a16z's Joel De La Garza is joined by Emilio Escobar, Chief Information Security Officer at Datadog, to discuss what it takes to secure a company where nearly every employee is using AI and more than 4,000 engineers are working with coding agents. Rather than trying to block new tools, Emilio explains why Datadog chose to embrace AI early and build the security infrastructure needed to use it safely. They unpack how AI changes traditional assumptions around data permissions, credentials, developer access, and software supply chains. Emilio shares how Datadog uses role-based MCP servers and ephemeral credentials, as well as an AI "judge" built by his security team to evaluate the intent behind code and agent skills before they enter the environment. They also discuss why security teams can't afford to wait for commercial solutions to every new AI threat, how the relationship between developers and security teams needs to change, and why Emilio is less concerned about an AI "escaping" than he is about the sheer volume of vulnerabilities AI could uncover.

Angela Strange and Gabriel Vasquez are joined by Alejandro Maza Ayala, Chief Product & AI Officer at Kavak, to unpack how the Latin American used-car marketplace rebuilt itself around AI agents, with 96% of customer interactions and 95% of transactions now handled by agents. Alejandro explains why Kavak decided that simply giving employees AI tools wasn't enough, and instead redesigned the company's systems, teams, and customer experience around agents. They discuss why Kavak spends as much engineering effort on evals as it does building agents, how its AI sellers outperform its human teams, and an experiment where an AI "CEO" increased profits in one city by 50% in its first month. The conversation also explores what happens to organizational structure when agents do most of the work, why Kavak trains everyone from executives to mechanics to build with AI, and Alejandro's argument that companies looking for incremental AI adoption may be missing the larger opportunity: redesigning the organization itself.

Joel De La Garza is joined by Dylan Ayrey, co-founder and CEO of Truffle Security, and Feross Aboukhadijeh, founder and CEO of Socket, to discuss one of the biggest shifts happening in cybersecurity: AI models are no longer just finding vulnerabilities—they're exploiting them. As frontier models become increasingly capable of hacking, software security, supply chain attacks, and cyber defense are entering a fundamentally new era. The conversation explores AI-powered hacking, software supply chain attacks, leaked credentials, zero-day vulnerabilities, package manager security, and why the path of least resistance for increasingly autonomous AI systems may also be the most dangerous. They also discuss what enterprises, developers, and the open-source ecosystem need to do to adapt as the gap between vulnerability discovery and exploitation continues to shrink.

Elena Burger and Matt Bornstein are joined by Simon Mo, co-founder and CEO of Inferact, the open-source inference engine powering many of today's most advanced AI applications. Together, they explore how open-source AI evolved from a research project into critical infrastructure, why inference has become one of the most important layers of the AI stack, and what it takes to bring frontier intelligence to developers around the world. The conversation covers vLLM's origins, the rise of open-weight models, why companies increasingly want control over their AI infrastructure, and how open-source inference enables the next generation of AI applications. They also discuss model licensing, the economics of open-weight AI, Kimi K3, distillation, AI infrastructure, and why Simon believes the gap between open and closed models is rapidly disappearing.

This week, a16z American Dynamism Films premiered three short documentaries highlighting companies tackling some of America's biggest industrial challenges: Ulysses, Mariana Materials, and Radiant. Before watching those films, we're revisiting conversations with the founders behind each company. You'll hear Will O'Brien explain why autonomous underwater robots could unlock a new era of ocean exploration and security, Turner Caldwell discuss rebuilding America's critical minerals supply chain and modernizing mining, and Doug Bernauer share why portable nuclear microreactors could transform how we generate power. Together, these conversations offer a look at the technologies—and the founders—working to rebuild the industrial foundations of the United States.

Theo Jaffee is joined by Joshua Achiam, Chief Futurist at OpenAI, for a conversation on AI cybersecurity, frontier model capabilities, and why he believes society may have already crossed the threshold into an AGI-era without fully recognizing it. They discuss AI's rapidly advancing cyber capabilities, state-sponsored hacking, model jailbreaks, recursive self-improvement, and what happens when AI systems begin discovering vulnerabilities faster than humans can patch them. Joshua also explains why most people have quietly adapted to capabilities that would have seemed unimaginable just a few years ago, and why the biggest changes from AI may arrive gradually rather than all at once.

Sophia Dew and Sofia Puccini are joined by Ruby Thelot, designer, artist, cyberethnographer, professor at NYU, and founder of 13101401, for a wide-ranging conversation about internet culture, AI, digital communities, and how technology is reshaping the way we relate to one another. Drawing on years of research into online behavior, Ruby explains how digital cultures form, why algorithms shape more than just what we see, and what AI is changing about creativity, communication, and identity. They discuss cyberethnography, online subcultures, "machinic taste," AI companions, social norms, internet language, and why Americans often say they dislike AI—even as they increasingly rely on it in everyday life.

Marc Andreessen, Chris Dixon, and Robert Hackett discuss one of the most consequential policy debates facing the crypto industry: the push for comprehensive U.S. market structure legislation and what regulatory clarity could mean for innovation, financial markets, and America's technological leadership. They explore the CLARITY Act, stablecoins, securities law, consumer protection, and why both builders and financial institutions are calling for clear rules of the road. Along the way, they discuss the lessons of the early internet, FTX, open financial networks, and why they believe thoughtful regulation can strengthen innovation rather than slow it down.

Sarah Wang and Kimberly Tan are joined by Jesse Zhang and Ashwin Sreenivas, co-founders of Decagon, to discuss the evolution of enterprise AI agents, why the company increasingly relies on open-source models, and how it is helping some of the world’s largest companies deploy AI in production. Decagon has become one of the fastest-growing AI companies by building agents that automate customer support, sales, and operational workflows. Jesse, Decagon’s CEO, and Ashwin, its president, explain how the company is building enterprise AI at scale. They unpack why Decagon moved most of its inference to open-source models, how latency, evaluation, and fine-tuning shape production AI systems, and why enterprise AI requires far more than simply plugging into frontier models. The conversation also explores forward-deployed engineering, enterprise sales, AI’s impact on jobs, and why application companies will continue to thrive alongside the foundation model labs.

Alex Rampell and Olivia Moore speak with Lassie cofounders Steijn Pelle and Frédéric Renken about bringing AI to one of the most overlooked parts of the economy: small businesses. Inspired by time spent working inside dental practices, Pelle and Renken set out to automate the administrative work that keeps healthcare providers away from patients. They discuss how AI agents are changing billing, insurance claims, patient payments, and other operational workflows, allowing practices to spend less time on paperwork and more time delivering care. The conversation explores AI agents, software that performs work rather than simply storing information, onboarding AI into real-world businesses, and why healthcare administration offers one of the biggest opportunities for automation. Along the way, they discuss product design, go-to-market strategy, and what it takes to build AI systems that operate reliably in complex business environments.