Oscar Insurance23.03.26
AI SCORE 8.5

Director of Product Design - Remote Opportunity

$199K–$261K/year

About the Role

We're hiring a Director of Product Design remote to join our Product Design team at Oscar Insurance. 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.

What You'll Do

  • Lead a team of designers supporting our internal tools and enterprise ecosystem, ensuring high-quality, user-centric experiences for internal users.
  • Partner with Product and Engineering leads to define area strategy, roadmaps, set measurable goals, and ensure the timely delivery of high-impact solutions.
  • Propose and lead design-driven initiatives, facilitating discovery and framing long-term strategic opportunities that align with business goals.
  • Own team resourcing, performance management, and prioritization, optimizing workflows to ensure the team is focused on the highest-leverage work.
  • Effectively represent the product design organization in executive forums, articulating the rationale behind design directions and highlighting the impact on the business.
  • Maintain an uncompromising standard for design execution and craft through direct feedback, design reviews, and hands-on guidance.
  • Focus on scalability by implementing repeatable design processes and contributing to the evolution of a unified design language across multiple domains.
  • Contribute to the future of the Product Design and Research function by optimizing our internal workflows, refining our engagement models, and ensuring the team has access to the best-in-class tooling and resources to do great work.

Requirements

  • 10+ years of experience in product design, building and shipping applications or software across various experiences.
  • 5+ years of experience in a design leadership role, directly contributing and leading people, process, and product strategies.
  • Ability to solve difficult problems through past work experience and case studies with evidence of design contributions across power-user interfaces.
  • Engaging presentation skills and the ability to tell compelling stories to cross-functional audiences.
  • Well-developed design and research skills, ability to give feedback and mentor designers in growing their technical skill-sets.

Nice to Have

  • Ability to lead with empathy, transparency, and inclusivity, holding a high bar for accountability and outcomes.

What We Offer

  • Base pay ranges from $198,720 to $260,820 per year.
  • Eligibility for employee benefits including medical, dental, and vision benefits.
  • Participation in Oscar's unlimited vacation program.
  • Company equity grants and annual performance bonuses.
  • 11 paid holidays, paid sick time, paid parental leave, and 401(k) plan participation.

Join Oscar as we change healthcare, creating a seamless, supportive insurance experience akin to having a trusted family doctor. Apply now to be part of our mission!

Language Requirements
EnglishC1
BasicIntermediateAdvancedNative
Why This Job8.5 of 10

This Director of Product Design role at Oscar offers a unique opportunity to lead a talented team in a mission-driven company focused on transforming healthcare. With a competitive salary and excellent benefits, this position is ideal for experienced design leaders.

Salary Range
Required
0/1
Optional
0/1
Bonus
0/1

Generating success profile...

Analyzing job requirements and market data

Loading market overview...

Analyzing market trends and skill demands

Industry News

Loading latest industry news...

Finding relevant articles from the last 6 months

All job postings are automatically gathered by algorithms. We do not review or verify listings, be careful when applying and do not sign-in with iCloud or Google services.