A younger version of Pops. Loves his family and pays special attention to Young Tuff. Pays $100/flat for 1 work day.

Political animal. She will do anything to stay in power. Pays $100/flat for 1 work day.

Family lawyer. An old and trusted friend of Pops Still. Pays $100 flat for 1 work day.

Mayor Whitmore’s son. Handsome, charming, shark in a suit - made for politics. Pays $100/flat for 1 day of work.

DJ’s partner. Veteran officer colors outside the lines. Pays $100 flat for 1 work day.

Old Money. Real estate mogul. Pays $450 flat for 3 days of work.

Politically savvy, socially woke, admirable beauty and extended member of the Still family through her connection with Tuff, working with Corey. She is highly intellectualized but plays it safe. She doesn’t like risks and likes to remain in control, so her moves are calculated. Her weak spot is Tuff. Pays $600 flat for 4 work days.

Big Unc’s daughter, Tuff’s narcissistic cousin, is as pretty as her sister Bonnie but with life's wear. Although she has always wanted to be taken seriously, she constantly makes questionable decisions. Only when it comes to her daughters can she be trusted to make the right choice. She is hard-working, but getting hers at all costs is a top priority. She knows she’s the apple of her daddy’s eye and leverages his love for her when she does wrong with the family. Pays $600 flat for 4 days of work.

Notorious gang leader rooted in the streets, with a single-minded focus on power and domination. His brother Blue was Tuff's one-time rival. His “by any means necessary” attitude allows him to navigate the treacherous waters of gang affiliations and street politics, invoking fear throughout Chicago’s southside. Pays $300 flat for 2 days of work.

Chicago high-end real estate mogul who has no equal. She is introduced to Tuff by Corey at a meet and greet of Chicago’s elite. Laura is intrigued by Tuff, which leads to a cat-and-mouse affair. She’s also self-serving and ruthless in her quest to stay on top and lives by her creed: “mediocrity is the enemy of greatness.” Pays $600 flat for 4 days of work.

The loving heart of the family. Trusted by Tuff. She is quiet but is always aware of everything going on around her. Pays $600 flat for 4 days of work.

Eric's youngest daughter. Tuff’s cousin, is kinda sweet, kinda wholesome. Pays $600 flat for 4 days of work.

Bald Head. AJ’s number two and self-proclaimed king of the Southside. Pays $450 flat for 3 days of work.

Tee Tee's boyfriend. Former jailbird turned entrepreneur, family interloper. Pays $600 flat for 4 days of work.

A polished real estate exterior hides a street-wise interior—a man of few words. He once controlled the drug game on the Southside of Chicago. He now runs a successful real estate development company in Los Angeles. He believes in family and loyalty and believes he is a reflection of his grandfather’s name. Left Chicago ten years ago with no intention of returning. Pays $5000 flat for 12 work days.

Tuff's cousin. They’ve always been close. He loves his community and the Southside of Chicago. He is a community activist of a non-profit,but he is now looking to make a name for himself and has decided to run for Councilman of his district. He has always had a strong moral compass, but the taste of power is becoming very appealing. Pays $1750 flat for 4-6 days of work.

He was the patriarch and soul of the Still family and a well-respected “O.G.” of his Southside community. He raised his daughter’s children, Tuff and Kels when she passed away. Always willing to provide wisdom and known to be fair. He believes in family first and tries to instil that into his kids. He has quietly tucked away a small fortune in money and property throughout Chicago. Pays $3500 flat for 4-5 days of work.

Focused and ruthless, she wears it. Tuff’s estranged little sister who serves under King Yoog. She is willing to do what needs to be done at Yoog’s command. Kels once revered Tuff and knows why he left, but his departure and long absence have hardened her heart toward him and pushed her further into street life. Pays $2000 flat for 4-6 days of work.

An entitled “man-child” who has a love/hate relationship with the family and everything about the real estate profile his father has created. Even though his father gave him a neighborhood grocery to run, Drew sees that as beneath him and always wants more. He despises Tuff and his father’s close relationship. Pays $2000 flat for 4-6 days of work.

A younger, heavier version of Pops. One of the few people who has Tuff’s ear and respect. As a retired man of the streets who could get out somewhat clean, he’s the go-to person for many in the family. He has a knack for putting things into perspective, although he turns to the bottle to solve his problems. He runs a gas station given to him by Pops. Pays $1500 flat for 5 days of work.

Eric’s son. He is a good kid, trying to find his place in the world. Doubts himself at every turn and can’t make decisions. Looks after his grandfather and works at Big Unc’s gas station. He doesn’t respect his father, and when Tuff comes back to town, he gravitates towards his uncle, which further infuriates his father. Pays $1500 flat for 4-6 days of work.

Pop's long-time, loving caregiver. She has a secret about Pop, but she isn't telling anyone. Pays $1750 flat for 4-6 days of work.