Head of Design and Research at Upside


Company Logo

Upside is Hiring

Job Info:
  • Company Upside
  • Position Head of Design and Research
  • Location Washington
  • Source Empllo
  • Published June 16, 2026
  • Category Design
  • Type Full-Time
  • Salary $249k - $289k


Job Description

📋 Description

  • Own the quality and polish across consumer and payments experiences.
  • Lead a small team of designers and researchers embedded in delivery pods; grow their craft.
  • Architect design systems across journeys; balance integrity with speed.
  • Partner with Product, Engineering, and Marketing to drive discovery and outcomes.
  • Deepen research practice and integrate into decision-making.
  • Apply AI-native approach to scale design and research.

🎯 Requirements

  • Deep consumer product design experience; onboarding psychology drives conversion.
  • Track record designing habit-forming systems at consumer scale.
  • Scaled a consumer app through hypergrowth (3M→10M+ MAU).
  • Strong systems-level product thinking; balance consistency vs speed.
  • Comfort in analytical environments; uses data to prove UX impact.
  • Led design/research teams of ~5–10 and raised individual craft.

🎁 Benefits

  • Medical, dental, and vision coverage starting on Day 1
  • Equity (ISOs)
  • 401(k) program
  • Family planning programs + paid parental leave
  • Flexible work environment
  • Unlimited PTO + 10 paid federal holidays + Winter Break