Personal Assistant to Support a High-Profile Principal

Personal Assistant to Support a High-Profile Principal
Lake Forest, IL | Full-Time, In-Person
Monday–Friday, 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 principal’s 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 principal’s 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 driver’s 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

 

 

 

 

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