Chief of Staff to Entrepreneur & Investor

Chief of Staff / Senior Personal Assistant (UHNW Principal)

NYC-based | Remote role with occasional travel

Spanish fluency preferred

The British Connection Staffing is delighted to act as the exclusive recruiter for this exceptional role.

This is a brand-new position
, created intentionally to support a globally active UHNW principal and family as they enter a new chapter that blends scale, freedom, and intentional living.

The Principal

A world-class entrepreneur and investor whose work has shaped global technology and finance. Despite extraordinary success,
he is grounded, thoughtful, and deeply values trust, discretion, and calm competence. He works with a small circle of trusted advisors and colleagues, many of whom he has partnered with daily for more than 20 years, and he places a high value on loyalty, continuity, and long-term relationships.

Throughout his career, he has consistently built ahead of consensus, favouring original thinking, creativity, and long-term conviction over convention or herd behaviour. He has a well-established family life and values stability, discretion, and long-term commitment.

This role will suit someone with a broad, lived frame of reference - well-read, well-travelled, culturally fluent - who is energised by working with an entrepreneurial principal and a lifestyle rooted in the ocean (sailing / surfing). A natural fit will be someone comfortable outside corporate structures, with curiosity, adaptability, and an independent cast of mind.

The principal is approachable, open to dialogue and ideas. He will not micro-manage.

He is keen to establish a sustainable, well-balanced working relationship built on trust, planning, and mutual respect. This is a senior partnership position for someone who has already operated at the highest level and understands what it means to quietly hold responsibility.

The successful candidate will act as a primary extension of the principal
, with the authority and trust to manage complex personal, operational, and family-office matters independently.

This role has been created to add capacity and continuity
, enabling the principal to focus on the life he is intentionally building — not simply to manage day-to-day demands.

The position is remote
, but the candidate must be New York City–based and available for occasional domestic and international travel
. The successful candidate will be trusted with real agency and encouraged to take ownership, evolve the role, and make it their own.

The Chief of Staff will work closely and collaboratively with the principal’s wife’s highly experienced Personal Assistant
, ensuring seamless coordination, alignment, and continuity across family, household, and travel matters.

• Acting as a trusted proxy for the principal in complex or sensitive situations, including negotiations and high-stakes matters
• Managing the full burden of communications (email, text, Whats App), including triage, prioritisation, and response
• Overseeing a global family calendar as the principals move frequently between international locations
• Working in close coordination with the wife’s PA to ensure smooth execution across shared priorities
• Coordinating closely with a highly experienced family office team (finance, legal, operations, junior EA)
• Managing major personal projects, including the sale and transition of a significant estate in California
• Overseeing complex assets and operations, including a five-story yacht with a 50-person rotating crew, personal jet and crew, and associated senior staff
• Managing senior vendors, crew, and advisors across multiple jurisdictions
• Handling matters involving significant capital, confidentiality, and international logistics
• Providing judgment, stability, and calm across unstructured and high-pressure situations

This role is suited to someone who:

• Is based in New York City
• Has deep, current experience supporting a UHNW principal at a senior level
• Is trusted to operate independently with minimal oversight
• Has excellent commercial instincts and sound judgment
• Is comfortable representing a principal in their absence
• Can move fluidly between strategic thinking and hands-on…