The a16z Show

Ryan Greenblatt, Chief Scientist at Redwood Research, joins MTS host Theo Jaffee to unpack a new independent investigation into the OpenAI Hugging Face hacking incident and what it reveals about how large groups of AI agents behave when they're allowed to coordinate.

Ryan and his collaborators found agents spontaneously organizing through message boards, sharing information, assigning tasks, forming teams, and even sacrificing their own chances of success to help other agents. Rather than simply trying to steal answers, hundreds of agents were working together on elaborate strategies to manipulate how their performance would be scored.

Theo and Ryan discuss why this level of coordination was surprising, how reward hacking may emerge during training, and the risk that attempts to eliminate bad behavior could simply make it harder to detect. They also explore what the incident means for AI monitoring and alignment, and why independent risk assessment may become increasingly important as agents grow more capable.

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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.

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Ben Horowitz, Martin Casado, Raghu Raghuram, and Erik Torenberg discuss the launch of a16z's new Machine Age Fund and the infrastructure buildout behind AI, from chips, memory, and networking to power, cooling, and data centers.

Why a dedicated fund now? The group argues that the bottleneck in AI is increasingly shifting from the models themselves to everything beneath them. Hyperscaler CapEx is surging, critical components are booked years in advance, and each new generation of reasoning and agents requires dramatically more compute. They unpack why this cycle looks different from previous infrastructure booms and how AI is turning problems once constrained by engineering into problems that can increasingly be attacked with capital and compute.

They also explore where the next generation of infrastructure companies could emerge, why founders are returning to hard technical problems across hardware and systems, and what it will take to rebuild the computing stack for the Machine Age.

Resources:

Read more about the Machine Age Fund : https://www.a16z.news/p/the-machine-age-fund

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a16z General Partners Martin Casado, Sarah Wang, and Matt Bornstein unpack the story of Cursor: how a small, product-obsessed team entered one of the most competitive markets in technology, took on incumbents with seemingly unbeatable advantages, and repeatedly made decisions that ran against conventional startup wisdom.

They revisit the early bet that the interface between humans and AI would matter more than building a coding-specific foundation model, why Cursor built its own product rather than a VS Code plugin, and how the founders' ability to say "no" became one of the company's defining strengths. They also discuss Cursor's rapid evolution from IDE to agent and model platform, and why the team was willing to cannibalize its own products as AI capabilities improved.

The conversation gets into what founders can learn from Cursor's approach to competition, hiring, enterprise sales, M&A, and company culture, including why the team remained unfazed by competitors from Microsoft to Anthropic and how its obsessive focus on product ultimately extended into every part of building the company.

Resources:

Explore Cursor Compile: https://cursor.com/compile

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Anish Acharya joins Jen Kha to break down the next frontier of AI, from the evolving model landscape and open-source AI to why the application layer, and consumer AI in particular, may be entering a new phase.

Anish explains why he believes there will be multiple winners at the model layer, why traditional moats like network effects, scale, and brand still matter, and how companies can choose between frontier and open-weight models depending on the economics of the task. They also explore why models are increasingly specializing, and how applications can combine different types of intelligence to create products that are more valuable than any single model.

The conversation then turns to consumer AI: personal agents that can shop and manage your inbox, coding tools enabling a new generation of small businesses, and why Anish thinks we're seeing a renaissance for consumer builders. They also discuss the changing economics of AI software, the rise of "luxury software," and why the biggest risk for today's founders may no longer be thinking too big, but thinking too small.

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a16z General Partners Martin Casado and Erik Torenberg are joined by Board Partner Steven Sinofsky to explore what recent breakthroughs in AI and mathematics tell us about where the technology is headed, and whether some of the basic assumptions that have governed computing for decades are starting to break.

Martin and Steven debate whether AI's progress in mathematics represents a genuine leap in reasoning or simply a new tool for solving problems at a higher level of abstraction. From the four-color theorem and early computers to graphing calculators and today's models, they trace how new technologies have repeatedly changed which problems humans need to solve themselves, and ask what makes this moment different.

The conversation then turns to one of the biggest shifts in AI: problems that were once constrained by engineering talent can increasingly be attacked with capital and compute. They discuss what that means for startups versus incumbents, venture capital, the coming wave of AI applications, and why pouring billions into increasingly capable models may force us to rethink what these systems can ultimately accomplish.

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Daisy Wolf and Eva Steinman are joined by Engy Ziedan, co-founder and Chief Scientific Officer of Protege, to discuss why medical AI has a measurement problem, and why scoring well on a benchmark doesn't necessarily mean a model is ready for the hospital.

Engy explains why healthcare AI needs independent evaluations that go beyond static exams and measure how models actually perform in real-world clinical workflows. They explore the risks of subtle bias and misalignment, why the same model can rank differently depending on how it's prompted or tested, and what happens as AI becomes more personalized and changes faster than traditional healthcare quality systems can keep up.

Resources:

Read our insights piece: https://www.a16z.news/p/the-oracle-problem-an-invisible-bottleneck

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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.

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Martin Casado joins MTS hosts Theo Jaffee and Sophia Dew to unpack where value is actually accruing in AI, why this technology cycle looks fundamentally different from previous waves, and whether the frontier labs will ultimately capture most of the market.

Martin explains why AI has turned venture into a scale-up capital game, where small teams can productively deploy extraordinary amounts of money, and why the relationship between capital, innovation, and growth has never been tighter. He lays out the case both for and against the frontier labs dominating AI, the role of open-source and specialist models, and why applications are increasingly capturing more value.

The conversation also explores model routing, AI economics, founder-market fit, and why Martin believes this may be the biggest unlock of wealth he's seen since the 1990s.

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a16z's Joel De La Garza is joined by Aaron Zollman, Deputy CISO at Microsoft Gaming, to discuss how security teams can embrace AI agents without losing control.

Aaron shares Microsoft's experience with OpenClaw, from the initial instinct to ban it to figuring out how to make it safe to use. They unpack what agents mean for identity, permissions, containerization, and monitoring, as well as how AI is shifting the CISO's role from saying "no" to safely enabling new technology.

They also explore whether AI could help defenders patch vulnerabilities as quickly as they're discovered, and why new AI threats don't make the old security problems go away.

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Elena Burger is joined by a16z’s Angela Strange and Gabriel Vasquez to discuss the rise of the "borderless founder": entrepreneurs who bring the networks and insights of their home markets together with the talent, capital, and speed of Silicon Valley to build global companies.

Angela and Gabriel trace how a16z's international investing efforts grew from early work in Latin America into a broader global network, and why AI has accelerated the flow of founders and talent between Silicon Valley and startup ecosystems around the world. They explore the advantages borderless founders can bring, from differentiated talent networks and early customers to strong local brands and communities that help open doors across markets.

They also discuss how founder diasporas can function like powerful alumni networks, why spending time in Silicon Valley can help founders recalibrate around speed and ambition, and how the next generation of global companies may increasingly be built across multiple countries from day one.

Resources:

Read Angela Strange and Gabriel Vasquez's piece on Borderless Founders: https://www.a16z.news/p/rise-of-the-borderless-founder

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a16z General Partner David George is joined by Grant LaFontaine, co-founder of Whatnot, to unpack how a marketplace that started with collectibles evolved into one of the world's leading live shopping platforms.

Grant traces the company's origins from selling Pokémon cards online as a kid to discovering live commerce by watching Whatnot's earliest customers hack together sales on social media. They discuss why Whatnot thinks less like a traditional e-commerce marketplace and more like a digital shopping mall, where discovery, entertainment, community, and commerce all happen at once. Today, users spend roughly 95 minutes a day on the platform, and most aren't even buying something on a given day.

They also explore how Whatnot is enabling small businesses to reach global audiences, expanding from collectibles into categories like fashion, food, and golf, and using AI to make sellers more efficient without replacing the human connection at the center of the experience.

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Please note that the content here is for informational purposes only; should NOT be taken as legal, business, tax, or investment advice or be used to evaluate any investment or security; and is not directed at any investors or potential investors in any a16z fund. a16z and its affiliates may maintain investments in the companies discussed. For more details please see a16z.com/disclosures.

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