Jobs at The Calendar Group

Perform general home and property maintenance including carpentry, painting, basic plumbing and electrical repairs, furniture assembly, tool upkeep, and coordinating vendors for larger issues. Maintain interior and exterior upkeep and assist with household projects as requested.

Provide hands-on lifestyle support to a high-profile principal in Greenwich, CT: manage daily scheduling, oversee household staff, liaise with security, drive the principal, handle errands, retrieve mail/packages, and coordinate meals and logistics while working alongside a second assistant.

Serve as a trusted operational partner to a founder, owning business and personal projects end-to-end. Translate high-level goals into scopes, timelines, budgets, and action plans; oversee property buildouts; manage contractors, vendors, advisors, and content/travel logistics; establish systems, provide concise project updates, and protect confidential information with discretion.

Provide high-level personal and executive support to the Founder/CEO across business and household needs. Manage complex travel, appointments, events, vendors, and confidential matters. Prepare briefings and materials, conduct research, coordinate social introductions, and act as a representative when required. Leverage AI tools to improve efficiency and maintain discretion.

Live-in nanny to care for three children (ages 4–6): plan age-appropriate activities, maintain routines and boundaries, prepare meals, manage schedules and travel logistics, drive children to activities, keep play and sleeping areas organized, and coordinate with weekend nanny.

Full-time live-out nanny to provide dedicated care for a 3-week-old newborn: establish feeding/sleep routines, support development, handle diapering/bathing/soothing, monitor health and safety, communicate with parents, and accompany occasional travel.

Provide companionship and support for an autistic 19-year-old, assist with household tasks, and manage logistics for family activities.

Provide executive and household administrative support including calendar and email management, travel coordination, vendor and project follow-up, errands, household logistics, deliveries and inventory, and daily care for pets and farm animals including overnight support during employer travel.

Provide comprehensive professional and personal support to a business owner: manage calendars, prioritize tasks, coordinate household and family logistics, oversee vendors and pet care, run errands, and deliver executive-level administrative assistance with discretion and professionalism.

Lead and manage daily operations of two private residences, including maintenance, vendor coordination, household logistics, travel arrangements, budgeting, scheduling, event planning, and systems development. Ensure residences are prepared for principals, maintain discretion, implement organizational tools, and oversee staff and vendors to deliver seamless household service.

Full-time nanny to provide attentive care for an infant and toddler, speak exclusively in Spanish, plan age-appropriate activities, maintain routines, prepare meals/bottles, do childrens laundry and light household tasks, transport to activities, and communicate with parents. Light family assistant duties performed during naps or when parents are present.

Live-in domestic couple to manage two residences seasonally in Palm Beach, FL and Great Neck, NY. Responsibilities include household management, housekeeping, laundry, meal preparation, driving, light companionship and basic caregiving coverage, grocery shopping, and coordinating seasonal relocation. Private accommodations provided.

Support the Founder/CEO through high-level administrative tasks, manage deal pipeline, organize meetings, and coordinate travel, while ensuring efficient follow-up and communication.

The Managing Director will oversee the personal financial ecosystem of a private equity CEO, managing liquidity and financial operations while ensuring efficiency in financial administration.

The Personal Assistant will support a private family with travel arrangements, calendar management, personal errands, and household tasks while maintaining flexibility and discretion.

Provide high-level support to the CEO, manage calendars, handle administrative workflows, assist with personal tasks, and support marketing initiatives.