Creative Strategy Lead

Sailor Health; New York (NY); On-site; USD 140,000 - 210,000; Full time

Benefits offered by this job

Medical insurance

Flexible PTO

Lunch and dinner in office

Team building events

One Medical membership

HSA

Talkspace

Teladoc Health

HealthAdvocate

Job summary

Sailor Health, a virtual care platform serving older adults, seeks a Creative Strategy Lead to own the creative engine for eight-figure annual paid media. You will report to the Head of Growth and collaborate across paid media, analytics, operations, clinical, and brand/design teams.

Responsibilities include setting creative direction, running a rigorous testing loop, and building a scalable high-volume production system with AI tools while ensuring HIPAA-compliant marketing.

Qualifications

• 4+ years in creative strategy or performance marketing, preferably in high-growth DTC or digital health.
• Strong instincts for paid creative and ability to explain decisions from first principles.
• Fluency in performance metrics (hook rate, hold rate, CTR, CVR, CAC) and data-driven storytelling.
• Experience building a creative pipeline from scratch with high-volume output and AI tooling.
• Deep empathy for older adults seeking mental health care.

Responsibilities

• Set the creative vision and roadmap across every channel, grounded in performance data and patient insight.
• Run the creative testing engine: define KPIs, maintain a steady test and refresh cadence, and scale what works.
• Lead creative specifically designed to earn the trust of adults aged 65 and older, including a patient story and testimonial program.
• Hire and develop staff, freelancers, creators, and agencies, and set the standard for craft and speed.
• Build the briefs, pipeline, asset library, and AI tools that allow the team to produce at volume without sacrificing quality.
• Own brand compliance in performance creative, ensuring every claim meets HIPAA and healthcare marketing standards.
• Act as the internal authority on brand expression and patient perspective, partnering with founders on how Sailor shows up in market.

Skills

Creative strategy

Performance marketing

Team leadership

Data storytelling

Tools

AI tools

Meta Ads

Google Ads

YouTube Ads

Job description

Sailor Health is a virtual care platform built for adults aged 65 and older. It brings together behavioral health, wellness classes, and healthcare advocacy, supported by voice AI agents that help patients manage their health between visits and AI tools that help providers deliver more effective care. The company serves tens of thousands of patients and covers 37 million Medicare lives across all 50 states. It is a 25-person team based in New York City, backed by the founders of Ramp, Nourish, and Headway.

The role

The Creative Strategy Lead exists to build and run the creative engine behind Sailor's B2C growth. You would own creative strategy and production end to end across an eight-figure annual paid media budget. You would report to the Head of Growth and work closely with paid media, analytics, patient operations, clinical, and the brand and design team. The role has two main parts: owning the creative-to-performance loop across Meta, Google, and YouTube, and building the team and operating model that ships high-volume, compliant creative every week.

What you would do

• Set the creative vision and roadmap across every channel, grounded in performance data and patient insight.
• Run the creative testing engine: define KPIs, maintain a steady test and refresh cadence, and scale what works.
• Lead creative specifically designed to earn the trust of adults aged 65 and older, including a patient story and testimonial program.
• Hire and develop staff, freelancers, creators, and agencies, and set the standard for craft and speed.
• Build the briefs, pipeline, asset library, and AI tools that allow the team to produce at volume without sacrificing quality.
• Own brand compliance in performance creative, ensuring every claim meets HIPAA and healthcare marketing standards.
• Act as the internal authority on brand expression and patient perspective, partnering with founders on how Sailor shows up in market.

What they are looking for

• 4 or more years in creative strategy or performance marketing, ideally at a high-growth direct-to-consumer or digital health company, or at a performance creative agency.
• Strong instincts for paid creative: you know what stops the scroll and what converts, and you can explain why from first principles before and after launch.
• Fluency in performance metrics (hook rate, hold rate, CTR, CVR, CAC) and the ability to connect numbers to narrative so data drives decisions.
• Experience building a creative pipeline from scratch while keeping quality high as volume grows, and a track record of using AI tools to accelerate production.
• Deep empathy for older adults, including those seeking mental health care for the first time.

Working arrangements

This role is based in Sailor Health's Soho office in New York City and is fully on-site, five days a week.

Pay and benefits

Salary and equity are described as competitive.

• medical, dental, and vision insurance
• flexible PTO and sick days
• lunch and dinner covered in the office
• team building events
• One Medical membership
• HSA
• Talkspace
• HealthAdvocate
• Teladoc Health