City: Chicago

State: IL

Compensation: $30–$45 per hour equivalent | 40 hours per week guaranteed

Start Date: ASAP

Children: 4-year-old boy, 3-year-old girl, 15-month-old identical twin boys, and 4-month-old infant girl

Benefits: Annual discretionary bonus, annual raise, healthcare stipend, long-term incentive bonus tied to a minimum two-year commitment

Guaranteed Hours: 40 hours per week

Schedule:
Friday–Sunday approximately 7:00am–7:00pm
Plus one additional flexible 4-hour shift on either Monday or Tuesday
(Some flexibility for date nights and additional support appreciated)

Description:

About the Family

A warm, busy, and fully staffed family in Lincoln Park is seeking an experienced and highly collaborative Family Assistant/Nanny to support their five young children and work closely with their existing nanny team. Their 4-year-old son is sweet, observant, silly, and enjoys spending time with his siblings. Their 3-year-old daughter is spirited, determined, and full of personality. The family also has affectionate and active 15-month-old identical twin boys and a sweet and bright 4-month-old infant daughter.

The household is fast-paced, structured, and highly team-oriented. The family values consistency, reliability, and caregivers who naturally take initiative and contribute where needed without constant direction. Dad works full-time outside of the home, while Mom maintains a very active schedule and is frequently in and out. The family employs a chef Monday–Thursday and maintains a team of 4 ROTA nannies, creating a fully supported household environment.

About the Role

This role blends hands-on childcare with household and family support responsibilities. Core duties include managing children’s routines, supporting developmental activities, and transporting children to activities and events using the family vehicle. Additional responsibilities include simple meal prep for the children, children’s laundry, errands, and maintaining organization throughout the home to help ensure smooth daily operations.

The role also includes light support for the family’s four Pomeranians, such as feeding and occasional coordination of grooming. The ideal candidate is proactive, highly organized, resourceful, and comfortable working within a fully staffed household. Strong communication skills are essential, as the role includes providing updates and supporting consistent communication with both parents and the broader household team.

The family is seeking someone who is calm under pressure, solution-oriented, and confident taking initiative without needing direction. A collaborative mindset, strong professionalism, and the ability to adapt within a dynamic household are key to success in this role.

Requirements:

Prior professional nanny or family assistant experience
Experience caring for infants, toddlers, and multiple children simultaneously
Experience working in staffed households strongly preferred
CPR certification (or willingness to obtain)
Strong communication and collaboration skills
Highly organized, proactive, and self-directed
Excellent references from previous families
Legally authorized to work in the U.S.
Comfort working in a fast-paced, team-based household environment
Mandarin/Chinese-speaking ability is a plus but not required

Pets: Family has four Pomeranians

Transportation: Family vehicle provided for all on-the-job driving responsibilities

Travel: No regular travel required in this role