USA Remote (Country) Full-time USD 200000-240000/year

Freshpaint is hiring a Head of Product Design

About the Role

What You'll Do

Shape the future of product design by building and guiding a team that prioritizes strategic impact and risk-aware design. You’ll lead by doing—owning end-to-end user experiences for critical product areas while fostering a culture of rapid learning and user validation.

Collaborate closely with product and engineering from the earliest stages to define direction and reduce uncertainty before development begins. Champion continuous discovery, using deep user engagement and behavioral data to uncover friction and drive meaningful improvements.

Establish usability as a core success metric through fast, iterative testing. Evolve the design system to support scalable, maintainable solutions, and explore how AI and modern tooling can accelerate design processes without sacrificing quality.

Requirements

  • 8+ years in Product Design, with substantial experience in B2B SaaS, data analytics, or healthtech platforms
  • Proven track record mentoring designers and expanding their strategic influence
  • Success operating in fast-paced, resource-limited environments using lean methods to validate ideas quickly
  • Strong technical fluency to collaborate effectively with engineers and understand data architecture implications
  • Extensive experience with user research and rapid prototyping, capable of validating concepts in hours or days
  • Comfort using product telemetry and metrics to shift focus from feature delivery to user outcomes

Preferred Qualifications

  • Background in healthcare, privacy, or regulated industries
  • Familiarity with data pipelines, analytics platforms, or marketing technology ecosystems
  • Experience developing or scaling design systems in growing organizations
  • Exposure to AI-driven design or development workflows
  • History of advising executive teams on long-term product vision

Benefits

  • Competitive pay and generous equity with a 10-year exercise window
  • Fully remote work for U.S.-based candidates, with a $150 monthly coworking stipend
  • Half-day Fridays every week
  • 16 weeks of fully paid parental leave (available after 6 months; commission roles receive full base salary during leave)
  • Unlimited PTO with a minimum 2-week usage requirement
  • Comprehensive health, dental, and vision coverage (100% for employees, 80% for dependents)
  • Two annual “Treat Yourself” days: a day off plus $100
  • Biannual company offsites in destinations like Arizona, Jackson Hole, and New Orleans
  • Annual department offsites
Required Skills
Product DesignB2B SaaSData AnalyticsHealthtechUser ResearchRapid PrototypingDesign LeadershipMentoring DesignersTechnical LiteracyData StructuresUX StrategyPrivacy-First Design Product DesignB2B SaaSData AnalyticsHealthtechUser ResearchRapid PrototypingDesign LeadershipMentoring DesignersTechnical LiteracyData StructuresUX StrategyPrivacy-First Design
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About company
Freshpaint
Freshpaint provides a layer of data governance to make current web analytics tools HIPAA-compliant for healthcare companies. The company helps healthcare marketers promote access to care and safeguard patient privacy.
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Job Details
Department Product
Category design
Posted 2 hours ago