Creative Director

Oscar Health Insurance New York , NY 10007

Posted 3 weeks ago

Oscar is looking for a hands-on Creative Director to join our growing Brand Experience team.

About the Role

The ideal candidate is equal parts practicing writer and nurturing people manager. You are known for your work on evocative campaigns and by the impression you leave on your team. You are excited by complex human problems and the potential to serve a diverse, national audience. You make decisions rooted in insights and leads with strategic rigor. A graceful cross-functional collaborator.

In this role, you'll report directly to our VP, Design and lead brand storytelling + content development. On a typical day, you'll oversee multiple projects throughout their full lifecycle and directly manage a small team of full-time and freelance writers to execute on a range of content across channels.

Creative @ Oscar

You will be joining our Brand Experience team, committed to reimagining the role of our brand and its influence on healing the broken health care system. We examine the entire customer experience and consider the design of systems to be as important as the campaigns we make and the stories we tell. Our work is rooted in research, our practice is human-centered, and our vision is set on seeing Oscar care in original ways.


  • Develop high-visibility marketing campaigns + digital content that reach our intended audience and drive measurable business impact.

  • Partner deeply with the Marcomms and Design to craft creative briefs that unpack complex requirements and make room for questions, creativity.

  • Closely integrate with the Marcomms and Product teams to ensure the spirit and vision of Oscar are accurately captured across all communication channels.

  • Manage the creative strategy and direction of multiple projects and campaigns.

  • Actively listen to and support your team as they tackle complex problems.

  • Provide constructive feedback and direction to external partners (agencies, studios, vendors), ensuring both marketing and design best practices are upheld.

  • Remain up-to-date on relevant and emerging mediums + strategies and the opportunities they may bring to Oscar.

  • Deepen cross functional teams' knowledge of brand and creative strategy.


  • 7+ years design experience in a direct-to-consumer brand or agency role

  • Created multi-million dollar marketing campaigns for high-impact brands

  • Disciplined and intuitive ability to direct creative work in a dynamic environment

  • Solid storytelling foundation, combined with conceptual campaign experience

  • Exceptional communication skills among diverse teams and functions

  • An online portfolio with strong storytelling and creative campaign projects

  • Deep working knowledge of brand and content strategy

Bonus Points

  • Experience directing short form content

Life at Oscar

Our more than 1,000 employees aim to make health care affordable and accessible for all. We apply this same vision to our perks and benefits, including: medical benefits, unlimited paid-time off, paid parental leave, retirement plans, company social events, stocked kitchens, wellness programs, and volunteer opportunities.

At Oscar, being an Equal Opportunity Employer means more than upholding discrimination-free hiring practices. It means that we cultivate an environment where people can be their most authentic selves and find both belonging and support. We're on a mission to change health care -- an experience made whole by your unique background and perspectives.

Reasonable Accommodation

Oscar applicants are considered solely based on their qualifications, without regard to applicant's disability or need for accommodation. Any Oscar applicant who requires reasonable accommodations during the application process should contact the Oscar Benefits Team ( to make the need for an accommodation known.

Pay Transparency Policy

Oscar ensures that you won't be discharged or discriminated against based on whether you've inquired about, discussed, or disclosed your pay. Read the full policy here.

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Creative Director

Oscar Health Insurance