Personal Assistant

Position Overview

We are seeking a reliable, organized, and personable Personal Assistant to provide day-to-day support for an older family member. This role focuses on managing daily logistics, appointments, errands, and household administrative tasks to ensure a smooth, stress-free routine.

The Personal Assistant will be employed and managed by the family's Executive Assistant, who will oversee hiring, scheduling, payroll, performance, and overall employment matters. While the Executive Assistant will serve as the primary manager, the Personal Assistant will work directly with the family member daily, completing tasks and requests as they arise.

Regular communication with both the Executive Assistant and the family member is essential to ensure priorities are met and information is shared appropriately.

Responsibilities

• Coordinate and manage personal appointments, including medical, personal care, and service providers
• Assist with calendar management and scheduling
• Run local errands, including pharmacy visits, and other miscellaneous tasks
• Pick up, organize, and distribute mail and packages
• Assist with basic paperwork and document organization
• Coordinate with household vendors and service providers as directed
• Provide transportation to appointments and errands, as needed
• Help manage personal to-do lists and follow up on outstanding items
• Carry out day-to-day requests and tasks assigned directly by the family principal
• Keep the Executive Assistant informed of completed tasks, scheduling updates, and any issues requiring attention
• Perform additional administrative and personal support duties as needed

Qualifications

• Previous experience as a Personal Assistant, Executive Assistant, Concierge, or similar support role preferred
• Excellent organizational and time management skills
• Strong communication and interpersonal abilities
• Professional, patient, and compassionate demeanor
• Ability to work independently and manage multiple priorities
• High level of discretion and respect for privacy and confidentiality
• Valid driver's license and reliable transportation
• Comfortable using smartphones, email, calendars, and basic computer applications

Preferred Qualities

• Positive attitude and a service-oriented mindset
• Flexible and adaptable to changing priorities
• Excellent problem-solving skills
• Dependable, punctual, and detail-oriented
• High level of professionalism, discretion, and emotional intelligence
• Experience supporting seniors or working in a private household is a plus
• A good sense of humor and an easygoing personality are a plus, as this role involves building a comfortable, positive working relationship with the family member

What We Offer

• Flexible scheduling
• Competitive compensation based on experience
• Supportive, professional work environment
• Opportunity to build a long-term relationship with a respectful family

This position is ideal for someone who enjoys helping others, takes initiative, and thrives in a role where no two days are exactly the same. Success in this position requires the ability to build a trusted relationship with the family member while maintaining consistent communication with the Executive Assistant, who oversees the role.

Pay: $25.50 - $30.71 per hour

Benefits

• Flexible schedule

Language

• English (Required)

Location

• Chicago, IL 60614 (Required)

Work Location: In person