Sailor Health Inc. logo

Executive Assistant

Job Overview

Location

Canada

Job Type

Full-time

Category

Marketing

Date Posted

July 4, 2026

Full Job Description

đź“‹ Description

  • • Serve as the primary operational support for the co-founders of Sailor Health, managing both founders’ calendars, scheduling, and complex travel logistics with precision and foresight.
  • • Own and streamline all people operations workflows including onboarding new hires, maintaining employee records, coordinating benefits enrollment, and tracking compliance requirements across HR protocols.
  • • Manage day-to-day operations of the company’s NYC office, including supply procurement, vendor coordination, meal planning, and ensuring a clean, functional, and productive workspace.
  • • Coordinate and execute team events and culture-building activities to foster connection and morale within the remote-first team.
  • • Act as the central point of contact for internal team communications, triaging requests and ensuring timely follow-through to the founders with clarity and urgency.
  • • Prepare and organize materials for internal and external meetings, including agendas, presentations, and supporting documentation with high attention to detail.
  • • Handle ad hoc research and special projects as directed by the founders, spanning strategy, operations, compliance, and company-building initiatives.
  • • Maintain strict confidentiality around sensitive company, employee, and clinical information.
  • • Proactively identify operational gaps and implement solutions before issues arise, anticipating needs without being prompted.
  • • Rapidly learn and adapt to new systems and domains including HR compliance, expense management, and digital health workflows.
  • • Operate with independence, urgency, and ownership — solving problems autonomously while maintaining seamless coordination across the founding team.
  • • Support the scaling of the company by establishing foundational operational processes that evolve with organizational growth.
  • • Ensure nothing falls through the cracks in a fast-paced, high-exposure environment where attention to detail directly impacts team effectiveness and company momentum.

🎯 Requirements

  • • Exceptional organizational skills with a proven ability to manage multiple priorities and deadlines with precision
  • • Proactive, service-oriented mindset with a strong sense of ownership and follow-through
  • • High degree of discretion and ability to handle confidential information with integrity
  • • Strong written and verbal communication skills with the ability to communicate clearly under pressure
  • • Ability to work independently and solve problems autonomously in a fast-paced, remote environment
  • • Experience or demonstrated aptitude in administrative, operations, or HR support roles

🏖️ Benefits

  • • Remote-first work environment with flexibility to operate within Eastern Time Zone
  • • Direct exposure to the founders and involvement in high-impact company-building decisions
  • • Opportunity to make a meaningful difference in the lives of older adults through life-changing digital health care
  • • Supportive, tight-knit team culture rooted in purpose and mutual care

Skills & Technologies

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Sailor Health Inc. logo
Sailor Health Inc.
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About Sailor Health Inc.

Sailor Health provides digital behavioral-health solutions for maritime fleets, combining 24/7 teletherapy access, self-guided programs, and data analytics to improve seafarer mental health. The platform integrates wearable and shipboard data to detect distress early, offers multilingual counseling, and delivers aggregated insights to ship operators to reduce turnover, accidents, and insurance claims.

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