HN447 - Nanny/Remote Personal Assistant - Hillsborough, CA

A family in Hilsborough is seeking a nanny/remote personal assistant. The role involves about 25 hours a week Monday through Friday of being a nanny to 2 boys ages 10-years-old and almost 8-years-old and about 5-7 hours a week of remote personal assistant work, and about 5-7 hours a week of running errands as PA. In total, the role will be 35-40 hours a week Monday through Friday 11am/12pm-7pm. The nanny role begins at 2pm daily with picking up the children from school. The PA duties began at 11am or 12pm until picking up the children. They need someone experienced, quick on their feet, who can work autonomously and not need direction/hand-holding, and who can implement structure to the children's schedules. The eldest is more independent, whereas the youngest needs someone to help oversee with making sure homework is being done and coaching/guiding him with completion of homework and tasks. A former schoolteacher is welcome! The children are scheduled so the candidate to hire must be good at earning the children's respect and implementing that structure/schedule, especially when the Mother is traveling for work. Also, creating fun activities for them. For the personal assistant tasks, the Mother is happy to do a bit of training for the candidate to hire to use AI to help with the administration/calendaring portion of the role. The role begins November 1, 2026.

Remote PA/Errands/In-Person PA Duties:

• Managing family calendars (children are involved in various activities, about 3 activities each at any given time)
• Logistical planning of getting children to/from the activities and school and coordinating pickups and drop offs, there is a nanny car for use or reimbursement of mileage if personal care used
• Ordering of birthday gifts
• Reading the school emails (flagging to bring item child selects for bake sale and having it ready for the child to take to school on specific date, for example)
• Errands involve Costco, Whole Foods, Trader Joes, etc. 
• Dropping off and picking things up for repair
• Logistics and admin/juggling essentially–most all can be done remote
• There is no travel required for this role

Nanny:

• Picking up children from school
• Driving to/from activities
• Helping mainly the youngest with reading/writing, guiding him and motivate him
• Creating fun activities for the children to do if time allows

• Former schoolteacher would be a bonus

• Licensed driver with a clean driving record
• Able to use technology comfortably

• $50-55/hour
• $350 monthly healthcare stipend
• 5 paid sick days
• 2 weeks' vacation
• Major holidays off and paid