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Investing in Conway, the Creator of Underdog - Andreessen Horowitz

Reported by A16z
Oct 2, 2026· 3 min read
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Key Takeaways
  • • Andreessen Horowitz leads funding round for Conway Research, backing Sigil Wen's startup developing Underdog, a personal AI product designed to run locally on user devices with user-controlled data, marking a16z's commitment to privacy-first AI infrastructure.
  • • Sigil Wen's network-driven approach demonstrates founder quality in AI sector: The 2025 Thiel Fellow built relationships with AI pioneers including Andrej Karpathy, Anthropic cofounder Ben Mann, and David Holz, positioning Conway Research at the intersection of frontier AI research and consumer applications.
  • • Underdog addresses data privacy and personal intelligence: The product tackles the problem of bringing AI capabilities onto personal devices while maintaining user control over data—a response to Wen's own experience with a compromised email account years earlier.
  • • Conway Research secured backing from multiple tier-one venture investors, including Khosla Ventures and Hummingbird VC, signaling broad institutional confidence in the personal AI computing thesis.
Summary
Andreessen Horowitz has invested in Conway Research, the startup founded by 25-year-old Sigil Wen, to develop Underdog, a personal intelligence application designed to operate on user-owned devices with encrypted, locally-controlled data. The funding announcement reflects a16z's strategic bet on privacy-preserving AI systems that shift control away from cloud-based, centralized models toward individual device deployment.

Wen's background demonstrates an unconventional path through Silicon Valley's AI ecosystem. At 17, he arrived in San Francisco with limited connections and spent formative months in a hacker house alongside researchers instrumental in building major AI models, including DALL-E, Whisper, GPT-3, and Stable Diffusion. His exposure to Andrej Karpathy during this period, combined with early access to Anthropic's Claude and David Holz's Midjourney prototype, provided direct insight into frontier AI development. Naval Ravikant introduced Wen to Chris Anderssen (a16z) in 2021, and Wen subsequently played a key role in launching Airchat, where he helped assemble its engineering team and contributed to product development. In 2025, Wen was awarded the Thiel Fellowship, a credential that underscores his recognition in the startup ecosystem.

The founding conviction behind Underdog emerged from Wen's personal experience: a bug in a widely-used email application exposed his private communications to other users. This incident crystallized his focus on personal intelligence systems where users maintain sovereignty over their data. Conway Research's approach contrasts with the current AI industry paradigm of centralized, cloud-dependent models trained on aggregated user data. By embedding intelligence on personal devices, the product positions user privacy as a technical and business differentiator.

Wen's repeated emphasis on relationship-building as a founding principle—treating connections as multi-decade investments and prioritizing helping others before extracting value—aligns with a16z's stated investment thesis around founder quality. His track record recruiting top engineering talent and supporting other founders' hiring and capital-raising efforts demonstrates scaling capability beyond pure technical execution. The backing from Khosla Ventures and Hummingbird VC alongside a16z indicates market validation of both the founder and the personal AI computing category.

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Sources

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A16z Investing in Conway, the Creator of Underdog - Andreessen Horowitz