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Last week, I was invited to a breakfast with Reddit, Inc

January 29, 2026
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Last week, I was invited to a breakfast with Reddit, Inc. COO Jen Wong, and the conversation sparked a thought that has stayed with me. I asked her about Reddit Answers, their new AI powered Q&A product, and how it might stand apart from other tools, and it led me to reflect on the scale of opportunity ahead for Reddit.

Most of us use AI tools like ChatGPT or Gemini when we want quick answers or to research something in depth. But every so often, they come up short. The answers can be shallow, vague, or completely missing the target. When that happens, the experience just ends. The system doesn’t know where else to go.

That’s what sparked this reflection: what if Reddit Answers didn’t stop there?

Reddit is a platform with a living, breathing network of communities covering just about every topic imaginable. So what if, instead of drawing a blank, Reddit Answers could post the question directly into the right subreddit and ask real people for their input, and then bring those responses back to the person who originally asked?

That would create something we don’t really have today with chat based AI platforms: a human-AI-human loop.

It wouldn’t just answer the question. It would drive new conversations, spark engagement, and enrich the platform’s knowledge base over time. It might even bring more people to Reddit in the first place, because they could see their question out in the world, answered by real people, not just algorithms.

And the more I thought about it, the more it felt like this approach could reward platforms like Reddit that have always prioritized depth over virality. Most of the internet was built for clicks, not discourse. AI tools trained on that surface level content often reflect it back. As a daily active use for nearly a decade, I know first hand that Reddit is different. Its value has always come from people taking the time to write long, thoughtful answers, challenge each other’s ideas, and build collective understanding.

If AI systems start routing unanswered questions back into real communities, the platforms that invested in cultivating those communities could become even more valuable. It would turn Reddit from just a source of data into an engine for generating new knowledge.

What excites me most is the idea of reinforcement. AI can surface knowledge quickly, and communities can deepen it with real perspective and experience. Each makes the other stronger. If Reddit leans into that, Reddit Answers has the potential to dominate by creating a feedback loop that no other platform can match.

I’m grateful to Blake, Jane and team for creating the space for such a thoughtful discussion, and for sparking a reflection I’ll continue to explore.
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