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The British Connection Staffing

EA/Chief of Staff - Greenwich, CT

greenwich, CT

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About this opportunity

The British Connection Staffing lists this EA/Chief of Staff - Greenwich, CT opportunity in greenwich, Connecticut. Review the employer’s description below for duties, qualifications and application requirements.

Job description

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.

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Worksite address

greenwich, CT, 06831, US

Who can apply

Review the original listing for work authorization, qualifications and employer requirements.

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