Staff Product Designer

Aiwyn

11d•Remote

About The Position

Aiwyn is the first complete platform for modern Accounting Firms. Backed by top-tier investors like Bessemer, KKR, and Revolution, we’re one of the fastest-growing scale-up SaaS companies in the world. We build category-defining technology—and we’re doing it with world-class people, processes, and products. Our Design org sits at an inflection point: as our product surface area grows across business lines, we need designers who can operate above any single team and shape how our platform coheres as a whole. For Staff-level roles at Aiwyn, focus shifts based on where design has the greatest impact. This role begins with a clear mandate: preparing our design system to support AI-driven prototyping and development. As AI tools take on more of the work of generating and modifying interfaces, they depend on a system that's consistent and well-structured underneath. Your initial focus will be building that foundation. As the system matures, we'll assess where your focus can add the most value going forward. That may mean continuing to lead the system, or shifting toward a specific product area while staying connected to its direction.

Requirements

8+ years designing complex B2B SaaS products, with demonstrated experience operating above a single product team.
Direct experience owning or significantly shaping a design system (component strategy, documentation, adoption, and governance).
Experience with token-based design systems and component libraries that span design tooling (e.g., Figma) and code (e.g., Storybook).
Background at a design-forward, product-led company recognized for design as a differentiator, or equivalent demonstrated top-tier craft.
Proven ability to manage ambiguous, cross-team initiatives autonomously, from problem framing through execution.
Strong track record mentoring designers and shaping team practices or standards.
Excellent communication skills, with experience influencing product and engineering leadership.

Nice To Haves

Experience in accounting, financial services, or other operationally complex B2B verticals.
Experience leading or contributing to a design guild, community of practice, or similar cross-team design function.

Responsibilities

Define what "great" looks like for the surfaces you own — not just functional, but the kind of synthesis that makes something feel magical. Build standards and systems that hold that bar even as AI generates more of the UI, so quality doesn't depend on you personally reviewing every screen.
Drive the strategic direction, quality, and consistency of our design system. Identify gaps across business lines, advocate for system investment, and support adoption through AI enablement.
Contribute directly to product strategy and drive product vision in partnership with product leads. Bring a first-principles lens to the biggest, most ambiguous problems.
Solve system-level design challenges—the kind that touch information architecture, shared components, and cross-surface consistency.
Lead quantitative and qualitative research efforts that inform decisions across your product area, not just a single feature.
Coach and grow other designers. Actively lead initiatives, design reviews, and process improvements that raise the bar for the whole team.
Communicate design rationale and strategy clearly to cross-functional and executive audiences. Anticipate pushback and address it before it becomes a blocker.