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In the fifth season, Diane (Christine Baranski) is forced to question whether it's appropriate for her to help run an African American law firm with Liz (Audra McDonald) when the firm loses two top lawyers. Meanwhile, Marissa (Sarah Steele) and the firm become entangled with Hal Wackner (Mandy Patinkin), a regular Chicagoan who decides to open his own courtroom in the back of a copy shop.

Season five premiere. A flashback to 2020 reveals how the team at Reddick, Boseman & Lockhart experienced the year's major events.

Diane and Marissa find themselves arguing at the Circuit 9 3/4 Court, led by the quirky 'Judge' Hal Wackner; Carmen Moyo proves herself to be an effective, yet underestimated, new associate.[W Network]

Diane is aghast when Kurt reveals he recognized the face of a man featured in a U.S. Capitol insurrection "Most Wanted" poster. Intrigued by Wackner, Marissa sneaks over to his copy shop "courtroom" and is thrilled by what she encounters.

When a comedy streaming network executive, Del Cooper (Wayne Brady), asks Liz to conduct a sensitivity read on one of his comedians, the entire firm ends up fighting over how comedy and 'cancel culture' collide.

Liz and Carmen represent Oscar Rivi, who is suing Harbor Hospital over the wrongful death of his daughter. Jay's investigation of the case triggers some PTSD that forces him to dig deeper into his own experience with Covid.

When Reddick/Lockhart associates start posting anonymous hate messages about Julius and Diane on a new interoffice app, Diane's name partner position at the firm is once again questioned.

At Circuit 9 ¾ court, Marissa is assigned to "prosecute" two contrasting "cancel culture" cases, which both leave her questioning the intentions of Wackner, David Cord and Del Cooper.

Julius fights to defend himself in Wackner's court in a surreal and harrowing effort to reclaim his car...and his dignity—all because of an alleged parking violation.

Liz and Diane struggle to get David Lee and the Dubai overlords to accept the new name partner, Allegra Jurado. Oscar Rivi attempts to make his cannabis business legitimate, but realizes that the corporate world can be just as cut-throat as his own.

Marissa is mounting a strong defense in Vinetta's court for Matteo, while Diane attempts to get an interview with him in order to spring Matteo from court.