55 Best summer Jobs in Santa Rosa, California (May 2026)

Executive Personal Assistant

6 days ago

Santa Rosa

Personal Assistant PA > EA > Chief of Staff Track San Francisco, CA | Full-Time, In-Person Reports Founder and General Partner, Security-Focused VC Fund + Incoming CISO About the Role This is a uniquely integrated Personal Assistant role designed to grow into Executive Assistant and, ultimately, Chief of Staff responsibilities. The client is a serial cybersecurity entrepreneur and investor: Founder and General Partner of a $50M cyber-focused venture fund, an incoming CISO (Chief Security Officer) at a major company, and an active advisor, consultant, and angel investor. He also hosts a podcast and speaks at conferences and keynotes. His business and personal lives are deeply intertwined, and he is looking for a true right-hand person to amplify everything he does. The starting focus is intentionally on the personal side. The client has a significant backlog of personal tasks, errands, and unmanaged life logistics that consume mental bandwidth he would rather invest in his work and family. The right person will get his personal life onto a system, then earn their way into increasing business and strategic responsibilities. The vision: Year 1 is PA-heavy with growing EA work. Year 2 is full EA with strategic operations. Beyond that, this role becomes a Chief of Staff position, running both the client's professional and personal life such that he effectively reports to you on what to prioritize. As his career and ventures grow, so does the scope, influence, and compensation tied to this role. Day One Realities: The Backlog The role starts here. There is a stacked-up personal backlog that needs to be cleared and systemized. There is no real to-do list today as the backlog lives in the client's head. Part of week one is extracting it. Current examples include: • Coordinating contractors and vendors, such as TaskRabbit for lighting fixes and handyman jobs, • Managing returns, donations to Goodwill, and items to sell on eBay, • Building a relationship with a quality tailor and routinizing alterations, for example the last Friday of every month, • Coordinating with the auto shop: drop-offs, pickups, and status checks, • Sorting out food and meal logistics. The client does not eat well due to back-to-back meetings, • Planning date nights, Mother's Day, gifts, and family occasions proactively, • Booking and managing travel, such as recent trips to LA and China, before they become last-minute fires, • Coordinating special events such as poker nights and dinners, • Anticipating life moments: making sure a clean suit is ready before a gala, not the morning of Core ResponsibilitiesPersonal and Household: Primary Focus InitiallyHousehold Management • Take ownership of every personal errand, task, and logistical loose end. If you see something, handle it without being asked., • Build standing systems so the same problems do not recur: tailoring, returns, household maintenance, gifting, travel prep, and meal planning., • Proactively manage household staff including identifying, hiring, and overseeing housekeepers, chefs, and other support personnel., • Coordinate home maintenance, service appointments, and keep all household systems running smoothly., • Manage the residence at the Ritz-Carlton Residences, building relationships, coordinating services, and keeping it guest-ready. Note: the building has a concierge., • Manage household packages, returns, and mail. Handle personal errands as needed. Personal and Family Support • Coordinate scheduling between the client and his wife, a celebrity chef with two SF restaurants who has her own PA. This is currently a major pain point. Partner closely with her PA on shared logistics., • Handle kid-related items such as school pickup in emergencies and summer break planning. This is not a babysitting role as there is a nanny, but proactive thinking about family routines is welcomed., • Plan date nights, special occasions, Mother's Day, family events, and personal celebrations proactively., • Support dietary preferences and health-related logistics, including meal planning and ensuring the client has eaten at the right times given his back-to-back meeting schedule., • Handle personal appointments and medical scheduling., • Manage gifts: buying and sending for personal and professional occasions., • Own end-to-end personal and professional travel: research, booking, itineraries, ground transportation, and contingency planning. Recent examples include LA and China., • Proactively identify business-adjacent opportunities during travel, including investor meetings, strategic stops, and schedule optimization across trips. Assets and Administration • Manage personal assets including vehicles (coordinating with the auto shop for drop-offs, pickups, and status checks, and ensuring cars are never out of fuel), insurance policies, renewals, and warranties., • Maintain organized filing systems, physical and digital, and process mail to ensure nothing is missed., • Support tax season readiness by ensuring documents and data are organized year-round so nothing is scrambled at year end. Coordinate with CPAs, tax advisors, and financial managers., • Oversee personal financial reconciliation and family office coordination including monthly bookkeeping across personal accounts., • Light expense management, reconciliations, and reporting. Executive and Business Support: Grows Over Months 2 to 3 • Support across all of the client's professional surfaces: the fund (VC firm), the incoming CISO role, advisory and consulting retainers, angel investments, podcast, and keynote speaking., • Prepare briefing materials, itineraries, and logistics for speaking engagements, keynotes, and conference appearances., • Inbox and calendar management working alongside the AI tools already in place: an AI email assistant, an AI note-taker, and approximately 70% automated calendaring., • Pre-meeting briefings, follow-up tracking, and ensuring nothing falls through the cracks., • Protect the client's time for strategic priorities. Block the calendar against those priorities and push back when something is not a fit., • Organize and clean up business contacts, CRM lists, and meeting recordings so they are prioritized and easily searchable., • Help setup and manage client, investor, and CEO relationships., • Liaise with the client's business partner, who is Palo Alto-based, as well as portfolio companies and external stakeholders., • Help run events, dinners, executive functions, and partner and portfolio interactions. Chief of Staff: Year 2 and Beyond • Tell the client what to do, not the other way around: set his priorities, block his calendar against them, and push back when something is not a fit., • Own operational systems across all his ventures., • Become the trusted strategic partner whose judgment the client defers to.What the client Is Looking ForMindset and Character, • Low ego, high ownership. "I do not see anything as menial" is the mindset. The person who happily handles the small stuff is the person who earns the strategic stuff., • Proactive to a fault. The gold standard: an EA who barely needed direction after the first three weeks because she was always one step ahead, surfacing what he would need before he asked. "I am coming in anyway because I need to do X, Y, Z" is the energy., • Service-minded and hospitality-oriented. This is about amplifying someone else so they can do their best work., • Direct and honest. The client is blunt and prefers bluntness back. No passive-aggression, no evasion, no sugarcoating., • Thorough and perfectionist. The client delegates easily to people who repeatedly prove they think through details. Sloppy work creates more management overhead than doing it himself., • AI-native. AI is the "Iron Man suit." You should be using AI fluently as a force multiplier. The client is at the bleeding edge on this and wants a partner who matches. AI is for efficiency, not for substituting judgment or talent., • Systems thinker. The job is converting ad-hoc chaos into repeatable processes. Bring concrete examples., • In-person with initiative. You will work alongside the client at his home office and at Fang. He does not want to ask you to come in. He wants someone who chooses to., • Discretion and trust. You will have access to passwords, finances, family logistics, and sensitive business information. Integrity is non-negotiable., • Long-term oriented. He is looking for the person he wants for the rest of his career.Qualifications, • 5 or more years in EA, PA, EPA, or Chief of Staff-adjacent roles supporting senior executives or founders, • Demonstrated experience building systems out of chaos. Specific examples will be expected at interview., • Fluency with AI productivity tools including email AI, scheduling AI, note-takers, and automation, • Experience in startups, VC, or fast-paced founder-led environments strongly preferred, • Background in consulting or a comparably high-execution environment is a plus. The client specifically sees surviving 4 or more years at a Big Four firm as a strong signal., • Comfort working in person in San Francisco at downtown and Chinatown locations, • Outstanding written and verbal communication; ability to write in the client's voice over time, • Calendar, travel, and expense management proficiency, • Event and logistics coordination experience Technical proficiency expected: • Google Workspace: Calendar, Gmail, Drive, Docs, Sheets (expert-level required), Slides, • Slack for internal team coordination, • Project and task tools: Asana, Notion, Todoist, Linear, ClickUp, or similar, • Scheduling tools: Calendly, Cron, Vimcal, or equivalent, • Travel tools: TripActions/Navan, Google Travel, airline portals, Uber/Lyft, • File and knowledge systems: Notion, Dropbox, Google DriveCompensation and Benefits, • Base salary: $150,000 to $220,000 depending on experience and seniority. Willing to go to $250,000 for an exceptional candidate., • After year one: an equity-linked plan tied to the client's personal net worth growth. As his success grows, so does yours., • Healthcare, dental, and vision benefits, • Occasional travel

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