Coolest PA/EA position for the most down to earth entrepreneurs ever

Executive Assistant Personal Assistant (EA PA)

Ideal start date: February 1 (flexible start available for the right candidate)

We are partnering with an exceptionally kind, thoughtful, and dynamic entrepreneurial couple in the mental health space to find a long-term Executive Assistant Personal Assistant to support both their professional and personal lives. This role is ideal for someone who thrives as a true extension of their principals—anticipatory, discreet, warm, and highly organized. Our clients are deeply invested in both their work and their family life. They value loyalty, trust, and work–life balance, and are seeking someone who is interested in building a long-term relationship (5 plus years). They genuinely take care of their team and foster a respectful, supportive environment.

This is a hybrid role with an in-person presence on the Upper West Side. A love of children is essential—they have three amazing kids, and occasional hands-on support (e.g., grabbing a snack if a parent is on a call, helping with school pickups, etc.) is part of the role.

Personal Assistant Responsibilities

• Oversee day-to-day household and personal operations for a busy family, including light home and staff coordination

• Manage family calendars, personal travel planning and logistics

• Handle family administration, including renewals of services, subscriptions, and essential documents

• Schedule and manage family medical appointments and prescription needs, as well as coordinate insurance submissions to reimbursements as needed

• Remote coordination and management of the family’s summer home

• Thoughtfully plan and execute gifts, celebrations, children’s birthday parties, and family events

• Assist with school pickups and school-related coordination as needed (driving the family car is a strong plus)

• Manage errands, ad hoc personal requests, and act as the primary point of contact for household matters



Executive Assistant Responsibilities

• Provide high-level calendar management to your 2 executives

• Coordinate business travel, itineraries, and logistics

• Support office and facility operations across several offices in partnership with office managers

• Plan to execute marketing and business events

• Assist with employee engagement efforts (birthdays, anniversaries, appreciation days)

• Manage annual corporate gifting initiatives



Required Qualifications

• Absolute discretion, professionalism, and commitment to confidentiality

• Bachelor’s degree or equivalent professional experience

• Minimum of 2 plus years in a high-level support role 

• Exceptional written and verbal communication skills

• Strong organizational skills with meticulous attention to detail

• Excellent problem-solving skills and sound judgment

• Warm, approachable, polished demeanor that reflects the principals’ kind and empathetic leadership style

• Flexible schedule with occasional overtime as needed (not frequent)

• Willingness to work a few Saturdays per year (e.g., company events or children’s birthday parties)



Salary is DOE, health insurance, 401k with 3% match, flexible PTO, paid holidays
Send us your resume if you want to work for an amazing family! heather@thehelpcompany.com