Best money I've ever spent as a CEO... an internal AI transformation hire.
He doesn't care about title. He just wants to ship. And he goes across your entire org, sales, revenue, hr, apps, tech and kills stupid manual processes.
Such an underrated unlock I have since hired 2 more.
Most companies are spending on more headcount when they really need one killer AI operator. Not a fancy “Head of AI” who lives in slide decks, but a builder who roams your org and quietly deletes busywork. One great AI hire becomes a profit center: fewer clicks, fewer errors, more output. This is how you turn AI from a buzzword into a competitive advantage.
This hire works because they are rewarded for outcomes, not optics. They do not care about title or empire-building, so they are free to cross org charts and break sacred cows like “we’ve always done it this way.” By focusing on removing pain for frontline employees, they turn skeptics into allies. Once one department feels the time savings, demand spreads sideways and the compounding effect kicks in fast.
Zapier hired internal automation specialists who crawled every team’s workflows and replaced hundreds of manual tasks with AI-driven zaps, saving thousands of hours per year.
Shopify deployed an internal AI automation team that built custom assistants for support and merchant ops, cutting handle times while keeping headcount flat during growth.