Strategy & Operations Lead

Full-time Job Type
On-site Work Arrangement
Mid-Level Experience
Apply Now Posted 6 days ago

On-site in New York City, this mid-level role at Sailor Health focuses on strategy and operations in the healthcare sector. The company aims to revolutionize aging with AI-driven health services for older adults.

Skills / Requirements

  • AI Transformation
  • AI-native
  • Analytical Skills
  • Decisive Decision Making
  • Excel
  • Google Sheets
  • Healthcare Operations
  • High-intensity Environments
  • Ownership
  • Performance analysis
  • Problem Solving
  • Vibe Coding
  • Workflow Design

Why Apply

This role is ideal for someone skilled in deploying AI-powered tools, as it involves driving AI transformation through vibe-coded internal apps and workflow automations. You'll work at the intersection of healthcare and AI.

What You'll Be Doing

You'll architect growth infrastructure across operations, clinical delivery, and AI product development. You'll launch new care lines, scale core functions, and deploy AI tools to improve operational efficiency.

Working in New York City (Soho), United States

  • Soho offers a vibrant cultural scene with numerous galleries and restaurants, ideal for after-work leisure.
  • New York City's tech industry is robust, offering ample networking opportunities and career growth potential.
  • The city's extensive public transit system makes commuting to Soho convenient from various boroughs.
  • Living in New York City provides access to diverse culinary experiences and entertainment options.
  • Soho's historic architecture and trendy atmosphere make it a desirable location for professionals.

Pay and Career Growth

The role offers a top quartile salary and equity, along with comprehensive benefits like medical, dental, and vision insurance. The company culture values urgency, excellence, and a dynamic team environment.

Benefits and Perks

  • Dental Insurance
  • Dynamic team culture
  • Equity
  • Flexible PTO
  • HSA
  • Lunch and dinner
  • Medical insurance
  • One Medical membership
  • Sick days
  • Talkspace
  • Team-building events
  • Teledoc Health
  • Top quartile salary
  • Vision Insurance

Is This Role Right for You?

Good fit if you...

  • You thrive in high-intensity, fast-paced environments.
  • You have a strong analytical mindset and proficiency in Excel/Google Sheets.
  • You are passionate about using AI to transform healthcare.

May not be for you if...

  • You prefer a structured, predictable work environment.
  • You lack experience in deploying AI tools or applications.
  • You are uncomfortable with high levels of responsibility and ownership.

Original Job Description

🏥 About Sailor Health
Sailor Health is on a mission to reinvent aging in America. 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, AI coaches, 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 doubling every 75 days and serving thousands of patients across 43 states. We are honored to have the support and backing of world-class founders from Ramp, Nourish, Headway, Charlie Health, and Spring Health.

⭐ About the Role
Location: New York City, in office, 5 days a week.
We’re hiring a Strategy & Operations Lead to join our core team at Sailor Health and work side-by-side with the founders to build at the intersection of healthcare and AI. This role is a unique opportunity to architect Sailor’s growth infrastructure across operations, clinical delivery, and AI product.
If you want a high-ownership role at a startup with extreme product-market fit, we’d love to meet you.

💻 Your Key Responsibilities
We are growing very quickly, so we’re looking for Swiss army knives who are excited to tackle different problems. We hire for people, not roles – but here’s our best attempt at describing what you might work on:

Launch a new care line: You could stand up and scale new offerings like care navigation, owning everything from workflow design to execution and performance.

Own and scale a function: You could take over a core area like provider operations, RCM, or care navigation and drive it from scrappy to world-class.

Drive AI transformation internally: You could deploy AI-powered tools, from vibe-coded internal apps to workflow automations, that unlock step-function improvements in how we operate.

✅ What We’re Looking For
This role isn’t for everyone. It’s fast-paced, chaotic, and requires hard work. But if this excites you, we’d love to meet you.

You’re an A+ player: You have a hunger to win and a proven track record of being a top performer in high-intensity environments.

You want to solve hard problems: You’re energized by complexity and have the work ethic to push through challenges throughout the week.

You’re analytical and decisive: You’re skilled in Excel/Google Sheets and can perform deep analyses to inform fast, high-quality decisions.

You take work personally: You take pride in what you build and care deeply about the impact of your work.

You’re AI-native: You believe healthcare will be fundamentally transformed over the next decade and want to help drive that change in your day-to-day.

Our Offer to You

💰 Top quartile salary and equity

🩺 Comprehensive benefits, including medical, dental & vision insurance

🌴 Flexible PTO and sick days

🍱 Lunch and dinner in our beautiful Soho 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
Our Values

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

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

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

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

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