About the position
Pilot is seeking a Staff Product Designer to lead design vision and execution for our strategic initiatives. As a key leader within the design team, you’ll partner closely with Senior Leadership and cross-functional teams to define product direction, influence roadmaps, elevate quality, and push the boundaries of what’s possible. Our team is building products that solve meaningful problems for startups and small businesses every day: giving them real-time insights into the health of their business, giving them close control and visibility into their books, and providing tools for making strategic business and financial decisions that help them save or make money. Pilot’s aim is to provide our customers with the same superpowers as large companies with full finance teams — superpowers that include having a deep understanding of financial health of the business, the machinery to constantly improve it, and the predictive abilities to thoughtfully plan for the future. We do this at a fraction of the cost a large company would pay for this, by delivering these capabilities through powerful software. This is a hybrid position with the expectation to work in the San Francisco office on Mondays, Tuesdays, and Thursdays.
Responsibilities
- Collaborate closely with Product, Engineering, and Operations leadership, influencing crucial product decisions and roadmap priorities to drive our vision forward.
- Take ownership of the entire product design process, ensuring seamless and delightful interactions across all touchpoints within your product and service areas.
- Develop and champion our design system, ensuring consistency, accelerating execution, and maintaining the highest quality standards.
- Establish scalable design operations, fostering efficient collaboration processes and tooling that support rapid execution without ever sacrificing quality.
- Lead the charge on research-informed design—through user interviews, testing, and prototyping—to drive truly intuitive, data-backed experiences that resonate with our users.
- Maintain unparalleled excellence in visual and interaction design, encompassing information architecture, visual hierarchy, accessibility, and thoughtful layout.
Requirements
- 7+ years of impactful experience in product/UX design or a related field.
- Previous experience with accounting, finance, tax tools, small business SaaS, or a background in founding/designing within early-stage product environments is highly preferred.
- Possess an innate ability to see design's transformative role across the product platform, the broader business, and the intricate user journey—simplifying complexity with remarkable clarity.
- A profound grounding in detailed visual and interaction design, expert-level prototyping in Figma, and a natural inclination for systems thinking.
- Deeply understand how exceptional design directly drives key product metrics, elevates customer satisfaction, and ultimately achieves impactful company outcomes.
- Inherently collaborative, a natural communicator, insatiably curious, genuinely humble—and possess a natural talent for influencing effectively across diverse functions.
Benefits
- Flexible vacation/time-off policy
- All federal holidays are observed
- Competitive benefits package including wellness benefits such as Modern Health, Headscape, One Medical, Aaptiv and Rightway
- Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
- 401(k) plan
