Keri finds that her past has come back to haunt her; Yoli and Derrick give a CEO the Chicago tour.
- Gina Torres as Jessica Pearson
- Morgan Spector as Mayor Bobby Novak
- Eli Goree as Derrick Mayes
- Simon Kassianides as Nick D'Amato
- Isabel Arraiza as Yoli Castillo
- Bethany Joy Lenz as Keri Allen
- Gabriel Macht as Harvey Specter
- Amol Shah as Ken Sharma
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