KS1068 - Full-Time Personal Assistant - Baltimore County, Maryland

A busy professional with properties in the Reisterstown area of Maryland and in Florida, is seeking a top-notch personal assistant to handle their personal, professional, and social affairs. This is a full-time role, primarily on-site at the residence in Baltimore County, Maryland, with travel to the other property, as needed.  This is a full-time, 40-hour-per-week role with a flexible schedule based on the principal's needs.  The position reports directly and exclusively to the principal.  Open to relocating or providing a live-in arrangement, though this is not a requirement.  The position is ready to hire upon finding the right candidate.

• Provide direct personal assistance to the principal, supporting daily personal and administrative needs with professionalism and discretion.
• Work from the principal’s home in Maryland to manage tasks, errands, deliveries, and household-related requests.
• Shop for groceries, household supplies, and personal items; ensure the home is appropriately stocked and organized.
• Coordinate birthday, anniversary, holiday, and other special-occasion gifting, including researching gift ideas, purchasing, wrapping, shipping, and tracking important dates.
• Schedule and confirm appointments, reservations, services, and personal commitments for the principal.
• Maintain and update the principal’s calendar, reminders, recurring dates, appointments, and deadlines.
• Coordinate household vendors, deliveries, maintenance appointments, service providers, and other home-related logistics as needed.
• Collaborate closely with the principal’s household staff to ensure clear communication, smooth daily operations, and seamless follow-through on household and personal requests.
• Assist with errands, returns, mailing, shipping, dry cleaning, personal and grocery shopping, and other day-to-day tasks.
• Support coordination between the principal’s Maryland and Florida homes, including stocking, preparation, scheduling, and communication with local vendors or service providers.
• Help prepare the home for the principal’s arrival, guests, small gatherings, or personal commitments as requested.
• Track purchases, receipts, and follow-up items in an organized manner.
• Anticipate needs, identify opportunities to simplify the principal’s day-to-day life, and follow through on tasks without extensive direction.
• Maintain a secure and confidential environment and handle all personal, household, and family information with discretion and professionalism.

• Prior experience as a Personal Assistant, Executive Assistant, Family Assistant or in a similar private-service role
• Excellent organizational and time-management skills,
• Ability to manage multiple priorities and shifting requests.
• Strong calendar management, scheduling, follow-up, and communication skills.
• Resourceful, proactive, and comfortable taking initiative to solve problems and anticipate needs.
• High attention to detail and a strong sense of follow-through.
• Warm, polished, professional communication style with vendors, service providers, guests, and family contacts.
• Ability to work collaboratively and respectfully with household staff, vendors, and service providers while maintaining clear communication and professionalism.
• Strong judgment, discretion, and ability to maintain confidentiality in all matters.
• Comfortable working independently in a private home environment and adapting to the principal’s preferences and routines.

• Must be legal to work in the US.
• Must be able to work from the principal’s home as needed.
• This is a 40-hour-per-week position with no set schedule; flexibility is required based on the principal’s needs.
• Must be available for occasional evenings, weekends, or schedule adjustments with advance notice whenever possible.
• Must be comfortable supporting needs related to homes in both Maryland and Florida.
• Must be an excellent communicator and highly responsive via phone, email, and text.
• Tech savvy and comfortable using smartphones, email, calendars, lists, shared documents, and household or task-management tools.
• A “can do” attitude, including willingness to handle any task required, no matter how small.
• Excellent judgment, strong attention to detail, and ability to prioritize effectively.
• Positive, service-oriented personality while maintaining professionalism and appropriate boundaries.
• High level of discretion and confidentiality in all matters.

• Paid Time Off
• Healthcare plan