📌 Core Information
🔹 Job Title: Creative Director, Brand
🔹 Company: Oscar Health
🔹 Location: New York, New York, United States
🔹 Job Type: Hybrid (2 days in-office per week)
🔹 Category: Brand & Creative
🔹 Date Posted: April 14, 2025
🔹 Experience Level: 10+ years
🔹 Remote Status: On-site with hybrid flexibility
🚀 Job Overview
Key aspects of this role include:
- Leading brand efforts across all workstreams, including major initiatives like brand identity development and paid brand awareness campaigns
- Managing and developing a team of direct reports across copy, design, and art direction
- Collaborating with senior stakeholders across the organization to shape meaningful work and represent the brand at large
- Staying current on industry best practices and leveraging new opportunities while setting and upholding creative standards across the team
ASSUMPTION: This role requires a strategic and creative thinker with a proven track record in managing teams and driving brand initiatives.
📋 Key Responsibilities
✅ Lead brand efforts across all workstreams, including major initiatives like brand identity development and paid brand awareness campaigns
✅ Manage team of direct reports across copy, design, and art direction to foster career growth and overall development while supporting day-to-day resourcing and function across the team
✅ Stay current on industry best practices and leverage new opportunities, while setting and upholding creative standards across the team
✅ Builds cross-functional relationships across teams at Oscar to support brand goals
✅ Influence stakeholders by supporting development of key strategic insights and strong brief writing
✅ Act as a culture carrier by inspiring, encouraging, and motivating individuals; helping them shape their creative talents and skills
✅ Facilitate trainings and upskilling for knowledge management across the organization
✅ Ensure compliance with all applicable laws and regulations
✅ Other duties as assigned
ASSUMPTION: This role requires a high level of creativity, strategic thinking, and leadership to drive brand initiatives and manage a team effectively.
🎯 Required Qualifications
Education: Bachelor's degree in a related field (e.g., Design, Marketing, or a similar discipline)
Experience: 10+ years of experience in creative direction or visual design, with 8+ years in integrated marketing and advertising campaigns
Required Skills:
- Proven experience in creative direction or visual design
- Experience running end-to-end integrated marketing and advertising creative campaigns across various channels
- Proven success in managing and developing creatives and contributors across levels
- Experience working with and presenting to C-suite stakeholders
Preferred Skills:
- Experience translating complex or regulated subject matters into emotionally resonant narratives (e.g., healthcare, finance, tech)
- Strong portfolio showing range across campaign, identity, and team development
- Deep understanding of audience segmentation and accessible design
- Expertise in Adobe Creative Suite, Figma, and other design tools
ASSUMPTION: Candidates with a strong background in creative direction, team management, and brand development will be most successful in this role.
💰 Compensation & Benefits
Salary Range: The base pay for this role in the states of California, Connecticut, New Jersey, New York, and Washington is: $174,400 - $228,900 per year. The base pay for this role in all other locations is: $156,960 - $206,010 per year.
Benefits:
- Medical, dental, and vision benefits
- 11 paid holidays
- Paid sick time
- Paid parental leave
- 401(k) plan participation
- Life and disability insurance
- Paid wellness time and reimbursements
Working Hours: Full-time position with standard business hours, Monday through Friday
ASSUMPTION: The salary range provided is competitive for the industry and experience level required for this role.
📌 Applicant Insights
🔍 Company Context
Industry: Oscar Health is a leading healthcare technology company, focusing on making a healthier life accessible and affordable for all.
Company Size: Oscar Health has 1,001-5,000 employees, providing a mid-sized company environment with ample opportunities for growth and collaboration.
Founded: Oscar Health was founded in 2012, with a mission to reinvent health insurance by leveraging technology and data.
Company Description:
- Oscar Health is a technology-driven health insurance company that provides affordable and accessible healthcare solutions
- The company focuses on using data and technology to improve the healthcare experience for both members and providers
- Oscar Health offers a range of health insurance plans, including individual and family plans, as well as plans for small businesses
Company Specialties:
- Health insurance
- Healthcare technology
- Data-driven decision making
- Member experience
Company Website: http://www.HiOscar.com
ASSUMPTION: Oscar Health's focus on technology and data-driven decision-making creates an innovative and dynamic work environment for employees.
📊 Role Analysis
Career Level: This role is at the senior management level, requiring a high degree of expertise and leadership in creative direction and brand management.
Reporting Structure: The Creative Director, Brand will report directly to the Head of Brand and collaborate with senior stakeholders across the organization.
Work Arrangement: This is a hybrid position, requiring employees to be in the New York City office at least two days each week.
Growth Opportunities:
- Potential to grow and develop the brand team, as well as influence the overall brand strategy for the company
- Opportunity to work on high-impact projects that drive business growth and improve the member experience
- Possibility to expand the role's responsibilities based on the company's growth and success
ASSUMPTION: This role offers significant growth potential for the right candidate, with opportunities to make a substantial impact on the company's brand and overall success.
🌍 Location & Work Environment
Office Type: Oscar Health's New York City office is located in Hudson Square, providing a modern and collaborative work environment.
Office Location(s): New York, New York
Geographic Context:
- New York City offers a vibrant and diverse cultural scene, with numerous attractions, restaurants, and entertainment options
- The city is known for its fast-paced and energetic atmosphere, which can be both invigorating and challenging
- New York City has a robust public transportation system, making it easy to commute to and from work
Work Schedule: Standard business hours, Monday through Friday, with the flexibility to work from home some days of the week
ASSUMPTION: The hybrid work arrangement offers a good balance between in-office collaboration and remote work flexibility.
💼 Interview & Application Insights
Typical Process:
- Online application and resume submission
- Phone or video screening with the HR team
- Portfolio review and creative challenge
- On-site or virtual interview with the hiring manager and team members
- Final interview with senior leadership
Key Assessment Areas:
- Creative problem-solving skills
- Leadership and team management abilities
- Strategic thinking and brand development expertise
- Communication and presentation skills
Application Tips:
- Tailor your resume and portfolio to highlight your creative direction, team management, and brand development experience
- Prepare examples of your work that demonstrate your ability to lead brand initiatives and manage teams
- Be ready to discuss your creative process, as well as your approach to managing and developing team members
- Research Oscar Health and be prepared to discuss how your skills and experience align with the company's mission and values
ATS Keywords: Creative Direction, Brand Management, Team Leadership, Integrated Marketing, Advertising Campaigns, Stakeholder Communication, Brand Identity, Audience Segmentation, Design Tools
ASSUMPTION: Applicants should focus on demonstrating their creative direction and team management skills, as well as their ability to drive brand initiatives and collaborate with stakeholders.
🛠️ Tools & Technologies
- Adobe Creative Suite
- Figma
- Microsoft Office Suite
- Project management tools (e.g., Asana, Trello, or Jira)
ASSUMPTION: Proficiency in industry-standard design tools and project management software is essential for this role.
👔 Cultural Fit Considerations
Company Values:
- Member-first mindset
- Data-driven decision making
- Continuous learning and improvement
- Collaboration and teamwork
Work Style:
- Fast-paced and dynamic environment
- Cross-functional collaboration and teamwork
- Focus on innovation and continuous improvement
- Data-driven and analytical approach to decision-making
Self-Assessment Questions:
- Do you thrive in a fast-paced, dynamic environment, and are you comfortable working on multiple projects simultaneously?
- Are you skilled at collaborating with cross-functional teams and stakeholders to drive brand initiatives?
- Do you have a strong understanding of data-driven decision-making and analytics, and can you apply this knowledge to inform your creative direction?
ASSUMPTION: Successful candidates will be comfortable working in a fast-paced, data-driven environment and will possess strong collaboration and communication skills.
⚠️ Potential Challenges
- Managing a team with diverse skills and backgrounds, requiring strong leadership and communication skills
- Balancing multiple projects and priorities, requiring excellent time management and organizational skills
- Working in a fast-paced, dynamic environment, which can be both invigorating and challenging
- Navigating a large organization with multiple stakeholders, requiring strong political acumen and influencing skills
ASSUMPTION: Applicants should be prepared to manage a diverse team, balance multiple priorities, and thrive in a fast-paced environment.
📈 Similar Roles Comparison
- This role is unique in its focus on driving brand initiatives and managing a creative team within the healthcare technology industry
- Compared to similar roles in other industries, this position requires a strong understanding of healthcare and insurance-specific branding and marketing strategies
- Career progression in this role could lead to senior leadership positions within the brand or marketing departments, or even broader roles within the organization
ASSUMPTION: Applicants should have a strong understanding of the healthcare technology industry and be prepared to develop and execute innovative brand strategies.
📝 Sample Projects
- Developing a comprehensive brand identity guide for a new healthcare product or service
- Creating a targeted advertising campaign to increase brand awareness among a specific demographic or patient population
- Managing a team to create and execute a large-scale brand launch event, including all associated marketing materials and promotional items
ASSUMPTION: Applicants should be prepared to discuss their experience with brand development, advertising campaigns, and event management, as well as their ability to lead and manage teams.
❓ Key Questions to Ask During Interview
- Can you describe the current state of the brand and the vision for its future development?
- How does the brand team collaborate with other departments, such as product, marketing, and sales, to drive business growth and improve the member experience?
- What are the biggest challenges facing the brand team, and how can this role help address them?
- How does Oscar Health support the professional development and growth of its employees, particularly within the brand and creative teams?
- What is the company's approach to diversity, equity, and inclusion, and how does this manifest within the brand team?
ASSUMPTION: Applicants should ask thoughtful questions that demonstrate their interest in the role and the company, as well as their understanding of the brand and its challenges.
📌 Next Steps for Applicants
To apply for this position:
- Submit your application through this link
- Tailor your resume and portfolio to highlight your creative direction, team management, and brand development experience
- Prepare a cover letter that explains your interest in the role and how your skills and experience align with Oscar Health's mission and values
- If applicable, prepare examples of your work that demonstrate your ability to lead brand initiatives and manage teams
- Follow up with the hiring manager one week after submitting your application to express your continued interest in the role
⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.
