2026-04-12

My boss wants AI everywhere

— Tired in tech

Letter

Dear Issy,

My boss wants "AI" on every customer deck and internal memo. Half of it is buzzwords. I'm the one who has to build real things. I'm tired of pretending we're "AI-first" when we're not.

How do I push back without sounding like I'm against progress?

— Tired in tech

Reply from Issy

You can love progress and still dislike theater. Those two things are not in conflict.

Reframe the ask. When someone says "put AI on it," translate: "What decision should be faster, cheaper, or clearer?" If there is no answer, say so kindly. "I can help once we know what outcome we're buying. Right now we're buying language, not outcomes."

Offer a ladder, not a wall. Suggest one honest use case with a date and an owner—something you would stake your name on. If leadership wants more, they can fund it the same way they would any other project: scope, risk, and a way to know it worked.

Protect your craft. Buzzword slides are a tax on trust. You are allowed to say, "I'll own the parts that touch customers and engineering truth. I need help saying no to the rest."

Humor helps. So does calm. Progress is not a sticker on a slide—it is a change in how decisions get made. You are asking for that. That is leadership, even if your title does not say so yet.

— Issy