Sidecar Health

Health insurance that's finally fair.

Lead Product Designer

Product DesignerProduct DesignerFull TimeRemoteTeam 201-500Since 2018H1B SponsorCompany SiteLinkedIn

Location

United States

Posted

9 days ago

Salary

$160K - $180K / year

Bachelor Degree7 yrs expEnglish

Job Description

• Define and communicate a clear experience vision, principles, and strategic roadmap with Product + Engineering • Facilitate cross-functional discovery and decision-making (workshops, critiques, working sessions) to align teams and resolve tradeoffs • Influence problem framing, success metrics, and scope using both qualitative insights and quantitative signals • Design hands-on: flows, IA, interaction models, UI, prototypes—making complex concepts feel obvious • Translate real constraints (policy, operations, compliance, edge cases, data limits) into consumer-grade experiences that build trust • Plan or guide research (interviews, usability tests, concept validation), synthesize findings into clear narratives, and drive shipped decisions • Evolve and govern the design system: scalable patterns, accessibility, documentation, and adoption • Mentor designers through critique, pairing, and calibration to level up craft and consistency • Lead an AI-forward design practice: use AI tools to accelerate exploration, synthesis, prototyping, and production; share repeatable workflows that improve team velocity and outcomes

Job Requirements

  • 7+ years designing digital products (or equivalent) at a product/tech company
  • A portfolio that shows you can simplify complex information through strong IA, hierarchy, and content craft
  • Strong interaction + visual craft (layout, typography, systems thinking) and fluency building with design systems at scale
  • Demonstrated thoughtful use of AI in day-to-day design practice
  • Proven ability to lead multi-team, cross-functional initiatives and influence senior partners
  • Strong facilitation: you can run working sessions that drive clarity, alignment, and decisions
  • Experience combining qualitative research with quantitative signals to prioritize, iterate, and measure impact
  • Ability to balance long-term vision and scalability with rapid, iterative delivery
  • A strong commitment to accessibility and inclusive design
  • Clear, concise communicator who can explain tradeoffs, document decisions, and drive crisp decision-making.

Benefits

  • Competitive salary, bonus opportunity, and equity package
  • Comprehensive Medical, Dental, and Vision benefits
  • A 401k retirement plan
  • Paid vacation and company holidays
  • Opportunity to make an impact at a rapidly growing mission-driven company transforming healthcare in the U.S.

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