Jane (Brooke Elliott) and Owen (Lex Medlin) enjoy a holiday in Italy while back at home, the firm is going all sorts of cray cray under Kim’s (Kate Levering) leadership. Teri (Margaret Cho) is sent to bring Jane home to take on a murder case and Grayson (Jackson Hurst) comes to terms with his new feelings for Jane. Fred (Ben Feldman) tries to move on with a new girlfriend, leading Stacy (April Bowlby) to seek out a relationship guru for love advice.

Jane frantically searches for the missing Owen, who disappears after witnessing her kiss Grayson moments before their wedding. While both Jane and Owen nurse their broken hearts, Jane’s friends and co-workers also are confronted with their own life dilemmas. Kim (Kate Levering) goes public with her pregnancy at the firm and Stacy is left contemplating the future of her business, The Pakery. Newcomer Justin Deeley (90210) joins “Drop Dead Diva” as Jane’s new heavenly guide Paul, stepping in for Luke (Carter McIntyre) when he is called back to Heaven just after telling her that Old Jane has returned to earth. Now that Jane and Old Jane are both on earth, the two kindred spirits will finally meet face-to-face, creating one of the most highly anticipated “Drop Dead Diva” moments ever.