Full-Time
Executive Assistant
Updated on 8/4/2026
Sailor Health
51-200 employees
Medicare-covered teletherapy platform for seniors
Compensation Overview
$90k - $105k/yr
New York, NY, USA
Hybrid
Five days in the NYC office per week required.
 Administrative & Executive Assistance (2) |
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- Experience in an executive assistant or operations role is a plus but is not required.
- Exceptional organization and a service-oriented approach are required.
- Strong attention to detail and follow-through are required.
- The ability to proactively anticipate needs and solve problems is required.
- The ability to respond quickly, communicate clearly, and remain composed when priorities shift is required.
- Confidentiality must be handled appropriately.
- The ability to learn new domains, operate independently, figure things out, and work with urgency is required.
- 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.
- Own operational workflows in the founders' office end-to-end.
- Manage day-to-day operations of the 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.
- Experience in an executive assistant or operations role.
Sailor Health provides Medicare-covered mental health care for older adults by connecting seniors with licensed geriatric therapists. It is a telehealth platform offering individual, group, and family therapy via phone or video, with therapists matched to patient needs after a consultation. An AI-native platform handles care coordination, real-time clinical insights, and administrative tasks so clinicians can focus on patients; revenue comes from Medicare therapy claims and collections. The company targets reducing loneliness and mental health crises in seniors by improving access to home-based geriatric mental health care and by partnering with home care providers for integrated screenings.
Company Size
51-200
Company Stage
N/A
Total Funding
N/A
Headquarters
New York City, New York
Founded
2024
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Simplify's Take
What believers are saying
- Serves thousands of patients via Medicare partnerships, proving rapid scalability.
- Targets 14% of older adults with untreated mental health conditions.
- Expands to care navigation and AI agents, all Medicare-reimbursed.
What critics are saying
- CMS 2026 cuts slash Medicare telehealth reimbursements by 20-30% within 3-6 months.
- Talkspace steals patients with larger Medicare Advantage network in 6-12 months.
- AI agents mishandle PHI, triggering $1M+ HIPAA fines and de-networking in 18-24 months.
What makes Sailor Health unique
- Sailor Health pioneered AI-native platform for geriatric mental health therapy.
- Medicare-covered virtual therapy matches seniors with specialized geriatric therapists.
- AI copilots automate admin tasks, enabling clinicians to focus on patient care.
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Benefits
Health Insurance
401(k) Retirement Plan
Flexible Work Hours
Unlimited Paid Time Off
Remote Work Options
Paid Vacation
Professional Development Budget
Conference Attendance Budget
Wellness Program
Mental Health Support
Stock Options
Company Equity
Phone/Internet Stipend
Home Office Stipend
Office/Administrative support?