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Executive Assistant

Job in Southport, Fairfield, Fairfield County, Connecticut, 06490, USA
Listing for: Bespoke Private Service
Per diem position
Listed on 2026-10-16
Job specializations:
  • Administrative/Clerical
    Office Administrator/ Coordinator, Executive Admin/ Personal Assistant
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below
Location: Southport

EXPECTATIONS
  • Five or more years supporting a senior executive, founder, or principal in an executive assistant capacity, or a shorter record that demonstrates equivalent range.
  • Responsiveness as a defining standard, meaning quick acknowledgment, closed loops, and reliable follow-through on anything time-sensitive.
  • Full calendar ownership across business and personal life, including family travel, run through a collaborative weekly planning cadence with the principal.
  • Complex travel planning end to end, business and personal, including multi-generational family trips.
  • Advanced Microsoft fluency across Outlook mail and calendar, Teams, Word including tracked changes, Excel to working-model level, and confident PowerPoint production, plus One Note, One Drive, and Dropbox, comfort with AI tools, and effortless smartphone fluency.
  • Producing finished work product, including decks, spreadsheets, guest lists and mail merges, meeting agendas, document summaries, and comparative analyses of service providers with a recommendation attached.
  • Errands and deliveries, both hands-on and delegated, from personally handling ad hoc errands, pickups, and inbound deliveries (including occasional weekend coverage of high-value shipments) to building a vetted network of local runners and vendors that extends capacity when delegation is the smarter path.
  • Sourcing and procurement across both home and office.
  • Technology translation, meaning setting up a tool, simplifying it, and making it usable for others so the work moves.
  • Genuine multitasking, with many concurrent threads held to completion and sequenced by logic rather than by whoever asked last.
  • Legal authorization to work in the United States.
WHO YOU ARE
  • Urgent by temperament. You move quickly by default and treat responsiveness as part of the craft of the job.
  • A fast synthesizer. You absorb new information quickly, connect it to what you already know, and get to the next step without being walked there.
  • Resourceful by instinct. When something is hard, you find the angle, the resource, or the vendor, and you bring options rather than obstacles.
  • An owner. Once a task is yours, it stays yours through to completion, tracked with clear commitments along the way.
  • Collaborative and unafraid to ask. You raise questions early, take direct feedback in stride, and are straightforward about what you do not know.
  • An adopter of existing systems. The household already runs on established processes, and your first instinct is to learn them and keep them running rather than rebuild them your own way.
  • Humble and confident  task on either side of the desk is beneath you, and you represent the family well in any setting.
  • Professionally polished. Your presentation, on video and in person, matches the standard of the family you represent.
  • Discreet without exception. Nothing about the family, the household, or its rhythms is shared or posted, ever.
  • Personable, with self-aware humor. You connect easily, read the register of the moment, and default to formal and professional when in doubt.
PREFERRED
  • Experience blending corporate executive support with personal or family support for an owner, founder, or principal.
  • Familiarity with household management platforms and building simple systems for preferences, properties, and projects.
  • Working knowledge of the coastal Connecticut and New York vendor and service market.
RESPONSIBILITIES Calendar and Scheduling:

Own the calendar across business and personal life as one picture. Triage competing priorities on an overbooked schedule, chase down availability, confirm and reconfirm details across multiple parties, and earn growing latitude in judgment calls about how the principal’s time is spent. Run a forward-looking weekly planning meeting with the…

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