Karen has trouble dealing with a personal tragedy; Will, Grace, and Jack try to intervene; Will and Grace's new business relationship begins to show signs of stress.
Will & Grace Episode Guide
Grace gets a job decorating a string of boutique hotels for an obnoxious hotel mogul; Will is surprised at his reaction to becoming senior partner; Jack owns half of a winning lottery ticket.
Jack is stunned to learn that his estranged son has a son of his own; Grace and Karen behave badly with the hot new guy at work.
Grace finds that the emergency contact called by her doctor's office is ex-husband Leo, not Will; Jack takes on a new job; Karen befriends a 12-year-old girl in the Bronx.
Will and Jack try to date younger guys but find it challenging; Grace and Karen experience a crisis that reveals Grace's true feelings about Karen.
Will and Grace both falter when their political beliefs are put to the test; Jack and Karen help Will and Grace hide their secret shame from each other, but the truth finally comes out.