Host Ira Glass talks to Chicago Tribune newspaper columnist Amy Dickinson ("Ask Amy"), the heir to Ann Landers, as she reads letters from those readers who don't yet know their love is doomed. (7 minutes)
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Act Two: Puppy Love Triangle
Writer Emily Flake’s young daughter tries to make up her mind about whether or not she has a crush on a boy in her class.
Act One: Breakout Star
A reality show contestant tries to game the system. (20 minutes)
Act Three: The Run
David Kestenbaum retraces the steps of Steve Snyder, a man who found himself running for love.
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Act V
A group of inmates at a high-security prison stage a production of the last act of Hamlet.