Notes on working with AI
The three mistakes I see in every team's first week with Claude
After enough workshops, the same three habits show up in almost every new group. None of them are about technical skill. They come from a mental model built by years of using search engines and email.
- claude-basics
- prompting
- workshops
Week one looks the same everywhere
I've run this opening session enough times now that I can predict, almost to the sentence, what a new group will do wrong in the first twenty minutes. It doesn't matter if the room is finance, legal, or an operations team that has never touched AI beyond a spellchecker. The mistakes are structural, not personal. They come from years of habits built around a different kind of tool.
Mistake one: treating it like a smarter search bar
People type a question, read the answer, and move on the way they'd read the first result on Google. Claude is usually right. It can also sound exactly as confident when it's wrong, because a language model is producing the most probable next word, not pulling a fact out of a database. The rule I teach in the first hour is easy to say and hard to turn into a habit. Verify, don't trust. Ask for the source. Ask it to flag what it's unsure about. Treat the first answer as a draft from a fast, well-read colleague who occasionally misremembers something.
Mistake two: writing a request the way you'd talk to someone who already knows everything
Write me a summary produces a generic summary. The people who get something useful on the first try are the ones who hand Claude what they'd hand a new employee on day one. The background, the role they want it to take, who's going to read it, what it actually needs to produce, and what shape the answer should come in. I teach this as five ingredients: context, role, audience, action, format. Once a group has said it out loud a couple of times, it stops sounding like a formula and starts feeling like common sense.
Mistake three: never leaving the back and forth
This is the one that surprises people most. Almost every new user stays in a single mode. Type one line, get a reply, type the next line. That works fine for a quick question. It's a poor way to use a tool that can be handed an entire task, read this folder, build this dashboard, draft this document against these rules, and left to work through it while you do something else. The shift from chat partner to something you delegate a task to is what actually changes how useful the tool becomes, and it rarely happens on its own until someone shows a room that it's possible.
One more, quieter mistake
Underneath the three above sits a smaller one. Not thinking hard enough about what actually goes into the chat in the first place. Not every account tier, and not every workspace, is built to hold client data, or anything else you wouldn't want sitting somewhere you don't control. It's a five-minute conversation, and I have it in every opening session I run, because it's cheaper to have before the first upload than after.
None of this takes technical skill. It takes about fifteen minutes of unlearning habits that made sense with the last generation of tools and won't serve you with this one.