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We Run Chicago
Episode number: 1
Overview: In the Season 1 premiere, the crew celebrates 9 Mag's one-year anniversary and honor the memory of Ryan's late sister. Later, a surprise visitor shows up and starts drama.
What You Don't Understand Is, I Do Understand
Episode number: 2
Overview: The crew plans a surprise party for Ryan; Don tries to fix things with Ashley; Charmaine confronts Don about text messages.
Phor Play
Episode number: 3
Overview: Phor puts everything on the line to pursue a relationship with Kat; Van's future at 9 Mag is in jeopardy; Ashley confronts Charmaine.
Ain't No Prop, Clown
Episode number: 4
Overview: Ashley makes a shocking decision after learning the truth about Charmaine and Don; Kat does a sexy photo shoot for Urban Ink Magazine.
New York, New Problems
Episode number: 5
Overview: Kat and Van confront Ryan after his meltdown; the crew questions Kat's loyalty to the shop; Phor heads to the Big Apple for a meeting.
You're Not God and You're Not My Daddy
Episode number: 6
Overview: The crew heads to New York City to support Kat; Ceaser and the New York guys throw a mixxxy party; Ryan gets fed up with Kat's ego.
Kat Fight!
Episode number: 7
Overview: Charmaine reveals a secret when she returns from New York; Don tries to mend things with Ashley; Danielle's relationship is tested.
Yacht Rocked
Episode number: 8
Overview: Ryan throws a party on a yacht; Kat takes time away from the shop; Danielle is confused; Ashley shows up at the party.
The Don Sets in Paradise
Episode number: 9
Overview: Van receives shocking news at his court appearance, leading him to debate if he should run; and Kat questions the girls' loyalty after they fail to visit her. Elsewhere, Don takes Ashley on a weekend trip in order to prove his loyalty.
Goodbye Doesn't Mean Forever
Episode number: 10
Overview: In the Season 1 finale, the crew hosts an event to help victims of violent crimes; Don tries to win Ashley back; and Van must make a life-changing decision. Later, an unexpected guest arrives at a birthday celebration for Ryan's late sister.