Work in Progress

Issue 06

When AI Saves an Hour but Costs You Half a Day

The way we measure AI's value is getting a bit ridiculous. "Time saved in meetings" is now a real success metric, but it only counts the good half. Nobody's building a dashboard for "hours spent re-reading what the AI did" or "times I clicked accept without really looking." That's where the cost actually lives. We were promised our time back, and a lot of us quietly became the AI's babysitter instead.

Issue 05

Your AI Didn't Get the Memo

You roll out an AI tool to your team. You spend a few weeks getting the documentation in shape, cleaning up Confluence pages nobody had touched in two years, making sure the right policies are in the right folders. (Maybe a previous issue of WIP even inspired the audit.) Things work.

Issue 04

Most AI Tools Are Not Actually Smart

Every AI product on the market calls itself smart right now. Smart assistant. Smart search. Smart workflow. Smart agent. Say a word enough times in enough pitch decks and it stops meaning anything.

Issue 03

Personalization Without Transparency is Just Surveillance

Open the AI tool you use the most and ask what it knows about you. Not what you've told it this session, but what it has on file.

Issue 02

In One Document Apples are Vegetables. In Another, Fruits.

Two weeks ago, we asked who decides what AI gets to see. This week we are going a step further: how does AI decide whether what it sees is true?

Issue 01

The Part of AI Deployment That Doesn't Make the Keynote

A biweekly newsletter for IT leaders who've been handed an AI mandate, no budget for it, and a deadline that somehow pre-dates the meeting where it was assigned.