Job Title: Personal Assistant / Estate Manager
Location: Fairfield County, CT | New York City | Miami
Schedule: Full-Time, 5 Days/Week (with flexibility for occasional weekends and travel)
Compensation: $40–$50/hour, commensurate with experience
Benefits: 15 PTO Days (10 Vacation, 5 Sick), Holidays per FTV Capital Schedule, Monthly Insurance Reimbursement

Overview:

An active and creative family with residences in Connecticut, New York City, and Miami is seeking an experienced and highly organized Personal Assistant / Estate Manager to join their household team. The family includes a husband, an interior designer wife, two grown children, two friendly dogs, and a live-in housekeeper. The primary residence is a newly built home on a farm in Connecticut, with additional properties requiring regular oversight and coordination.

Key Responsibilities:

Property & Staff Management

• Oversee daily operations at CT residences (Farm and Lake), coordinating with caretaker, housekeepers, gardeners, and various vendors.

• Maintain NYC and Miami apartments: stock fridges pre-arrival, manage local staff, and ensure cleanliness and organization.

• Supervise upkeep of garden, orchard, and greenhouse – hands-on knowledge preferred.

• Assist with recruiting, onboarding, and scheduling new household staff as needed.

• Maintain and update household manuals and systems via Google Docs.

• Ensure homes are stocked with supplies, including “lightbulb management” and essentials.

• Oversee any ongoing construction or renovation projects; prior experience in construction management is a plus.

Administrative & Personal Support

• Manage the wife’s personal calendar and assist with scheduling in coordination with the husband’s assistant.

• Handle incoming/outgoing mail, packages, and returns.

• Source and coordinate deliveries of furniture, design items, and other goods.

• Execute travel arrangements (airfare, car service, hotels, dining).

• Respond to invitations, organize paperwork and digital files, and help manage bills.

• Provide personal shopping, sourcing, and gift-buying assistance.

• Assist with wardrobe maintenance, fashion purchasing, closet organization, and packing for travel.

Event & Lifestyle Coordination

• Plan and execute dinner parties and social gatherings.

• Coordinate event staffing in NYC and Miami as needed.

• Maintain and manage the family's social calendar; research and recommend new restaurants, shows, and cultural activities.

• Collaborate with the housekeeper or chef to plan healthy, family-friendly meals.

Errands & Pet Care

• Run errands such as grocery shopping, returns, and item sourcing.

• Assist with dog care: vet appointments, grooming, and general companionship.

Qualifications:

• 3+ years of relevant experience in a similar Personal Assistant or Estate Manager role.

• Strong organizational skills with the ability to multitask and prioritize effectively.

• Tech-savvy: proficient in Microsoft Office (Outlook, Word, Excel, PowerPoint), Google Docs, Dropbox; comfortable using both PC and Mac.

• Strong written and verbal communication skills; must be capable of professional, discreet correspondence.

• Resourceful, proactive, and detail-oriented with excellent common sense and problem-solving ability.

• Able to work independently as well as collaboratively in a fast-paced, dynamic household.

• A warm, professional demeanor with a love for dogs is essential!