Death of a Salesman

(Act 1) 25. Why does Charley tell Willy "the jails are full of fearless characters"?

Act 1 Death of A Salesman

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Willy is bragging about the lumber his boys have brought home, and Charley warns him the boys might get caught by the watchmen. Willy, unfazed, says his boys are fearless character, to which, Charley responds the jails are filled with "fearless characters".

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Death of a Salesman