Staff User Experience Designer

Sydecar, Inc

$120K — $150K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of product design experience, including 2 years as a lead/senior designer
  • Proven track record of establishing or improving design processes
  • Exceptional hands-on design skills with portfolio evidence of end-to-end UX ownership
  • Extensive experience in user research to direct strategy and execution
  • Strong background in designing complex workflows and system-heavy products
  • Familiarity with design systems and UI libraries
  • Experience in regulated markets, particularly fintech or private venture is preferred

Responsibilities

  • Lead the evolution of the entire user experience for various customer segments
  • Drive design on high-impact initiatives from discovery to delivery
  • Simplify complex workflows into clear user experiences
  • Maintain a high bar for design quality while working at startup speed
  • Conduct user research to guide product strategy and design decisions
  • Partner with Product Managers to clarify problems and validate solutions
  • Champion the voice of the customer in product discussions
  • Oversee the adoption and evolution of design systems and shared UI components
  • Collaborate with Engineering to ensure consistent product implementation
  • Balance regulatory requirements with superior UX design
  • Mentor junior Product Designers by offering direction and feedback
  • Encourage a culture of collaboration, trust, and continuous improvement

Benefits

  • Mentorship opportunities within a growing design team
  • Chance to work on impactful projects in a regulated environment
  • Collaborative and innovative startup culture
  • Access to professional development resources
  • Potential for career advancement into formal management roles
Full Job Description
About the Role

We're hiring a Staff User Experience Designer to help redefine our product experience as we scale. This is a high-ownership, high-execution role for a design leader who moves fast, makes strong decisions, and drives work to completion while maintaining an exceptional bar for craft and customer understanding.

You'll operate as a player coach and a mentor, working alongside a team of 2-3 Product Designers while remaining deeply hands-on. This role may grow into formal people management over time, but the immediate focus is hands-on design leadership and mentorship. You'll play a central role in shaping product strategy through deep user research, strong design judgment, and close partnership with Product and Engineering.

Our product operates in a regulated environment, serving a broad range of customers from first time investors and deal organizers to large venture capital firms. Success in this role requires balancing compliance and regulatory constraints with delivering a best-in-class, intuitive experience for complex financial workflows.

What You'll Do

Own and Evolve the End-to-End UX
  • Lead the evolution of the entire user experience for deal leads, investors, and internal operations teams
  • Personally drive design on high-impact initiatives, from discovery through delivery
  • Simplify complex, regulated workflows into clear, intuitive, and experiences that create trust for our customers
  • Set and maintain a high bar for design quality while operating with startup speed

Research-Led Design Leadership
  • Lead user research as a first-class input to product strategy and design decisions
  • Partner closely with Product Managers to define problems, test assumptions, and validate solutions
  • Act as a strong voice of the customer in roadmap and prioritization discussions as well as on specific initiatives
  • Synthesize qualitative and quantitative insights into clear, actionable direction

Design Systems & UI Foundations
  • Lead the adoption and evolution of design systems, shared UI components, and design libraries
  • Partner with Engineering and Product to ensure consistent implementation across the product
  • Define standards, guidelines, and best practices that enable speed without sacrificing quality
  • Balance systemization with flexibility as the product evolves

Design for Impact in a Regulated Environment
  • Work with SMEs to balance regulatory, compliance, and operational requirements with excellent UX
  • Design systems and flows that support trust, accuracy, and clarity for investors and deal organizers
  • Make confident tradeoffs when constrained, and communicate them clearly
  • Use data to inform decisions and optimize for outcomes such as conversion, activation, and retention

Support the Growth of the Design Team
  • Act as a coach and mentor for more junior Product Designers
  • Provide direct feedback and clear creative direction to keep work moving and maintain quality.
  • Foster a culture of trust, collaboration, speed, accountability, and continuous improvement
  • Help designers grow both their craft and product thinking
What We're Looking For
  • 7+ years of product design experience, including at least 2 years experience as a lead/senior designer
  • Experience establishing or improving design processes on a team.
  • Exceptionally strong hands-on design skills, with a portfolio demonstrating end-to-end UX ownership and redesigns
  • Deep experience leading and applying user research to drive strategy and execution
  • Strong experience designing complex workflows, multi-step processes, or system-heavy products
  • Strong experience in design systems and UI libraries
  • Experience working in regulated markets, especially fintech, capital markets, or private venture strongly preferred.
  • Ability to balance compliance and regulatory needs with delivering a best-in-class customer experience
  • Experience with consumer and/or SMB products strongly preferred
  • Data-informed, outcome-oriented designer with a bias toward execution
  • Comfortable operating in ambiguity and energized by early-stage environments

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