Executive Assistant

Sailor Health•New York, NY

16d•$85,000 - $90,000•Hybrid

About The Position

Sailor Health is revolutionizing the aging experience for older adults, addressing one of the fastest-growing and most underserved healthcare segments in America. With over 60 million seniors expected to make up nearly 25% of the population by 2030, we’re entering a period of unprecedented demand for care. Yet, today, millions of older adults remain isolated, underserved, and struggling with mental health challenges such as anxiety, depression, loneliness without adequate support. We are a remote but tight-knit team who cares deeply about each other and our mission. Join us on our mission to redefine the golden years, enabling older adults across the nation to live happier, healthier, and more fulfilling lives. About the Role Title: Executive Assistant to the Founders Location: NYC (Soho) - 3-5 days in office At Sailor Health, the founders are deeply hands-on across every function – from clinical operations and payer strategy to hiring, compliance, and product. We're looking for an Executive Assistant to work directly with our co-founders to keep the company running smoothly behind the scenes. This is our first EA hire, and it goes beyond pure calendar management. You'll be the operational backbone of the founding team – owning scheduling and logistics, running our NYC office, supporting new hires with HR and onboarding workflows, and making sure nothing falls through the cracks as we scale. If you're excited to be the person who makes everything work at a fast-growing digital health company, we'd love to meet you.

Requirements

Exceptionally organized with a service-oriented mindset
Impeccable attention to detail and follow-through
Proactive by nature – anticipate needs and solve problems before they surface
Respond quickly, communicate clearly, and maintain composure when priorities shift
Understand the weight of confidentiality
Fast learner who's genuinely excited to go deep on new domains
Operate independently, figure things out, and move with urgency

Nice To Haves

Experience in an EA or operations role is a plus, but not required – we're open to recent graduates who are sharp, hungry, and ready to grow alongside the founders of a fast-scaling company.

Responsibilities

Support people operations workflows, including onboarding new hires, managing employee records, coordinating benefits enrollment, and tracking compliance items
Own both founders' calendars, scheduling, and travel logistics
Coordinate team events and culture-building activities that keep our crew happy and connected
Own operational workflows in the founders' office end-to-end
Manage day-to-day office operations of our NYC office, including supplies, vendor relationships, meal coordination, and maintaining a productive workspace
Support the co-founders in preparing materials for internal and external meetings
Serve as a key point of contact for the team, triaging requests and communications to the founders and ensuring timely follow-through
Handle ad hoc projects and research that support the founders across strategy, operations, and company-building