The Failure Postmortem

In 2011, Google launched Google+ with genuine conviction — and the full weight of its engineering muscle behind it. By 2019 it was gone. This episode walks through what Google expected, what the data kept showing them, why the org chart overrode the users, and which lessons actually stuck.

In April 2020, Quibi launched with $1.75 billion, Hollywood's biggest names, and a bold bet that people would watch premium short-form video on their phones during commutes. Six months later, it was gone. This episode walks through what the team expected, the failure signals that were hiding in plain sight, the exec calls that kept doubling down anyway, and what later products actually learned from the wreckage.

In March 1995, Microsoft shipped Bob — a cartoon-room shell designed to make the home PC approachable for first-time users. It was gone within a year. This episode works through four beats: what the team expected and why, what failure signals were already visible before launch, where executive calls diverged from the data, and which lessons from Bob's failure actually stuck — in Clippy, Windows 95, and the iPhone home screen.