Chief of Staff

Blackbook Associates is proud to be retained on the following Chief of Staff mandate. Title: Chief of Staff Company: Single Family Office Compensation: $200,000 to $250,000Location: Norwalk, CT (5 days on-site, unless principal is away/travelling) Relocation: Inside of the US only - they will not sponsor applicants from outside of the US. Following a highly successful business career, our client - a private principal - is establishing a single family office in Connecticut. He is seeking a Chief of Staff to become his true right hand: a trusted operator who will build the office from the ground up and run it for the long term. This is not a conventional family office role. The mandate is to make this one of the first family offices of its kind: the Chief of Staff will lead the design and rollout of an AI agent infrastructure across the office's operations - whether it’s deploying off-the-shelf capability using tools like Claude, or it’s a more advanced custom build. You will have a genuine budget and buying power to make this happen, alongside a small team of direct reports managing the family's physical assets (art collections, vehicles, and properties). The principal has a decades-long track record of hiring exceptional people and keeping them. This role is designed the same way: a long-term partnership with someone who becomes a trusted confidant to the principal and his wider family - not a stepping stone. The Role AI & Technology LeadershipLead the build and rollout of AI agents across family office operationsEstablish the office as an early adopter and reference point for AI-enabled family office operations Executive & Personal SupportAct as the principal's right hand: day-to-day priorities, communications, and schedulingCoordinate travel, appointments, and personal logisticsHandle confidential matters with absolute discretion and judgment Financial AdministrationOversee payroll, bill pay, vendor relationships, and expense reconciliation across personal and business accountsMaintain organized financial records; support reporting and budgeting Operations & Office ManagementEstablish efficient systems for documents, workflows, and internal processesCoordinate external providers (accountants, attorneys, vendors)Manage a small team responsible for the family's physical assets Business & Negotiation SupportLead or support negotiations for leases, contracts, and service agreementsConduct research and due diligence for business decisions and investmentsRepresent the principal with vendors, partners, and stakeholders PhilanthropySupport the principal's substantial philanthropic activity - a major and growing component of the office's work. The family runs or attends circa 200 events per year, support here will be hands-on. About You Technologically strong: hands-on with AI tools (experience with Claude is highly beneficial), comfortable evaluating and implementing new systems, and confident managing everyday technologyHigh emotional intelligence, with the judgment to operate seamlessly across business and personal spheresGenuinely willing to work "high and low" - from strategic builds to day-to-day detailStrong financial acumen: payroll, expense management, budgetingProven negotiation and vendor management experienceExceptional organization, discretion, integrity, and professionalismBachelor's degree required; family office, executive support, or operations experience strongly preferredSeeking a long-term home, not a short-term role The Environment The principal is relaxed, humble, and easy to work with - someone who doesn't take himself too seriously and offers a genuinely great working environment. The office transition will unfold over roughly 16 months, with onboarding targeted for January, though the priority is finding the right person rather than moving fast. This role will be based in the office five days a week - and it's an office worth showing up for. Newly built, architect-designed, and an award-winning building. It's a genuinely contemplative place to work, designed to encourage creativity, collaboration, and well-being. Relocation support is available from within the US - comprehensive and well-practiced, drawn from the principal's decades of experience relocating people throughout his career as a leading CEO. To apply or learn more, contact us in confidence.