When the gas station starts talking to you
October 28, 2026
Asking someone good questions only works while they still want to answer them.
My co-host Trisha Merriam on where that limit shows up, in Part 4 of 5 of our AI Readiness conversation:
"when I go to a gas station to fill up and it starts talking to me immediately, I just shut down."
And with her own AI:
"even though I talk to my Claude all the time, I do start getting sort of conversation fatigue when it keeps coming at me with hard questions."
She wondered whether people have more stamina when a human is asking the same questions. Her answer:
"I don't know, we'll see."
Before you hand a long run of questions to a machine, think about how long the person answering will want to keep going.
Where this came from
Why a Bad Process Becomes Bad Automation — AI Readiness, Part 4Watch the full conversation this clip was pulled from.
The next step

