Drimva

PayPal

Senior Director, Experience Design - Checkout

$220K–$359K

New York City, New York, United States of America +3 · Director · Full-time · Posted Oct 27, 2026

Location
New York City, New York, United States of America
Chicago, Illinois, United States of America
San Jose, California, United States of America
Austin, Texas, United States of America
Experience
12+ years relevant experience; 5 years leading others. Preferred: 10+ years design leadership experience.
Education
Bachelor’s degree or any equivalent combination of education and experience.

About the job

Leads the vision, strategy, and execution of PayPal checkout design, improving complex payment journeys and guiding teams to deliver consistent, high-quality experiences at scale.

What you'll do

  • Set checkout design direction and lead planning and delivery with Product and Engineering.
  • Optimize existing checkout experiences through experimentation, iteration, and customer insight; strengthen design systems, governance, and standards.
  • Build and develop the design team, guide cross-functional work, and influence senior stakeholders.

What they ask for

  • 12+ years of relevant experience and a Bachelor’s degree, or an equivalent combination of education and experience.
  • 5 years of experience leading others.
  • Experience leading design teams and managers, optimizing complex products or flows at scale, and working with design systems.
  • Strong design craft and communication, stakeholder influence, and partnership with Product and Engineering.

Nice to have

  • Experience designing checkout, commerce, payments, transactional flows, or similarly complex digital experiences.
  • 10+ years of design leadership experience.

Pay

USD $242,000.00 - $359,150.00 annually base pay (New York City, New York); USD $220,000.00 - $326,700.00 annually base pay (Chicago, Illinois); USD $220,000.00 - $326,700.00 annually base pay (Austin, Texas); USD $242,000.00 - $359,150.00 annually base pay (San Jose, California)

AI focus

Help shape interactions and systems for how humans and agents experience the world; the posting describes this as part of the broader design opportunity, not a specific AI implementation.

Model-written summary · the original posting is authoritative

First seen Oct 28, 2026 · Last verified Nov 5, 2026 (UTC)