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I wonder if it's possible to put a retention department person into an infinite loop by answering their questions a certain way.

They'll just hang up on you so that someone else will deal with you and get the "disconnection demerit" on their record.

They're paid barely above minimum wage, apparently, and they get fired if they disconnect too many people.

Why would you want to? You'd be caught in the same infinite loop.

You could create a recording and just loop it. Just an experiment.