A business owner in the southwest suburbs of Chicago is seeking a highly organized and proactive Executive / Family Assistant to provide comprehensive support across both professional and personal responsibilities. This full-time role will serve as a trusted right-hand, helping manage schedules, coordinate family logistics, and create structure in a fast-paced environment. The ideal candidate is resourceful, flexible, and enjoys bringing order to busy lives while maintaining complete discretion and professionalism.
Key Responsibilities
- Manage and coordinate business and personal calendars, appointments, and scheduling.
- Organize daily, weekly, and long-term priorities to keep the principal on track.
- Coordinate household operations and family logistics.
- Assist with children's schedules, activities, transportation, and appointments as needed.
- Support with pet care for one dog
- Oversee and schedule vendors and service providers at the home
- Handle personal errands and administrative tasks.
- Provide executive-level administrative support where business and personal responsibilities overlap.
Qualifications
- Exceptional organizational and time-management skills.
- Ability to prioritize multiple responsibilities and adapt to changing needs.
- Professional, discreet, and highly trustworthy.
- Self-starter who takes initiative and anticipates needs.
- Strong written and verbal communication skills.
- Comfortable working around older children and a large dog.
- Valid driver's license with clean driving record.
Schedule: Monday–Friday
Salary: $70,000-$90,000 per year
Skills Required
- Exceptional organizational and time-management skills
- Ability to prioritize multiple responsibilities and adapt to changing needs
- Professional, discreet, and highly trustworthy
- Self-starter who takes initiative and anticipates needs
- Strong written and verbal communication skills
- Comfortable working around older children and a large dog
- Valid driver's license with clean driving record
What We Do
The Calendar Group is a full-service staffing firm established in 2002, specializing in recruiting experienced support staff for high net worth individuals, family offices, busy executives, and their companies. They provide staffing solutions for both home and office environments.



.jpg)




