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Posted 3 weeks ago

Executive Assistant

at Sailor Health

CanadaRemote

Responsibilities

  • 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

Requirements

  • experience for older adults, addressing one of the fastest-growing and most underserved healthcare segments in America.
  • - You're a fast learner who's genuinely excited to go deep on new domains – whether that's HR compliance protocols, expense management systems, or new operational workflows.
  • 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. YOUR KEY

Additional details

  • ABOUT SAILOR HEALTH Sailor Health is revolutionizing the aging
  • 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: 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.
  • 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.
  • WHO YOU ARE - You're exceptionally organized with a service-oriented mindset – you take genuine pride in making the people around you more effective.

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