Senior Recruiter

Sailor Health is on a mission to solve the mental health crisis among older adults. Getting older in America is tough: 90% of seniors live with chronic health conditions, 40% feel isolated, and older adults have the highest suicide rates of any age group. Sailor exists to change that.

Sailor Health is building the AI-native health system for happier and healthier aging. Sailor offers virtual mental health, care navigation, wellness classes, and AI care agents. Our vision is to become the trusted household name for older adults in America, setting a new standard for aging with dignity and honor.

We are growing quickly and have partnered with Medicare to offer affordable and exceptional healthcare to thousands of patients. We are honored to have the support and backing of world-class founders from Ramp, Nourish, and Headway.

Location: New York City, hybrid, 2-3 days a week.

At Sailor, we believe we're only as good as our team. We’re looking for a Senior Recruiter to work closely with our founders to attract the very best talent. You will own the systems, processes, and relationships that ensure we attract and onboard world-class talent to serve seniors with compassionate, high-quality care.

This will be our first talent team member, building the corporate recruiting function from the ground up alongside Sailor's founders. You will scale this function and build our recruiting pipelines, lead sourcing and interviewing, and create the foundation for a best-in-class candidate experience.

If you’re excited to build the recruiting from the ground up at a fast-growing digital health company, we’d love to meet you.

• Own Recruitment at Sailor Health, from top-of-funnel applications through offer signed and activation

• Provide a 5-star candidate experience throughout onboarding and hiring, ensuring that every new Sailor has a world-class experience

• Recruit the best business and operational talent to join Sailor Health, starting with sourcing and interviewing them, subsequently convincing them to join us

• Manage our recruiter pipelines (inbound and outbound), as well as building out new recruitment channels, managed on Ashby (our ATS)

• Launch searches for brand new roles and teams, creating JDs, researching compensation, and launching interview plans

• Develop recruitment rubrics and criteria by working closely with our co-founders and hiring managers across functions

• Proven experience recruiting in fast-paced startups or high-growth environments, with a strong track record of filling roles across multiple functions.

• Skilled at conducting high volumes of screening calls and structured interviews, quickly assessing candidate fit and moving top talent through the funnel.

• Strong operator with a systems and data mindset — comfortable managing ATS workflows (ideally Ashby), tracking KPIs, and using automation to scale recruiting.

• Experienced in partnering with hiring managers to craft compelling job descriptions, define success profiles, and align on interview processes.

• Thrives in ambiguity and zero-to-one environments, building scalable hiring processes that can evolve as the company grows.

• Mission-driven, empathetic, and passionate about building world-class teams that expand access to mental health care for seniors.

• 💰 Competitive salary and founding member-level equity

• 🩺 Comprehensive benefits, including Health, dental & vision insurance

• 🌴 Flexible PTO and sick days

• 🍱 Lunch and dinner in the office covered by Sailor

• 🎤 Team building events

• 🕺🏻 Friendliest and most dynamic team culture

• ✚✚ Additional: One Medical Membership for US employees, HSA, Talkspace, HealthAdvocate, Teledoc Health

1. 💙 Make your Grandparents Proud: Remember why you’re here and build the standard of care you wish your grandparents received.

2. 💡 Best Ideas Win: We strip problems down to first principles and challenge each other – but once a decision is made, we row as one.

3. ⚡️Go Fast and Far: We have a burning sense of urgency AND we go the extra mile.

4. 🥇 Do What It Takes To Be #1: We obsess over excellence and challenge ourselves and each other to actualize our best selves.

5. ⛵ Happy Crew: A miserable crew rows slow. A happy crew rows fast. Fun is a performance metric.