What AI can and can't do in a small business. Notes from real work, including where it fell short.

I traced the famous AI failure rates to their sources. RAND's 80% is a footnote to a CEO profile, and MIT's own chart points nearer 75% than 95%.

Anthropic's free Small Business plugin interviews you, then drafts proposals and follow-ups. How to set it up well, and what it won't do for a team.

Asking how to train ChatGPT on company data usually means you want it to look things up. Here are the four routes, priced, and where each broke for us.

OpenAI retires custom GPTs on December 11, 2026. One worked fine for one person and a few files. For a team it goes stale. Here's what to move to instead.

We used AI to onboard three hires with kits written from docs we already had. It caught stale docs before they did and got day one wrong.

Can AI do your bookkeeping? Ours, built on Claude, sorted 559 transactions with none left uncategorized. We still moved to QuickBooks. Here's why.

AI writes useful SOPs when it drafts from real projects. How we wrote a 435-line kickoff SOP from three retros, and what we don't let the AI write.

Eliminate before you automate. Our AI build gate said DON'T to a vacation reminder for the wrong reason, so I added a question zero. Here it is.

Law firms are using AI for research and first drafts, with a person checking every citation. What I saw at a legal conference, and what the surveys say.