CHIEF OF Staff

Executive Assistant / Chief of Staff - Greenwich, CT Full‑time, | Confidential 4 days in office, 1 WFH, varies when Principal away This is an interesting household and business support role for a Principal based from a home office in Greenwich, CT, operating at a senior level in finance. A Family Assistant will sit alongside this role, handling the day‑to‑day family and children’s administration – which means this position operates firmly at a genuinely strategic level. It is operations‑weighted, systems‑minded, and built for someone who sees a household that needs proper infrastructure and feels the pull to build it. The principals are not micromanagers. They want to build a relationship of trust and confidence with the right person, give them genuine ownership, and get out of the way. If you have wanted a role where you can truly make something your own, this is it. What you will own Principal & Business Support Multiple personal, professional, and board calendars across both principals — coordinated, consistent, nothing lost Email management and distillation — weekly packet model; drives toward zero‑inbox for the principal Travel, investor and advisory support, and client correspondence School communications, household deadlines, and family events are never missed Property & Renovation A significant ongoing home renovation — full ownership of vendors, contractors, timelines, approvals, and communication Greenwich and Hamptons property management — seasonal cadence, maintenance schedules, and vendor relationships Natural instinct to check price and budget adherence across all property and vendor activity Senior oversight of the Family Assistant; nanny and housekeeper coordination Nurture and manage relationships with local Greenwich and CT vendors Systems & Operations Build and own the household operating system from the ground up — Monday.com as the backbone; recurring annual activity fully codified so nothing is rediscovered year over year Renewals system across insurance, memberships, registrations, passports, Global Entry, and vendor contracts — caught before they lapse Tech forward. Fluent in Google Workspace, Microsoft Office and loves AI tools — abreast of new tech applications that may be applicable. Ultimately, builds systems, not workarounds A dedicated family office manage the financial infrastructure of the household — bill pay, payroll, investment administration, tax coordination, insurance, and contracts. This is not part of the EA/COS remit. What is required is a proactive and organised point of liaison: supplying documents and information promptly, flagging items that need the family office’s attention, and ensuring nothing falls between the two. Who you are Substantial experience as an EA, PA, or COS in a private‑household or principal‑facing environment — in long‑term positions Proven multi‑property estate experience — this is not a nice‑to‑have A builder: you create infrastructure, codify recurring activity, and make it better over time Calm under pressure, highly discreet, and comfortable with an always‑on pace Warm and professional — equally at ease with a Greenwich contractor and a C‑suite contact A clear, confident communicator in writing across all contexts Valid driver’s licence; must live within easy daily commute of Greenwich, CT Compensation: $160,000 – $180,000 base + performance bonus. Health benefits provided. #J-18808-Ljbffr