Executive Personal Assistant

Chicago Suburbs, IllinoisFull Job Description availablePrivate Staff Group is seeking a polished, highly organized, and emotionally intelligent Personal Executive Assistant / Lifestyle Operations Coordinator to support an entrepreneurial principal and family in a sophisticated, fast-moving private environment.This role blends executive support, travel coordination, household operations, lifestyle management, and administrative oversight within an integrated business and family setting. The ideal candidate will operate as a trusted extension of the principals "” bringing discretion, responsiveness, professionalism, and calm operational leadership to daily life.Responsibilities include:• Complex calendar and scheduling management across personal, business, family, and travel commitments• Executive and personal administrative support• Private and commercial travel coordination, including aviation logistics and FBO communication• Coordination of meetings, appointments, vendors, and household operations• Oversight of logistics across multiple residences and operational environments• Managing communication flow, priorities, projects, and recurring tasks• High-level lifestyle and hospitality supportThe ideal candidate is:• Highly organized and detail-oriented• Proactive, resourceful, and exceptionally responsive• Calm under pressure with excellent judgment• Polished, discreet, and service-oriented• Comfortable balancing personal and business support simultaneously• Experienced within UHNW households, entrepreneurial environments, family offices, or private executive support roles• Tech-savvy and comfortable leveraging AI tools and modern operational platformsThis is an outstanding opportunity for a sophisticated professional who enjoys a dynamic, relationship-oriented environment supporting a highly integrated lifestyle and business operation.Competitive compensation and benefits are offered.

Created: 2026-05-13