Personal Assistant - Greenwich, CT

The Calendar Group; Greenwich (CT); On-site; USD 60,000 - 90,000; Full time

Job summary

The Calendar Group is seeking a polished Personal Assistant to support a high-profile individual in Greenwich, CT. This hands-on lifestyle role requires discretion, reliability, and proactive coordination of daily activities alongside a second assistant.

Responsibilities include scheduling, travel, household staff oversight, security liaison, mail retrieval, errands, and budget tracking to ensure the principals day runs smoothly.

Qualifications

• Strong organizational and multitasking abilities.
• Ability to handle confidential information with discretion.
• Comfortable working with another assistant.
• Flexible to a dynamic, lifestyle-focused schedule.
• Valid driver's license with clean driving record.

Responsibilities

• Manage dynamic daily scheduling for personal and household needs.
• Arrange private and commercial travel as required.
• Coordinate and oversee household staff.
• Liaise with security and assist with logistics.
• Retrieve mail and packages and run errands as needed.
• Provide general lifestyle support to ensure a seamless day.
• Track household expenses and assist with bill pay and budgets.

Skills

Organizational skills

Multitasking

Discretion

Team player

Schedule flexibility

Job description

Seeking a polished, highly organized Personal Assistant to support a high-profile individual in Greenwich, CT. This is a hands-on lifestyle role requiring discretion, reliability, and seamless coordination of daily activities. The ideal candidate is professional, proactive, and comfortable working alongside a second assistant.

Key Responsibilities:

• Manage a dynamic, ever changing daily scheduling, including personal and household appointments
• Arrange private and commerical travel arrangementsÂ
• Coordinate and oversee household staff
• Liaise with security and assist with logistics
• Retrieve mail and packages
• Run personal errands as needed
• Provide general lifestyle support to ensure the principals day runs seamlessly
• Track household expenses, assist with bill pay, and maintain household budgets.

Requirements:

• Strong organizational and multitasking skills
• Valid drivers license with a clean driving record
• Discretion and ability to handle confidential information
• Team-player comfortable working alongside another assistant
• Flexibility and willingness to support a dynamic, lifestyle-focused schedule