The AI Decision No One Should Skip: Bet, Test, or Wait?
A founder message a colleague forwarded me recently read something like: “Everyone on the leadership team wants an answer by Friday — do we buy the AI thing or not?” The question sounds simple. It isn’t. Buried inside “should we buy AI” are at least three separate decisions: how much money to risk, how fast to move, and how prepared your organization actually is to use what it buys. Treating those as one binary choice — all in or nothing — is how good teams end up either overpaying for tools they outgrow in months or watching competitors pull ahead while they wait for a “clear winner” that may never arrive.