Staff Product Designer

Remote, USA
Posted Jun 15, 2026
Full-time

Who is Aiwyn and what do we do?
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.
To learn more, visit our website

Role Overview:
Staff Product Designers at Aiwyn manage ambiguous projects autonomously and act as force multipliers across a business line. They excel at concept design, system design, and interaction design with high efficiency, balancing effort versus reward. This role contributes to product strategy, drives product vision in collaboration with product leads, and coaches/guides designers to help them grow and deliver impactful, high-quality work. Staff designers may lead design within a product team when needed and lead design initiatives that span multiple product teams within their business line to solve complex challenges.

Key Responsibilities
Strategy
Product & Competition: Deeply understand Aiwyn’s products and competition across multiple product areas

Customer Understanding: Identify gaps and opportunities in customer understanding that drive real business impact; understand the dual audience of accounting firm professionals and their end clients; navigate the balance between modern UX patterns and familiar legacy software paradigms

Strategy & Vision: Grow your influence on the future vision for your product area; actively plan for how your designs will help us surpass our competitors; contributor to product strategy and driver for the product vision

Commercial Thinking: Take ownership of your team’s work reaching business outcomes for the business line; partner with your Product Marketing Manager to translate design strategy into customer-facing value propositions and contribute to competitive positioning through design differentiation

Execution
Understanding Problems: Identify new problems and opportunities to solve across product teams within your business line; lead design initiatives that span multiple product teams; coordinate design resources and priorities across teams; identify shared design patterns and system opportunities

Research: Lead quantitative and qualitative research across your product area

System Design: Solve complex system design challenges; design connected, modular systems that help us move faster in the future

Diverging & Converging: Diverge and converge quickly and effectively; practice first-principles thinking for larger projects or when innovation is a requirement

Interaction Design: Design simple and elegant interfaces for complex systems; refine the details of interaction design to achieve a high level of polish; act as a steward for our design system by driving its evolution, setting standards for quality and consistency, and ensuring its strategic alignment with product needs

Visual Design: Design interfaces that are functional, beautiful, and delightful; raise the visual design bar in a way that creates business value

Prototyping: Pair with an engineer to find design solutions through functional prototypes

Shipping: Identify and resolve design operations bottlenecks; improve the way your business line ships product through process improvements, better handoffs, and strategic tooling

Behaviors
Values & Principles: Role model our principles and values within your product team; identify opportunities to refine our principles and values

Growth Mindset: Consistently seek out opportunities to improve your product team; know and manage your triggers for fixed mindset; actively seek out and apply lessons and inspiration from the success of others; proactively motivate colleagues by sharing insightful and relevant feedback

Helping People & Teams: Co-own the health of your product team; define hiring needs and role requirements in partnership with VP of Product Design; share your ideas with the industry by writing or talking publicly; support Aiwyn events; actively lead Design Guild initiatives and process improvements; mentor and guide designers through guild activities and design reviews

Communication & Feedback: Use storytelling to communicate your work in an engaging way; anticipate feedback to address it proactively; communicate effectively with x-team leadership and cross-functional partners to influence their thinking and decisions; actively help your trio and product team align

Efficiency & Progress: Be decisive to make progress, not just take action; drive resolving dependencies with others; maximize opportunities—when needed, go beyond the project and the role; raise problems when you see them

Leadership: Own your product team’s work, consistently seeking to provide more value; work beyond design, within and across product teams, peers, and partners to ensure your product team delivers high-quality, impactful results; identify and anticipate risks, proactively develop solutions

What Success Looks Like:
Product Team & Business Line Impact
Ownership of product team reaching business outcomes with measurable results

Solutions to complex system design challenges that impact multiple product teams within the business line

Identification of new problems and opportunities that drive business value across the business line

Improved product vision and strategy that positions us ahead of competitors

Design Excellence
Simple, elegant interfaces for the most complex systems in our product

High level of polish that sets the standard for the entire design team

Stewardship of the design system that accelerates the entire team

Functional, beautiful, and delightful designs that create business value

Leadership & Influence
Designers you coach show observable growth and improved output

Co-ownership of product team health with measurable improvements

Successful influence on R&D and org leader thinking and decisions

Resolution of dependencies and deadlocks across product teams

Risk identification and proactive solution development

Strategic Contribution
Active contribution to product strategy with clear impact on product direction

Product vision that inspires and aligns teams

First-principles thinking applied to strategic projects

Smart decisions on effort versus reward that maximize impact

Design Operations
Improvements to how the team ships product

Refinements to principles and values that improve team function

Public sharing of ideas that elevate Aiwyn’s design reputation

Support for recruiting and interviewing that raises the bar

Key Competencies
Mastery Expected:
Complex system design and architecture

Interaction design at the highest level of polish

Strategic thinking and product vision

Cross-functional leadership and influence

First-principles thinking and innovation

Design mentorship and coaching

Storytelling and executive communication

Autonomous project management in ambiguous situations

Expected to Drive:
Design system evolution and standards

Product strategy and commercial thinking

Product team and design guild health

Design operations and process improvements

Cross-team coordination and alignment

Why Work at Aiwyn?
The big-picture value proposition of this role is simple: join us, and you'll be paid competitively to have freedom in solving worthwhile, challenging problems alongside other A-players at a fast-growing SaaS startup led by an experienced and successful team with industry experience

AI-by-Default - you'll have access to best-in-class AI tools and work in an environment that embraces an AI-by-default mindset, where curiosity and experimentation are part of how we operate

Remote-first organization

Competitive compensation and benefits

Stock options

401(k) matching

Adventure Travel Stipend on each anniversary of your employment with Aiwyn

Our Values:
Relentless by Design

Owners not Renters

Trust at the Core

Aiwyn is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.

Candidate information will be treated in accordance with our CCPA privacy notice which can be found here: https://www.aiwyn.ai/ccpa

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