Ryan is hiring : Lead UX Designer (remote) in Chicago

Why Ryan?

Hybrid Work Options

Award-Winning Culture

Generous Personal Time Off (PTO) Benefits

14-Weeks of 100% Paid Leave for New Parents (Adoption Included)

Monthly Gym Membership Reimbursement OR Gym Equipment Reimbursement

Benefits Eligibility Effective Day One

401K with Employer Match

Tuition Reimbursement After One Year of Service

Fertility Assistance Program

Four-Week Company-Paid Sabbatical Eligibility After Five Years of Service

Ryan, LLC is a global leader in tax services and technology solutions, recognized consistently as one of the Best Places to Work by Fortune and Glassdoor. We help clients unlock capital, enabling growth, investment, and innovation.

The Role

We’re seeking a Lead UX Designer to shape the future of our digital tax products. You’ll guide experience strategy, mentor designers, and collaborate with product and engineering to deliver intuitive, impactful user experiences.

This is a hands-on leadership role that balances design craft with team guidance and is ideal for someone who thrives at the intersection of strategy and execution. You will join a tight-knit team that values collaboration, curiosity, and pushing the boundaries of design.

All candidates must include a digital portfolio or link in their application.

How You'll Contribute

Set design direction and elevate standards across our digital products with a strategic mindset.

Mentor and grow other designers, fostering innovation, curiosity, and continuous learning.

Guide teams through ambiguity and drive toward clarity and alignment.

Collaborate

Partner with Product and Engineering to define requirements, align on user needs, and shape product strategy.

Champion our design system, ensuring consistency, scalability, and long-term cohesion.

Facilitate workshops and ideation sessions that unlock solutions and spark collaboration.

Deliver

Conduct user research and translate insights into designs that reveal measurable outcomes.

Present and advocate for design decisions with stakeholders and clients, connecting them to business value.

What We're Looking For

7–10 years of product / UX design, with end-to-end ownership of complex workflows.

Proven ability to lead and mentor designers, raising the bar for team output.

Financial, enterprise, or B2B background is a plus.

Demonstrated ability with AI tools and processes that accelerate design and research (eg. Lovable, Claude, Figma Make, etc).

Skills

Strong portfolio showcasing both UI and UX, grounded in user-centered and data-informed design.

Mastery of modern design tools (Figma) and familiarity with research tools (eg. Maze).

Solid understanding of design systems and delivering consistency across platforms.

Mindset

Strategic thinker who can navigate ambiguity and drive toward clarity.

Passion for revealing measurable outcomes and connecting design impact to business value.

Collaborative and approachable, contributing to a positive, encouraging team culture.

Perks & Culture

Unlimited PTO, robust 401(k) match, and comprehensive benefits.

Growth opportunities within a collaborative, forward-thinking UX team.

Flexible work environment with ample opportunities for professional development.

The Fine Print

This role does not have direct supervisory responsibilities but may delegate tasks to junior team members.

Work is primarily computer-based, with regular collaboration across teams, clients, and vendors.

Occasional travel of up to 10% may be required.

Ryan is proud to be an Equal Opportunity Employer (disability / veteran).

Compensation

For certain California based roles, the base salary hiring range for this position is $140,000.00 - $192,500.00

For other California based roles, the base salary hiring range for this position is $128,000.00 - $176,000.00

For Colorado based roles, the base salary hiring range for this position is $124,000.00 - $169,400.00

For Illinois based roles, the base salary hiring range for this position is $128,000.00 - $176,000.00

For other Illinois based roles, the base salary hiring range for this position is $124,000.00 - $169,400.00

For New York based roles, the base salary hiring range for this position is $140,000.00 - $192,500.00

For other New York based roles, the base salary hiring range for this position is $116,000.00 - $159,500.00

For Washington based roles, the base salary hiring range for this position is $128,000.00 - $176,000.00

The Company makes offers based on many factors, including qualifications and experience. Certain roles may be eligible for incentive compensation.

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