Dream job alert! This wonderful family (two adults, one child, and two dogs) is seeking an experienced Estate Manager Personal Assistant to oversee the daily operations of their 5,270 sq. ft. private residence. This live-out role is ideal for a highly organized, proactive professional who enjoys managing both household operations and administrative support with discretion and care. Responsibilities include overseeing the home, systems, and vendors; coordinating household supplies, maintenance, and preventative services; managing projects and contractors; and maintaining records, inventories, and insurance-related information. The role also provides personal assistant support, including travel coordination, event planning, errands, pet-care coordination, and interfacing with the family office and other professionals. The position is full-time, five days per week, with a flexible schedule set in advance and on-call availability for property or security emergencies. Occasional weekends, house-sitting, or pet-sitting may be required. Candidates should have 5plus years of estate or property management experience, be tech-savvy, detail-oriented, polished, non-smoking, and capable of working independently while maintaining strict confidentiality. A competitive salary is offered based on experience, along with a medical insurance stipend and paid vacation. We are excited to hear from you and see if you are a fit!

elizabeth@thehelpcompany.com

An established UHNW family is seeking a proactive, highly organized, and experienced Executive to Personal Assistant who can also serve as a Family Assistant and House Manager. The role is based in Hillsborough, with responsibilities extending to properties in Carmel and Lake Tahoe. This is a hands-on, fast-paced position that requires a true multitasker who can ‘wear many hats’ and take initiative without constant direction.

Position: Executive to Personal Assistant Family Assistant to House Manager
Location: Hillsborough, CA (Primary Residence)
Compensation: $130,000–$150,000 DOE (more for the right person!)
Schedule: Full-time, Monday–Friday, ~7:30 AM to 4:00–6:00 PM (Flexibility Required)


Key Responsibilities:
• Administrative Support:
◦ Executive assistant duties for the principal (calendar management, scheduling, travel coordination)
◦ Daily check-ins and coordination with household team members
◦ Maintaining comprehensive and accurate family calendars (children’s activities are a priority)
• Household to Family Management:
◦ Oversee and coordinate with vendors for all property maintenance (including an 8-bedroom, 10-bath primary home)
◦ Liaise with executive housekeeper and housekeeping staff
◦ Assist with packing, stocking, errands, and household organization
◦ Ensure children’s gear and needs are managed for all activities and outings
• Travel to Property Oversight:
◦ Pre-arrival setup and post-departure wrap-up for Carmel and Tahoe homes (stocking, fresh flowers, organizing)
◦ Coordinate any travel needs for the family and guests (up to 9 people when traveling together)
◦ Stay ahead of maintenance, renovation needs, or emergency situations across homes
• Family to Lifestyle Support:
◦ Assist with logistics for the children (ages 12–19), including scheduling, gear prep, and activity management
◦ Occasional support for the principal’s elderly mother
◦ Work closely with the principal’s girlfriend and her 3 children
◦ Coordinate with the live-in au pair (from Italy)
Ideal Candidate Will Have:
• 5plus years of experience supporting UHNW families or senior executives
• Strong administrative, organizational, and multitasking skills
• Familiarity with managing multiple homes and complex schedules
• High emotional intelligence, discretion, and professionalism
• A proactive, ‘get it done’ mindset—no task too big or small
• Tech savvy and calendar management expertise (Google Calendar, etc.)
• Ability to work closely with the existing family office and household team
• Local to Hillsborough or surrounding areas (no bridge commuters preferred)
Additional Details:
• Payroll employee with drug screening required
• Candidate must be highly resourceful and detail-oriented
• Some flexibility for evenings or weekend travel prep when needed
• Preference for someone younger, high-energy, and adaptable
• Must be local and live in the Peninsula

We say this a lot! But this is one special client. The family lives in Palo Alto and is looking for that unicorn that has taste, that loves property management, that is organized, that is down to earth, that can think 4 steps ahead, that wants a loyal and lovely boss. The family owns properties all over the map, and they love flying under the radar. This position could range from personal assistant duties to house management to a bit of interior design. This is a new position for the family as they sold their company, and have concentrated on buying some properties. There is always a renovation, procuring household items, lots of travel, lots of calendar work. If you are organized to a point of making a spread sheet with paint color or the tile used one each property – this coudl be a wonderful home for you!! There could be some travel,

So excited to help this fabulous family hire a part time Personal Assistant and Estate Manager. With both parents working very busy jobs with a 10 month old daughter they need your help ASAP. No day will be the same and this is truly a wonderful opportunity. You will help with grocery shopping, running errands, meal prep, returns, overseeing vendors, gardners, overseeing the housekeepers and staff, travel and calendar management and other miscellaneous tasks. Please have a proactive and over communicative personality, be a Jane of all trades, calming demenor, be excited to work 20 hours a week (maybe more). Salary rate is DOE, they are hiring ASAP and if you are a fit please reach out ASAP.

elizabeth@thehelpcompany.com