Season four begins with Jane and Owen enjoying a Roman Holiday in Italy while back at home, the firm is going all sorts of cray under Kim's leadership. Teri is sent to bring Jane home to take on murder case and Grayson comes to terms with his new feelings for Jane. Fred tries to moves on with a new girlfriend, leading Stacy to seek out a relationship guru for love advice, played by the fab Kim Kardashian.
While Jane and Owen are enjoying their Roman Holiday in Italy, the firm is on shaky ground under Kim's leadership when she discovers they are in financial trouble. Kim reluctantly dispatches Teri to bring Jane home to take on a lucrative murder case while Grayson comes to terms with his new feelings for Jane. Meanwhile, following the devastating news of Grayson and Stacy kissing, Fred moves on with new girlfriend Ally.
Jane and Grayson partner up on case involving a 16-year-old video game genius (Austin) determined to sue his father while Kim represents her own father (Ratzenberger) in an eviction case. The firm's new Angel investor Luke, finds a way to be more involved with Jane's personal life than she would like. Stacy and Nikki decide to go into business together, despite Jane's hesitation.
Jane takes on a wrongful termination case but soon becomes convinced there may be more to her client than meets the eye. Kim and Parker team up to represent Owen's sister in her divorce hearing while Grayson helps Stacy and Nikki with the legal matters.
Jane and Kim take on a case suing the producer of a reality makeover show. Parker is shocked when his son Eric appears at the firm while he has his hands full serving as an arbitrator on a custody case involving a pet store rat.
Jane creates havoc with the Bhutanese government when she decides to represent a young woman who wants to get out of an arranged marriage to the Prince of Bhutan. Meanwhile, Kim and Parker try to help Eric's teacher get his job back when his off campus X-rated past catches up with him. Teri signs on as Stacy's head of marketing and gets creative on twitter and the web to get customers into the pakery.
Jane and Grayson team up for a case involving a faulty oil rig and the death of one of its engineers while Jane battles the uncertainly of Owen's whereabouts and what it means for their upcoming nuptials. Meanwhile, Parker enlists Kim's help in a custody hearing for his son Eric when his ex Elisa (Norwood) hires a high-profile, hard-ass attorney Kelly Stevens (Williams) to fight for sole-custody of Eric.
Jane defends a former babysitting charge who is accused of murdering another teen. Meanwhile, Parker tries to woo a potential investor in the firm; and Teri and Stacy discover some news about Owen that leaves Jane devastated.
Teaming up with Grayson (Jackson Hurst) to supervise a law student's suit on behalf of a computer company employee puts Jane (Brooke Elliott) at odds with her former Stanford Law School mentor. Meanwhile, Kim (April Bowlby) begins to suspect that the firm's creditor Gina Blunt (Madchen Amick) is up to no good.
Jane is ready to put Owen behind her when she takes on a case with Grayson defending a woman who is addicted to eating her dead husband's ashes. Teri tries to enlist Luke in helping her launch her music career. Guest starring Joan Rivers.
Jane takes a case defending Deb's mom (Sharon Lawrence), when she is sued for pushing a student in her dance class too hard. The case looks grim when famed dance instructor Abby Lee Miller (as herself) testifies that Bobbi's regimen is too overzealous.
While Jane is representing the mother of a teenager on life support after attending a rave, Teri and Luke pretend to be Jane and Owen at a wedding menu tasting with a celebrity caterer. Grayson and Kim take on a case involving a gay sperm donor.
Jane becomes an internet sensation when she accidentally gives Nancy Grace a black eye on live television in front her idol, Lawrence Brand (Dylan Walsh). Stacy finds her business in jeopardy when a customer claims he is the patent owner of the Pake.
Jane and Grayson take on a case of Deb and Grayson's friend Mark (Ethan Embry) whose wife is refusing life-saving surgery for a tumor that has suddenly made her brilliant.