Jul 31, 2026

Decagon’s Playbook for Building Enterprise AI Applications

Jesse Zhang and Ashwin Sreenivas, co-founders of Decagon, discuss their company's transition to open-source models for enterprise AI, emphasizing how fine-tuned small models outperform frontier models on specific tasks. They delve into the role of application-layer companies in an AI-first world, their product-driven 'glass box' approach for enterprises, and the transformative power of their 'Duet Autopilot' agent, which builds other AI agents. The conversation also covers AI's impact on jobs, highlighting the Jevons Paradox in customer support.

Jul 07, 2026

Software in the Age of Agents | The a16z Show

This conversation explores the shift in enterprise software as AI agents become primary users, moving towards 'headless' architectures where data and logic, rather than UIs, hold key value. It delves into the enduring stickiness of systems like SAP, driven by deep business process codification, and highlights that 'exception handling' is central to enterprise complexity. The discussion identifies new startup opportunities arising from AI, focusing on enhancing existing systems and bridging organizational functions rather than direct competition.

May 02, 2026

⚡️ Competing with ChatGPT and Sierra, building a $10M ARR company — Yasser Elsaid, Founder, Chatbase

Yaser Al, founder of Chatbase, shares his journey of bootstrapping the company from a side project to a $10M ARR business. He details his product-led growth strategy, the evolution of the tech stack from early RAG to a multi-model harness, and his vision for AI agents as 'Chief Customer Officers'.

May 01, 2026

Mastering AI Pricing: Flexible & Agile Monetization — Mayank Pant, Stripe

This talk outlines the challenges of AI pricing, where traditional SaaS models fail due to unpredictable compute costs and margin pressure. It presents a five-step framework for developing a successful hybrid pricing strategy, emphasizing value alignment, customer trust, and rapid iteration as key competitive advantages.

Apr 28, 2026

Box CEO: Why Big Companies Are Falling Behind on AI | a16z

Steven Sinofsky, Aaron Levie, and Martin Casado of a16z dissect the reality of AI adoption within large enterprises. They explore the significant gap between Silicon Valley's developer-centric culture and the complex, legacy-driven world of established organizations, explaining why many top-down AI initiatives fail. The discussion introduces a key architectural shift—treating AI agents as users rather than integrated software—and analyzes the immense integration, security, and data challenges that agents face. Ultimately, they argue that AI, rather than eliminating jobs, will create new ones by increasing system complexity and enabling professionals to operate at a higher level of abstraction.

Apr 27, 2026

Why Agents are Driving Software Development to the Cloud

Zach Lloyd, CEO of Warp, explains why the future of software development is moving from local, interactive agents to cloud-native, collaborative systems. He discusses the flaws in the "dev box" sandbox model, the decline of traditional SaaS interfaces in favor of "just-in-time apps," and how platforms like Warp's Oz are providing the necessary orchestration, observability, and access control for teams to effectively deploy AI agents at scale.