Staff Product Designer

Scale to Win

$220K *
US-AnywhereRemote in United States
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years of design experience with a focus on complex product areas
  • Expertise in B2B SaaS and early-stage design teams
  • Strong passion for customer-centric design and teaching problem-focused approaches
  • Established portfolio demonstrating systems thinking and UX depth
  • Experience in developing design systems
  • Product-focused mindset with an ability to prioritize based on business, customer, and technical contexts
  • Ability to influence design direction and win buy-in from stakeholders.

Responsibilities

  • Own the end-to-end product design process for key areas
  • Translate complex customer challenges into effective solutions
  • Create balanced workflows that respect usability and scalability
  • Anticipate future product and technology shifts in design
  • Advocate for user needs through rigorous research and testing
  • Collaborate with cross-functional teams to enhance product vision
  • Establish and elevate standards for product design excellence.

Benefits

  • 401k matching up to 6% after a provisional period
  • Generous vacation policy allowing up to 24 days accrued annually
  • Fully-paid premium medical insurance with no deductible, including family coverage
  • Remote work options with flexible conditions and home office support
  • Annual stipend of $2,000 for professional development
  • 16 weeks of paid parental leave, including additional flex time for new parents
  • Encouragement of social impact through volunteer text donation program.
Full Job Description
About the Role

In this role, you will work as a strategic partner to Product and Engineering leadership to architect the product & UX vision. You won't just define screens - you will define the design strategy for entire product pillars, ensuring our ecosystem is cohesive, scalable, and technically sound.

This is a senior individual contributor role with significant ownership and impact. You will partner with the product & design teams to evolve our product design craft, and set the benchmark for user experience at Scale to Win.

Core Responsibilities

End-to-end product design (40%)
  • Own discovery, User Experience design, visual design, prototyping, and delivery for product areas on our roadmap
  • Translate highly complex customer problems into elegant solutions that leverage systems thinking
  • Design workflows and systems that balance usability, scalability, and technical constraints
  • Balance near-term delivery with long-term experience quality
  • Design for the long-term product ecosystem, anticipating future technical and product shifts to ensure our systems remain resilient over a 2-3 year horizon.

Customer research & focus (25%)
  • Be a strong advocate for customer voice and experience, upholding a high standard for problem- and user-focused prioritization and design
  • Lead and participate in user research, usability testing, and validation
  • Use qualitative and quantitative insights to inform design decisions
  • Champion simplicity, clarity, and accessibility

Cross-functional partnerships (20%)
  • Work as a strategic partner to Product and Engineering leadership to architect the product vision
  • Introduce new tools for design discussions and workshops and model their use through your projects
  • Partner with Customer Success, Sales, and other stakeholders to incorporate user insights into product design work

Product design craft (15%)
  • Help define and elevate our standards for product design excellence
  • Model strong design thinking and systems thinking for the broader team
  • Give thoughtful critique and raise the quality bar across initiatives
  • Partner with our existing design team to establish the 'Scale to Win' design philosophy-standardizing how we think about user experience, user-centricity, accessibility and AI integration across all squads.


Skills & Qualifications
  • 10+ years of experience with a proven track record of leading design for for complex problem areas and entire product verticals
  • Experience working on B2B SaaS products and on early-stage product design teams
  • Passion for customer- and problem-driven product design, with experience teaching others how to take a problem-focused approach
  • A developed portfolio demonstrating systems thinking, UX design depth, and mission-critical systems where you navigated significant technical or business ambiguity
  • Experience building and contributing to design systems
  • Strong product thinking with an ability to leverage business, customer and technical context to inform product design tradeoffs and prioritization
  • Experience leading through influence rather than just direct authority; you have a history of winning buy-in for bold, unconventional design directions.
  • Nice-to-have Experience
    • Experience designing data visualization, fundraising, organizing, political, or messaging products
    • Experience in organizing or political work
    • Experience leveraging AI-powered tools to accelerate product development workflows


Salary and Benefits
  • $220,000 yearly salary (base). As part of our commitment to equity, salaries are non-negotiable.
  • This role may be eligible for a discretionary bonus as determined by the company in its sole discretion.
  • 401k matching up to 6% after a provisional period.
  • Ten paid company holidays, two floating holidays, and a week and a half-long holiday break at the end of the year.
  • Generous paid vacation (up to 24 days a year with time accrued monthly); paid sick leave; paid short-term medical, caregiver, bereavement, and other personal leave.
  • 16 weeks of paid parental leave and an additional 4 weeks of part-time, fully-paid flex time. This is available to all new parents of any gender, including adoptive parents.
  • Fully-paid premium, $0 deductible, top-notch medical insurance, as well as dental and vision insurance, for you and your dependents.
  • Remote working with flexible working conditions, a stipend to support your home office setup, and access to a company computer.
  • Every employee is invited to donate 25,000 free texts to a non-profit of their choice each year.
  • To support continued professional growth and development, Scale to Win offers each employee an annual $2,000.00 stipend towards achieving your professional development goals.


Travel Expectations

This role may require occasional travel to support client meetings, campaign events, trainings, or company gatherings. Travel expectations will vary based on client needs and campaign cycles, particularly during peak election seasons.

Interview Process + Timeline
  • Submit resume and application
  • Portfolio Review
  • Initial Screen Interview
  • Hiring Manager Interview
  • Design Interview
  • Panel presentation & Cross-functional interview
  • Co-CEO Meet & Greet
  • Reference check

The position will be open until filled, and applications will be reviewed on a rolling basis.

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