The a16z Show

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.