Senior Personal Assistant for VIP Principals in Venice Location: Venice, Italy (with regular travel across Europe and the Caribbean) Contract: Full-time, permanent, Italian employment contract Relocation: Relocation support will be discussed for the right candidate A Venice-based international titled couple with multiple residences, an active family office, and a renowned international cultural and environmental foundation is seeking an exceptional and experienced Senior Personal Assistant. It is a high-trust, high-responsibility position at the centre of a sophisticated private ecosystem spanning Europe and the Caribbean. The ideal candidate will be a solutions-oriented problem solver with a hands-on mentality, exceptional emotional intelligence, and a down-to-earth personality. 5+ years’ experience supporting UHNW individuals, families, family offices, or multi-residence households in Europe. ~ Bilingual proficiency in English and Italian, with full command of both verbal and written communication. Strong advantage for French and Spanish. ~ Proven ability to manage highly complex calendars, travel logistics, and sensitive information with impeccable discretion. ~ Strong proficiency in Google Workspace, digital filing systems, spreadsheets, and basic bookkeeping. ~ Ability to travel regularly, sometimes on short notice. Not a 24/7 role physically, but requires a flexible, travel-ready mentality. ~ A professional approach marked by emotional intelligence, warmth, and impeccable discretion. ~ Experience supervising household staff, vendors, and contractors. ~ A career PA with a genuine passion for the role, not someone seeking to transition into an executive or strategic position. Deep understanding of Italian culture, bureaucracy, and municipal processes. Italian nationals with experience abroad who are looking to return to Italy are particularly encouraged to apply. Certification or practical experience in property administration, hospitality management, or bookkeeping. Background in multi-property oversight, yachting support, or complex travel logistics. Experience in philanthropic or cultural environments (museums, foundations, art institutions). Knowledge of insurance administration, car fleet management, and international medical documentation. Work at the heart of a dynamic, international private world spanning art, culture, philanthropy, and luxury lifestyle. Be based in one of the most beautiful cities in the world, with regular travel across Europe and the Caribbean. Join a forward-thinking family office ecosystem with long-term career prospects and professional development. Gain exposure to global networks across art, culture, and environmental philanthropy. Competitive compensation package with relocation support for the right candidate. Calendar and Scheduling Management Family Office Liaison ~ Serve as the bridge between the Principal and the family office on all financial and legal matters. Coordinate communication flow between foundation stakeholders, manage travel logistics for Madrid-based events, and support donor and partner relationship coordination. Supervise household inventories, utilities, upkeep, and ensure continuity of service standards across all properties. Supervise housekeeping staff at the various residences: tasks, duty schedules, working hours, expenses, and performance. Travel Coordination Work closely with travel agents and third-party providers to organise flights, private transfers, accommodations, visas, and itineraries. Prepare travel packages and manage on-trip adjustments in real time. Bookkeeping and Financial Assistance ~ Track household expenses, prepare monthly reconciliations, oversee petty cash, liaise with accountants, and ensure timely payment of invoices and insurance renewals. Organise medical appointments, coordinate health insurance matters, arrange follow-ups and preventive check-ups, and handle medical travel or emergency arrangements. Administration and Documentation Maintain updated health and vaccination records, digital filing systems, insurance documents, legal and administrative paperwork, and confidential family archives. Handle shopping, gifting, event RSVPs, online orders, restaurant bookings, wellness appointments, and ad hoc errands with discretion and autonomy. Communications and Relationship Management Liaise and ensure smooth information flow between family, foundation, and office teams. Vehicle and Asset Management Maintain car service schedules, registrations, and insurance. Coordinate contractors for property repairs, installations, and technology updates. A dynamic, varied role covering family, cultural, and international property contexts. The opportunity to work within a forward-thinking family office and international foundation ecosystem. with relocation support discussed on a case-by-case basis. Professional development opportunities and exposure to global networks across art, culture, and environmental fields.