Personal Chief of Staff to Serial Entrepreneur & Family in Marin County

Serial entrepreneur and his family are looking for a Personal Chief of Staff to be the integrator across every part of their personal life. This is an exciting opportunity to step into a brand-new role, build structure from the ground up, and become a trusted right hand to a visionary founder while he builds out its family office. In this role, you’ll project manage property renovations and potential purchases, handle budgeting, liaise with external advisors and stakeholders, plan family travel, and manage the household team. Someone who is a sharp, strategic operator with real horsepower, who can bring order to a fast-moving, ambiguous environment, push back with confidence, and turn big-picture goals into clear plans while staying willing to roll up their sleeves. AI literacy is a must. This role is based in Marin County, with flexibility during family travel. 175-225K DOE + 20-25% discretionary bonus, medical stipend, monthly retirement contribution, and generous PTO.

Responsibilities:

• Act as the principal’s integrator, keeping every part of the family’s personal life connected and moving forward.
• Project manage a large home remodel from start to finish, including owning the budget and attending design meetings with the architect and design team.
• Act as the main contact with the family’s wealth advisors on bill payments, budget tracking, overruns, and spending reports.
• Manage life and health insurance and other personal administration.
• Plan and coordinate family travel and leisure, including building annual budgets, getting the most out of travel perks and memberships, and suggesting ways to raise the experience each year.
• Manage the house manager/family assistant: run regular staff meetings, plan work around the family calendar, and assign day-to-day household tasks.
• Turn the family’s big-picture goals into clear recommendations, budgets, and action plans.
• Build clear reports and SOPs that distill complex information into a few key points while keeping a full record of how decisions were reached.
• Act as a thought partner to the principal: help set priorities, manage expectations, and flag blind spots.
• Stay informed enough on the business side to coordinate how it affects the family, without managing business work directly.

• Previous experience as a Personal Chief of Staff, Executive/Personal Assistant, or similar integrator role supporting a principal, family office, or high-net-worth household.
• Strong project management skills, with a track record of owning complex, multi-stakeholder projects and budgets.
• Polished reporting skills, with the ability to distill large amounts of information into clear, concise recommendations.
• Thrives in ambiguous, unstructured environments and is excited to build systems and processes from the ground up.
• Confident managing up, resetting expectations with clear reasoning, and offering a candid point of view.
• Proactive and solutions-oriented with an instinct to anticipate needs rather than wait for direction.
• Strategic thinker who is still willing to roll up their sleeves when needed.
• Strong people leadership skills, with the ability to coach and direct household staff.
• Excellent written and verbal communication skills, with the ability to work well with advisors, vendors, and stakeholders at all levels.
• Strong financial literacy and the judgment to know which questions to ask; no finance or modeling background required.
• Highly fluent with AI tools, with the judgment to critically evaluate AI output and spot gaps.
• Proficient with productivity tools such as Google Workspace, Notion, and project management platforms.
• Flexible availability during family travel, including working across time zones when needed.