Virtual EA

About Sailor Health

Sailor Health is revolutionizing the aging experience for older adults, addressing one of the fastest-growing and most underserved healthcare segments in America. 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.

Executive Assistant to the Founders

Location: Remote - Canada (Eastern time zone)

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.

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.

You respond quickly, communicate clearly, and maintain composure when priorities shift.

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.

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

Handle adhoc projects and research that support the founders across strategy, operations, and company‑building

Help bring life‑changing care to a population that’s too often overlooked.

Unique opportunity to work directly with the founders of the company, where you'll be exposed to extraordinary growth opportunities.

Remote‑first team. Enjoy the flexibility of remote work while staying closely connected with a thoughtful, collaborative team rooted in purpose.

Your work helps older adults and their families feel seen, supported, and cared for.