We follow the story of Rosemarie McDonald. As a formerly incarcerated single mom, Rosemarie has struggled to provide for herself and her teenage daughter. Today, with the help of entrepreneur and business creator Brian Hamilton, Rosemarie is learning new skills to help make her online clothing business a success. Brian shows Rosemarie how to organize her inventory and he introduces her to a professional clothing designer for a crash course on how to create her own clothing. Later, Brian gives Rosemarie some helpful advice courtesy of a surprise focus group. With her confidence running high, Rosemarie feels like her dreams of financial freedom could finally be within reach.