S02E25: The Two Mrs. Mancinis

Billy ignores Alison's wishes and tags along when she heads to Wisconsin for her father's fiftieth birthday party. He is furious when Alison refuses to share the news of their engagement. When Alison's ex-boyfriend Adam serenades her during the party, Billy announces the engagement. Adam warns Billy that the Parker family is ""weird."" Alison is haunted by nightmares after returning to L.A. Jane and Sydney's grandmother dies. Jane learns that she is to inherit $100,000, and decides to start her own design firm. Her plans are complicated when Syd and Michael seek a cut of the money because it is willed to ""Dr. and Mrs. Michael Mancini."" Michael confronts Matt about his confession to Jane, and they duke it out. Jo's potential romance with a model is quashed when he learns about her pregnancy.