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Prologue

Host Ira Glass tells the story of Chris Sewell, who was living on the street and yet somehow managed to find $610,940 of lost money that belonged to the city of New York, hidden away on the Internet.

Act Four: The Secret To Being Rich And Happy

What happens to you if you stay in sales all your life? 76-year-old salesman "Diamond" Jimmy Roy has sold everything from used cars to antiques to jewelery. Independent producer Dan Collison shadowed Jimmy Roy in his native Braddock, Pennsylvania, to talk to him about the philosophy that's kept him going as a salesman for over fifty years.

Act Four: Stop Bugging Me

What do you do when you think your apartment is being bugged? You call the apartment de-buggers. It's a weird job; still, someone's got to do it. This American Life producer Jane Feltes goes on a counterespionage mission.

Act Two: Suburban Girl

Chicago writer/musician Rennie Sparks, a member of the independent band The Handsome Family, reads "Skanks," a story of a girl struggling in a situation where some rules are strict, but other rules are up for grabs.