Associate Director, Website, Corporate Assets & Digital Reputation

Hi, we're Oscar. We're hiring an Associate Director to join our Marketing team.

Oscar is the first health insurance company built around a full stack technology platform and a relentless focus on serving our members. We started Oscar in 2012 to create the kind of health insurance company we would want for ourselves—one that behaves like a doctor in the family.

About the role:

The Associate Director, Website, Corporate Assets & Digital Reputation is a strategic and hands-on digital leader responsible for shaping how the organization shows up online. This role owns the end-to-end strategy, governance, performance, and continuous improvement of the company's corporate website, digital brand assets, and reputation across all digital channels.

This leader partners closely with Brand, Communications, Product, Marketing, Compliance, and Executive stakeholders to ensure the company's digital presence is consistent, modern, discoverable, accessible, and aligned with business goals.

You will report into the VP, Communications.

Work Location: This position is based in our New York City office, requiring a hybrid work schedule with 3 days of in-office work per week. Thursdays are a required in-office day for team meetings and events, while your other two office days are flexible to suit your schedule. #LI-Hybrid

Pay Transparency: The base pay for this role is: $158,400 - $207,900 per year. You are also eligible for employee benefits, participation in Oscar's unlimited vacation program, and annual performance bonuses.

Responsibilities:

Corporate Website Strategy & Management

• Serve as the strategic owner of the corporate website's vision, architecture, user experience, content strategy, and governance model.
• Lead roadmap development and prioritization for website enhancements, migrations, redesigns, and new digital experiences.
• Oversee day-to-day site operations, QA, accessibility compliance (WCAG), and content lifecycle management.
• Manage relationships with developers, UX/UI designers, SEO partners, and CMS administrators.
• Ensure site performance, security, analytics tagging, and technical SEO optimizations are continuously improved.

Digital Brand Assets & Corporate Content Governance

• Partner with Brand & Creative teams on the creation, organization, and governance of corporate brand assets, including logos, templates, photography, video, iconography, and messaging systems.
• Maintain and evolve the corporate brand portal / DAM (digital asset management system) to ensure ease of use, version control, and compliance.
• Ensure digital content and assets across departments adhere to brand, legal, and regulatory standards.
• Partner with Comms, HR, PR, Marketing, business teams to ensure consistent corporate storytelling across channels.

Digital Reputation & Online Presence

• Monitor, measure, and improve the company's overall digital reputation across search, social, ratings/reviews, partner platforms, and press ecosystems.
• Develop strategies to enhance discoverability and sentiment across the digital footprint (e.g., Wikipedia accuracy, Google Business profiles, third-party ratings, executive profiles, employer-brand presence).
• Lead executive digital identity management, including bios, press assets, and thought leadership content.
• Collaborate with PR/Comms teams to ensure rapid response processes for misinformation, digital crises, or reputation-impacting events.

Performance, Analytics & Optimization

• Define KPIs across website experience, asset usage, and digital reputation health; establish dashboards for ongoing insight delivery.
• Use analytics to uncover opportunities to improve conversion, engagement, accessibility, and search visibility.
• Present findings, recommendations, and strategic roadmaps to senior stakeholders and executive leadership.

Cross-Functional & Leadership Responsibilities

• Lead cross-functional governance forums to align on website and brand experience priorities.
• Manage vendors, agencies, budget, and project timelines across all owned digital channels.
• Provide mentorship and direction to junior team members or dotted-line collaborators.
• Advocate for digital excellence, accessibility, and brand integrity across the organization.

Requirements:

• Bachelors Degree or 4+ years commensurate experience in digital marketing, website management, brand/creative operations, or digital communications.
• 8+ years of experience owning and managing the digital asset systems, brand governance programs, and strategy and operations of website management
• 5+ years managing and executing in CMS platforms (e.g., Contentful, WordPress), Google Analytics, and SEO tools.
• 2+ years A/B or multivariate testing experience (test and target or other vendors)
• 4+ years of experience leading and managing a team

Bonus points:

• Experience in healthcare, financial services, insurance, or another highly regulated space.
• Familiarity with accessibility standards (WCAG 2.x) and privacy/security best practices.
• Experience collaborating with cross-functional technical teams (IT, product, engineering).
• Comfort presenting to senior leadership and distilling complex digital topics into clear business impact.