Personal Assistant to Support a High-Profile Principal Lake Forest, IL | Full-Time, In-Person MondayFriday, 9:00 am to 5:00 pm with occasional evening/weekend support Are you a poised, polished, proactive, and impeccably organized professional who thrives in a dynamic, high-touch environment? Do you take pride in anticipating needs before they are expressed and finding solutions before problems arise? If so, this may be the opportunity for you. A distinguished principal with multiple residences is seeking a confidential, tech-savvy, and hands-on Personal Assistant to manage and streamline their personal affairs, calendar, communications, and home operations. Based primarily in their Lake Forest residence, with occasional travel, this role is equal parts executive-level support and thoughtful household coordination. Responsibilities Serve as the principals right hand, ensuring their day-to-day life runs seamlessly. Calendar Scheduling Manage all appointments, social engagements, and operational calendars Proactively resolve scheduling conflicts and anticipate logistical needs Communications Serve as the gatekeeper and voice for internal and external communication Draft and proofread communication Communicated information to household staff with clarity Household Personal Organization Maintain personal spaces, wardrobes, and inventories across residences Partner with household staff to ensure the homes are always principal-ready Admin Travel Support Prepare for travel with curated packing and logistics Track household inventories, reconcile expenses, and support special projects Tech Systems Use technology and productivity tools to streamline operations Maintain digital files, calendars, and communication channels Light Pet Support Assist occasionally with scheduling for the principals puppy (e.g., grooming, vet appointments, etc.) Qualities Exceptionally organized and resourceful Warm, personable, and polished in demeanor Naturally discreet, trustworthy, and respectful of privacy Strong written and verbal communication in English Tech-fluent and quick to master new systems (iCal, Google Suite, Mac, Dropbox, etc.) Able to work independently while communicating seamlessly with a wider team High emotional intelligence and intuition Affable, solution-oriented mindset Background working in private households or supporting high-level individuals Comfortable around dogs Valid drivers license and reliable transportation CPR and First Aid certified or willing to become certified Compensation Benefits Annual base salary range $130,000 to $150,000, commensurate with experience Comprehensive health benefits Annual discretionary bonus 30 days annual PTO Travel expenses covered when travel is required #indmps
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