Amy Winther

About Amy Winther

As a seasoned design leader, I drive strategy and execution for Square’s most critical products, leading a team of managers and principal designers across Core Commerce and our Audience solutions - Retail, Beauty, and Services. My focus is on scaling design excellence, aligning cross-functional teams, and shaping the future of Square’s ecosystem to empower small to medium sized businesses at every stage.I specialize in building high-performing teams, coaching design leaders, and creating a shared vision that bridges design, product, and business strategy. With a track record of leading complex, high-impact initiatives—including pricing transformation and AI-driven innovations—I ensure design is a driving force behind Square’s success.I thrive in fast-paced, cross-functional environments, regularly presenting to executive leadership and partnering across finance, product, marketing, and engineering to drive measurable outcomes.Key strengths: Leading and scaling design organizations Coaching and mentoring design managers Driving cross-functional strategy for core products Executing large-scale, high-impact initiatives Aligning design with business and product goalsLet’s connect! I’m always open to conversations about design leadership, org strategy, and the evolving role of design in business success.

Experience

1. Head of Product Design, Core Product

   Square

   Jul 2024 — Present · Seattle, WA, US

   Leading retail, services, beauty, and core commerce platform teams- Leadership and team management: Experience managing large teams, manager of managers, and mentoring designers- Strategic thinking: Influence a broad product area and drive strategic initiatives at the company level- Project management: Experience in delivering large-scale, forward thinking projects- Cross-functional collaboration: Skilled in collaborating across different departments to achieve business goals

Education

• Bellevue College

  Running Start Program, Design

  2007 — 2009

• University of Washington

  BA, Interaction Design

  2010 — 2012

Skills

• Flash
• Mobile a
• User-Centered Design
• Mobile
• Storyboarding
• Adobe Creative Suite
• Creative Concept Development
• Illustrator
• Sketching
• Typography
• Rapid Prototyping
• Information Architecture
• User Experience
• After Effects
• Photoshop
• Interaction Design
• Product Design
• Photography
• User Scenarios
• User Interface Design
• Layout
• Information Design
• Web Design
• Adobe Fireworks
• Prototyping
• Indesign
• User Experience Design
• Mockups
• Fireworks
• Experience Design
• Wireframes
• Lightroom
• Mac
• Exhibit Design
• Graphic Design
• User Interface