Position: Executive Assistant & Lifestyle Manager (Personal Assistant)
Location: Chestnut Hill, PA
Schedule: Full-Time | Hybrid (Combination of On-Site and Remote Work)
Compensation: $85,000–$100,000 per year + bonus potential
Start Date: As soon as possible
A prominent individual and family based in Chestnut Hill, PA is seeking a highly capable, discreet, and resourceful Executive Assistant & Lifestyle Manager to provide direct support in managing a dynamic professional and personal life.
This role is ideal for someone who is tech-savvy, exceptionally organized, and comfortable balancing both business and household responsibilities. You will support a busy executive with two young children and a range of professional, philanthropic, and family commitments.
The position offers a hybrid schedule—some days working from home and others providing in-person support at the family residence in Chestnut Hill.
Provide proactive, high-level administrative assistance to the principal.
Manage complex calendars, appointments, and travel schedules.
Prioritize and triage email communications; draft and respond to correspondence as needed.
Maintain and organize contact databases (CRM), master task lists, and confidential records.
Assist with meeting preparation, research, presentations, and special projects.
Plan and coordinate events such as professional dinners, family gatherings, and philanthropic functions.
Serve as liaison with vendors, contractors, and professional partners.
Oversee household operations and coordinate upkeep across multiple residences.
Schedule and supervise vendors for maintenance, cleaning, landscaping, and repairs.
Maintain seasonal home checklists and detailed service logs.
Handle personal errands, purchases, and reminders for the family.
Support organization of school forms, family calendars, and travel logistics.
Process and reconcile household and personal invoices and payments.
Work closely with accounting and tax professionals on expense tracking, budgeting, and reporting.
Maintain detailed spreadsheets and annual summaries for planning and audits.
Assist with insurance, healthcare, and property documentation.
Research and book domestic and international travel, accommodations, and itineraries.
Coordinate ground transportation and manage vehicle maintenance and registration.
Track charitable donations and prepare reports for tax and financial purposes.
Assist with nonprofit involvement and event planning as needed.
5+ years of experience as an Executive Assistant or Personal Assistant, ideally supporting UHNW individuals, family offices, or senior executives.
Extremely tech-savvy — proficient in productivity tools, cloud systems, CRMs, and AI-based platforms (experience with ChatGPT or automation tools is a plus).
Exceptional organizational and multitasking abilities; strong initiative and judgment.
Discreet, trustworthy, and emotionally intelligent in handling confidential matters.
Strong written and verbal communication skills.
Financially literate and comfortable coordinating with accountants or financial managers.
Ability to balance remote work with on-site family support in Chestnut Hill.
Flexibility for occasional travel or evening/weekend coordination as needed.
Salary: $85,000–$100,000 annually (commensurate with experience)
Performance-based bonus potential
Comprehensive benefits package
Professional development opportunities in executive support, real estate, and wealth management