Alexis Ohanian's old rivalry with its co-founder, Kevin Rose. Back when Reddit and Digg were competitors, Alexis considered Kevin his "arch-nemesis CEO." To stay motivated, he maintained a "wall of negative reinforcement," which included things like a Yahoo executive calling Reddit a "rounding error" and a specific video of Kevin.
Someone had thrown a Reddit T-shirt on stage. He picked it up, he held it to the crowd, they booed, and he blew his nose on the shirt and threw it to the side. I used to watch this clip probably once or twice a week... whenever I felt like I don't really want to do this thing, I watched that clip and I remembered why I needed to prove him wrong.
Years later, the two finally met and instantly connected. Alexis realized his intense feelings of hatred were rooted in a competitive spirit and jealousy. He saw a version of himself in Kevin, who was achieving the venture funding and media attention that Reddit lacked at the time. This jealousy was ultimately a form of respect. So when Kevin told him he was buying back the Digg domain, Alexis asked to join him in the venture.
The goal for the new Digg is not just about personal history; it's about building a community platform for the AI age. One key idea is to use AI to empower human moderators. AI can handle the "digital grunt work" of content moderation, freeing up moderators to focus on genuine community management.
Imagine a moderator's job is not 90% garbage and 10% community management, but actually 90% community management and 10% sort of garbage collection. AI is what enables that.
The other major challenge Digg aims to tackle is the prevalence of fake content and bots online. With so much of social media being inauthentic, the goal is to create a platform centered on "verifiable humans" without being invasive. For Alexis, it's also a rare and exciting opportunity for a founder to "run it back" on a similar product and see if they can do it again, or even better.
Authentic human communities are the antidote to AI-generated content
Authentic human online communities are the last source of high-quality content. Much of this interaction currently happens in private group chats, where people seek genuine opinions on everything from movies to cameras. The value lies in curating a space that people trust as authentic and human. This human-generated content is so valuable that LLMs will pay for it to use as training data.
But what I worry about is there is this flywheel of if we know these models are trained on content that are now largely botted or AI generated, that authenticity loop breaks down real quick and that trust breaks down real quick.
This creates a pressing need for verifiable repositories of real community. People will seek out these spaces to escape the noise and low-quality, AI-generated content online. While group chats serve this purpose for now, they are not the final solution. There will be a need for public-facing communities where people can find authentic, human reviews and discussions on specific interests, like cameras.
The existential threat to pre-AI companies
Even software companies founded just a few years ago can be considered "pre-AI" companies. Alexis Ohanian notes that his venture firm, 776, has had to have difficult conversations with CEOs of companies started only two or three years ago. He explains that their company DNA is from an era before AI-assisted coding became normalized.
Your DNA is from an era before we sort of normalized writing code with some sort of AI assistance. The speed at which you ship, the way in which you build, is from this bygone era.
This creates a massive challenge for any software company older than a few years, forcing them to ask an existential question: can they be refounded to move at the speed of a modern company? Today, small, agile teams, described as the "Navy SEALs of software development," can achieve tens or hundreds of millions in revenue. It's very difficult for large incumbents to adapt to this new environment, and many may not survive the shift.
The values clash that led to Alexis Ohanian's resignation from Reddit
Alexis Ohanian was not at the Reddit IPO because he wasn't invited, which he expected after resigning from the board in protest in 2020. His resignation was a public statement intended to force the company to ban violent and racist communities. He had previously clashed with the board over subreddits like "Watch People Die," which he felt was vile and harmful.
He recounts being in board meetings where other members defended the community on the grounds of free speech, arguing it was helpful for first responders. The pushback made him question his own judgment. It was a surreal experience to be unable to convince the board that a platform he built shouldn't host a community where millions of people watched videos of people dying.
When you can't convince a board of four other people that the thing you've spent your life building shouldn't have a community that feeds millions of people content of people dying on camera, you've got an uphill battle. You have a different set of values.
The turning point came when the company's actions revealed a lack of conviction. After the Christchurch shooting brought media attention to the "Watch People Die" community, the company banned it. This showed Alexis that the issue wasn't a principled stand on free speech, but a lack of spine. A similar situation occurred in 2020 when the company made public statements supporting Black Lives Matter while still hosting thousands of racist communities. He realized public pressure was the only way to force change, so he resigned publicly, requesting the communities be banned and his board seat be filled by a director of color. He has no regrets, feeling fortunate to now work in a way that aligns with his values.
Alexis still defends Section 230, which protects platforms from liability for individual user posts. He uses an analogy to explain his position: a platform like Reddit is a private business, like a digital Javits Center hosting an infinite convention hall.
You make the choice. Oh, hey, we got the Pokemon convention over here. We have the Yankees conference over here. We have the Watch People Die conference over here. You're making an active choice around the communities that you harbor as a private business. And you have the right to say, 'No, sorry, KKK, we actually don't want you here because over here we're just trying to enjoy Pokemon.'
Section 230 protects the platform from what a random person says at the Pokémon convention, but it doesn't obligate the platform to host the KKK convention in the first place.
Having values only matters when they get tested
Values only matter when they are tested. The recent shift in the tech industry's political landscape isn't surprising, according to Alexis Ohanian. He sees this cultural change as a test for his own values and appreciates it for that reason. He is glad that his beliefs don't simply change with the political winds.
While he agrees with some aspects of the tech industry's shift to the right, he believes the overall "vibe shift" makes it even more important for him to voice his beliefs, especially given his position of power. He gives an example of the backlash he receives when sharing his mother's story.
If I have 10 million people saying some just vile stuff about me on Twitter because I tell the story of my mom who was an undocumented immigrant, fine. I would rather have that statement in the public record. And I know that there are millions more people who actually would read what I have to say and be like, that's fairly reasonable policy.
Alexis notes that the same statement five years ago would not have attracted the same level of toxicity. He considers it a great test of one's beliefs to be able to state them in an environment where they are met with harsh criticism, adding that such negativity doesn't affect him too much.
Why we need to cultivate human skills in the age of AI
Alexis expresses concern for the state of young boys today. As a father of daughters, he wants them to have great partners to choose from. He believes that in the pursuit of elevating girls and women, society has sometimes neglected to create pathways for young boys. He argues there's a societal imperative to support young men, noting that when they feel hopeless, they tend to express that marginalization in more toxic ways than young women do.
The conversation shifts to the role of technology. Social media rewards extreme viewpoints, but Alexis sees a change with Gen Z, who seem to be seeking alternatives and are less focused on measuring self-worth through followers. When asked if it's reasonable to expect the tech that created problems like diminished interpersonal skills to also be the solution, Alexis remains optimistic. He believes we have to build our way out of it.
He advocates for focusing on skills that make us more human, such as public speaking, empathy, and creativity, especially now that raw intelligence is becoming commoditized by AI. He envisions a future where education can be transformed.
If they can spend an hour having an AI tutor help them through all the fundamentals in what would have taken a human teacher hours and hours and hours and tons of bullshit homework and all this stuff, I think that's a huge win for all of us.
This would free up time in the school day to elevate those crucial interpersonal skills. He acknowledges trends like the "Gen Z stare" but believes that young people who cultivate strong human skills will have a significant advantage over their peers. Ultimately, he feels the pendulum must swing far enough for people to recognize a problem and initiate a change.
AI's role as a tool versus a friend
Some children's best friends may end up being AIs, but Alexis Ohanian hopes his daughter sees it as a tool, not a friend. He and his daughter, Olympia, spend time on ChatGPT together. He forces her to ask it a big question every night, even if she just looks at a salt shaker and asks where salt comes from. In these moments, ChatGPT becomes a brilliant, always-on tutor that can explain things.
Alexis predicts that a portion of the population, maybe 10 or 20 percent, will opt into deep, affectionate relationships with AI. He compares this to other forms of addiction, noting stories about people falling in love with an AI. For the other 80 percent, he believes AI will be a valuable resource. He personally uses it as a kind of executive coach, asking it for direct, unfiltered feedback on how he handles a conversation or an email. He sees this as a wonderfully healthy and effective application that will become widespread.
Regarding the future of work, some jobs will be safe. For years, his sister, a registered nurse, has asked when he would build a company to put her out of business. His response is always the same: she will never not have a job. Nursing requires a unique combination of physical, creative, empathetic, and strategic skills that will be the last to be automated. While many other jobs will be upended, human ambition is limitless. One of the biggest jobs kids aspire to today is being a YouTuber, a career path that did not exist 15-20 years ago. This shows that new, thrilling jobs will continue to emerge.
The conversation also touches on space exploration. Alexis believes it's important for the US to have a strong presence in space, even from a defense standpoint. While he invests in space tech primarily to benefit life on Earth, he is excited by the idea of humanity becoming a space-faring civilization. He thinks it would be "dope" if future generations could pursue things outside of this world, as long as it's not in lieu of caring for our own planet. Earth is still Plan A.
