Executive Personal Assistant- NYC/Westport

The Calendar Group•Westport, CT

6d•Hybrid

About The Position

Our client is seeking a full-time, in-person Executive Personal Assistant to provide high-level support to the CEO of a travel and lifestyle management company. This is a dynamic, hybrid role with three in-office days per week and two remote workdays. The in-office location varies seasonally, with three days per week in New York City from September through May and three days per week in Westport, CT from June through August. The ideal candidate is polished, proactive, highly organized, and able to seamlessly shift between Executive Assistant and Personal Assistant responsibilities.

Requirements

Strong written and verbal communication skills
Highly organized with exceptional attention to detail
Ability to seamlessly switch between executive-level and personal support
Strong problem-solving skills with the ability to think ahead
Polished, professional, and service-oriented demeanor
Strong technology skills required, including proficiency or familiarity with: Microsoft Office Suite, Salesforce, Adobe Creative Suite (Photoshop, Illustrator), Social platforms
Flexibility to travel
Excellent references required

Responsibilities

Provide comprehensive Executive Assistant support, including calendar management, scheduling, meeting coordination, and prioritization
Support Personal Assistant needs as required, including day-to-day personal and lifestyle-related requests
Manage recurring operational tasks and administrative workflows
Assist with accounting, payroll coordination, and staff tracking
Serve as a key point of contact, managing communications with discretion and professionalism
Coordinate and communicate effectively across internal teams and external partners
Anticipate needs and proactively manage shifting priorities
Support marketing initiatives, including: Social media management, Content creation, Maintaining the brand's digital presence tied to travel, culture, and lifestyle
Maintain confidentiality and handle sensitive information with the highest level of discretion