Explore the evolving architecture of the web and its implications for security, privacy, and latency in this 16-minute conference talk from USENIX Enigma 2018. Delve into the fundamental protocols of the encrypted web - HTTP, TLS, and DNS - and examine how changing assumptions about internet architecture are reshaping these protocols. Learn about emerging technologies like IP anycast and Layer 4 load balancing, and understand how the consolidation of web traffic behind reverse proxy services is transforming the landscape. Discover how internet standards such as HTTP/2 are adapting to this new architecture, and critically evaluate the trade-offs between increased complexity and the potential benefits for user privacy and latency. Gain valuable insights from Nick Sullivan, Head of Cryptography at Cloudflare, as he navigates the changing face of web architecture and its far-reaching impacts.