Jack Bogdan and Chris Messina unpack Raycast 2.0’s shift away from a purely native Mac architecture, the backlash from power users, and what cross-platform ambitions mean for modern app development.
They also dive into Jack’s new project Recursive, an agentic IDE built around plugins, local file-based workflows, multiple AI coding providers, session replay, autonomous commits, and self-debugging loops. Jack demos how Recursive helps him build and improve his own apps — including Click — by automating crash analysis, performance benchmarking, and iterative fixes.
Chris shares his new Coaster project for analyzing iOS app updates, and the conversation expands into how AI model companies may compete with vertical software — including Jack’s finance app prototype built on the same Recursive foundation.
A wide-ranging episode on native vs web architectures, AI-assisted development, vertical workspaces, and what it means for software to increasingly build, explain, and improve itself.
