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When insurance actuary Warren Schmidt (Jack Nicholson) retires and his wife dies, he looks for life's meaning on a road trip to his daughter's (Hope Davis) upcoming wedding to a waterbed salesman (Dermot Mulroney). But Schmidt can't seem to get anything right. En route to the wedding, he shares his life through letters with a Tanzanian boy he's sponsoring for 73 cents a day -- and soon, Schmidt discovers renewed purpose.