Executive Personal Assistant- NYC/Westport in Westport, Connecticut at The Calendar Group

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.

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

Qualifications & Skills:

• 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

Schedule:

• Hybrid schedule with three in-office days per week and two remote workdays
• September through May: Three days per week in New York City
• June through August: Three days per week in Westport, CT

Compensation:

• $80,000-$115,000 per year, depending on experience
• Discretionary bonus