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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. Meanwhile, Carmen Moyo proves herself to be an effective, yet underestimated, new associate.
In the fifth season, Diane is forced to question whether it's appropriate for her to help run an African American law firm with Liz when the firm loses two top lawyers. Meanwhile, Marissa and the firm become entangled with Hal Wackner, a regular Chicagoan who decides to open his own courtroom in the back of a copy shop.