Creative Strategy Lead

Sailor Health
•Onsite

About The Position

Sailor Health is hiring a Creative Strategy Lead to build and lead the creative engine powering its business-to-consumer growth. The role owns creative strategy and production end to end across a rapidly scaling eight-figure annual budget, with a focus on connecting creative decisions and performance results to cost per acquired patient. The position reports to the Head of Growth and works closely with paid media, analytics, patient operations, clinical, and brand and design teams. The role combines ownership of the creative-to-performance loop with building the team and operating model. The Creative Strategy Lead will set the creative roadmap and testing approach across channels, and build the in-house and external capabilities needed to produce high-volume, compliant creative every week. The role will also establish scalable creative systems and use AI to improve production speed while maintaining quality. Sailor Health provides virtual care and support for older adults, including behavioral health, wellness classes, healthcare advocacy, voice AI agents, and provider AI copilots. The role is based in Sailor’s New York City office, five days a week.

Requirements

  • At least 4 years of experience in creative strategy or performance marketing.
  • Strong understanding of paid creative, including what captures attention and converts, and the ability to explain the rationale from first principles before and after launch.
  • Fluency in hook rate, hold rate, CTR, CVR, and CAC, and ability to connect performance data to creative storytelling and decision-making.
  • Experience building a creative pipeline from scratch and maintaining quality as production volume grows.
  • Existing use of AI to make creative production faster.
  • Empathy for patients aged 65 and older, including people seeking mental health care for the first time, and ability to communicate with them respectfully.

Nice To Haves

  • Experience at a high-growth direct-to-consumer or digital health company, or at a performance creative agency.

Responsibilities

  • Own the creative vision and roadmap across every channel, grounded in performance data and patient insight.
  • Set KPIs, maintain a consistent creative testing and refresh cadence, and scale creative that performs.
  • Develop creative that earns the trust of adults aged 65 and older, and lead the patient story and testimonial program.
  • Hire and develop employees, freelancers, creators, and agency partners, setting standards for craft and speed.
  • Build scalable creative systems, including briefs, production pipelines, asset libraries, and AI tools.
  • Protect brand expression in performance creative and ensure claims meet HIPAA and healthcare marketing standards.
  • Serve as the internal authority on brand expression and patient perspective, partnering with founders on how Sailor appears in the market.
  • Use performance measures such as cost per acquired patient to evaluate creative, rather than relying on cost per click.

Benefits

  • Competitive salary and equity.
  • Comprehensive benefits, including medical, dental, and vision insurance.
  • Flexible PTO and sick days.
  • Lunch and dinner covered at the Soho office.
  • Team-building events.
  • One Medical membership for U.S. employees.
  • HSA.
  • Talkspace.
  • HealthAdvocate.
  • Teladoc Health.
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