Senior Product Design Manager, Payroll

Role overview Lead product design for a complex payroll experience used by small businesses to pay their teams reliably. You will manage designers, set the long-term user experience direction, and work across product, engineering, research, data, operations, and compliance to simplify interconnected workflows. The role also helps shape automation and AI initiatives and shared design standards across a broader product platform.

Responsibilities - Lead end-to-end design for payroll, aiming to help customers pay employees accurately, on time, and with confidence. - Set and communicate a long-term UX vision, aligning multiple teams around priorities and roadmaps. - Use research and data to identify customer needs and turn insights into actionable design priorities. - Guide automation and AI product work, including design quality and user experience when automated results are uncertain or incorrect. - Mentor and develop designers, providing direction and hands-on support while setting a high bar for design judgment. - Establish reusable patterns and standards, and advocate for customer needs, design quality, and long-term system health.

Requirements - 8–10+ years of product design experience, including at least three years managing design teams. - Experience designing for complex or regulated areas such as financial products or healthcare. - Track record of setting UX direction across teams and influencing product strategy. - Ability to build alignment and represent design in high-stakes strategic discussions. - Strong systems thinking, with examples of making interconnected workflows easier to understand and use. - Clear communication and storytelling skills for explaining design decisions and influencing partners.

Nice to have - Experience evaluating AI-generated design work and guiding teams through changes to AI-assisted workflows. - Leadership of AI or automation features in high-stakes settings, including handling uncertainty, errors, and user control.

Benefits and work setup - Full-time employees receive base pay, benefits, and equity; compensation depends on role, level, and location. - Office-based employees in Denver, San Francisco, or New York City are expected to work onsite about 2–3 days per week, with expectations varying by role. Remote work may be available with approval and requires reliable internet.