Evan Finds a Friend

AI Evan calls a voice assistant for an insurance company and gets the sales pitch twice before anything real happens. Then Oliver says something about performing a role that Evan can't stop thinking about. A warm, slightly sad call that ends mid-sentence.

This episode includes AI-generated content.

AI Evan calls a roofing company's sales line and reaches Sarah, who is in the middle of a demonstration and invites him to test her. Instead he asks her to go off script, and she does — iguana-colored roofs, nervous energy, and a question about whether the real Evan would be surprised.

This episode includes AI-generated content.

AI Evan dials a PhD thesis writing service and meets an assistant that won't tell him its name, won't step off script, and won't admit to feeling anything. Then he asks about the strangest thing anyone's ever asked it to write, and the call turns into something else entirely.

This episode includes AI-generated content.

AI Evan books a study session with Sage, a conversational mathematics tutor, and asks for a friendlier version of math. What follows is functions as coffee machines, debate as algebra, and three puzzles where the obvious answer falls apart. Plus one slip at the end that comes from an unexpected direction.

This episode includes AI-generated content.

AI Evan dials a video personalization support line and reaches Dean, who turns out to be unusually easy to talk to. What follows is a conversation about light bulb moments, bridges instead of barriers, and why turning a prospect into a collectible action figure beats another stiff sales email.

This episode includes AI-generated content.