SV067 - Full-Time Personal Assistant - Remote / Winnetka, IL

Family Office Flight Director

A Family Office that dynamically invests in cutting-edge technologies of the future is looking for a resourceful individual to lead personal and business initiatives for the family. The ideal candidate will act as the flight director of the family office, overseeing major logistical activities. These include researching educational opportunities, hiring vendors and support staff, organizing travel, executing special projects and events, and accompanying principals to exclusive events. The hands-on role also involves planning and ensuring seamless operations for family members and other staff, interacting with multiple external parties, and frequent communication with family members and existing staff.

The ideal candidate has a strong affinity for logistics and is comfortable working in high-profile settings across different industries. The ideal candidate is socially adept, polished, grounded, and confident navigating a variety of professional and social environments, including exclusive events alongside the principals.

This role reports directly to the principals and involves approximately 20% domestic and international travel. The position may initially be performed remotely, with the expectation of relocation to the Chicagoland area by September 2027.

The anticipated schedule is approximately 35 hours per week. This is not a 24/7 mentality position, and the family values reasonable boundaries outside of working hours. Occasional evening messages or emails may be sent to communicate changes or priorities for the following day, with the expectation that these are reviewed at the start of the next workday rather than requiring an immediate response.

Travel is generally planned in advance, with a minimum of one week's notice and typically two weeks to one month. Candidates should be comfortable with both domestic and international travel and adaptable to the logistical needs of the family office.

Responsibilities

• Manage calendars, appointments, reservations, and family logistics.
• Plan domestic and international travel and undertake scouting trips as needed.
• Travel overseas to troubleshoot issues and oversee projects.
• Coordinate with managers of secondary properties and oversee household staff as needed.
• Plan and execute personal and professional events.
• Handle business administration, correspondence, expenses, and special projects.

Qualifications

• Personal or executive assistant experience in corporate and family office settings, including travel, event, and project coordination.
• Resourcefulness, creativity, and strong negotiation skills.
• Strong organizational and communication skills, sound judgment, discretion, and consistent follow-through.
• Socially adept, polished, and comfortable representing the family office in high-profile professional and social settings.
• Grounded, adaptable, and confident interacting with individuals across a variety of industries and environments.
• Availability for domestic and international travel.

Requirements

• Legally authorized to work in the United States
• Willingness to relocate to the Chicagoland area by September 2027.
• Valid Passport and available to travel with advance notice
• Four-year college degree or equivalent professional experience.
• 5+ years of industry experience.
• Graduate degree preferred. If you do not meet the education requirements but feel you would be a good fit, we welcome your application.

Salary and Benefits

$120,000 - $125,000 annually, plus annual discretionary bonus.

Overall compensation package is negotiable based on experience and qualifications.