Walter's made the fateful decision to sell Lena's house to Mr. Lindner from the Clybourne Park Improvement Association. Walter knows that Lindner only wants to buy the house so he can keep the neighborhood white, but he's so desperate to make amends for losing the insurance money that he's prepared to abase himself at the feet of "The Man."
He's painfully aware of the moral consequences of selling out and compromising his dignity, but he's tired of waiting; he needs to get his father's money back, and if getting down on his knees is the only way to do it, then so be it. There's something profoundly tragic—not to say ironic—about Walter selling out his birthright in order to recover the money from his father's life insurance policy.
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