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Director of User Experience

  • Director of User Experience job type Posted on: Nov 07, 2026
  • Director of User Experience experience level The Cypress Group
  • Director of User Experience employment type Greater Chicago Area, Illinois
  • Director of User Experience employment type Onsite
  • Director of User Experience salary Full-time

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Job Title :

Director of User Experience

Job Type :

Full-Time

Job Location :

Greater Chicago Area Illinois United States

Remote :

No

Jobcon Logo Job Description :

We are looking for a Director of User Experience to lead and evolve our UX function across product design, research, and design systems. This is a high impact leadership role for someone who wants to do more than manage a design team. You will help define how UX operates across the organization, influence senior product and technology leaders, and play a major role in how AI is incorporated into the design and product development lifecycle. A key focus will be evolving the company's enterprise design system for an AI enabled future; creating the standards, components, specifications, and documentation that can support both traditional development teams and emerging agentic development workflows.What You Will Do:Lead and develop a global team across UX design, research, and design systemsOwn the broader UX strategy, standards, and roadmapDefine the approach to AI-assisted design, research, and product deliveryEvolve an enterprise design system to support AI and agent-driven development workflowsEstablish standards and guardrails for how AI tools are used across UXPartner with senior leaders across Product, Engineering, Technology, and the businessInfluence product direction and requirements early in the development lifecycleOwn design system governance, documentation, component standards, and adoptionImprove experiences involving complex workflows, large data sets, and sophisticated professional usersDefine UX metrics around usability, accessibility, adoption, and product experienceHire, mentor, and develop designers and researchers while building the long-term capabilities of the teamStay close enough to the work to provide hands-on design direction on high-priority initiativesQualified Candidates Will Have:10+ years of UX, product design, or UX research experience3+ years leading designers, researchers, or UX teamsExperience building, scaling, or evolving a UX organizationStrong experience owning an enterprise design systemExperience with AI-enabled design, development, or research workflowsUnderstanding of how design systems and structured specifications can enable agentic or automated developmentExperience establishing standards or guardrails around AI toolingStrong executive communication and stakeholder management skillsAbility to operate effectively between design, product, engineering, and senior leadershipExperience designing products with complex workflows, significant data, or technically sophisticated usersWorking understanding of modern front-end development and web architectureExperience with accessibility and inclusive designFinancial services domain knowledge is highly preferred, particularly experience within capital markets, trading, fintech, banking, asset management, or other complex financial technology environmentsThis is an opportunity to shape the future of UX within a sophisticated, technology-focused organization. You will have meaningful ownership across UX strategy, AI adoption, design systems, team leadership, and product direction, with exposure to senior decision-makers.This role is on site 4 days a week.

Jobcon Logo Position Details

Posted:

Nov 07, 2026

Reference Number:

10440_4474506757

Employment:

Full-time

City:

Greater Chicago Area

Job Origin:

APPCAST_CPC

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We are looking for a Director of User Experience to lead and evolve our UX function across product design, research, and design systems. This is a high impact leadership role for someone who wants to do more than manage a design team. You will help define how UX operates across the organization, influence senior product and technology leaders, and play a major role in how AI is incorporated into the design and product development lifecycle. A key focus will be evolving the company's enterprise design system for an AI enabled future; creating the standards, components, specifications, and documentation that can support both traditional development teams and emerging agentic development workflows.What You Will Do:Lead and develop a global team across UX design, research, and design systemsOwn the broader UX strategy, standards, and roadmapDefine the approach to AI-assisted design, research, and product deliveryEvolve an enterprise design system to support AI and agent-driven development workflowsEstablish standards and guardrails for how AI tools are used across UXPartner with senior leaders across Product, Engineering, Technology, and the businessInfluence product direction and requirements early in the development lifecycleOwn design system governance, documentation, component standards, and adoptionImprove experiences involving complex workflows, large data sets, and sophisticated professional usersDefine UX metrics around usability, accessibility, adoption, and product experienceHire, mentor, and develop designers and researchers while building the long-term capabilities of the teamStay close enough to the work to provide hands-on design direction on high-priority initiativesQualified Candidates Will Have:10+ years of UX, product design, or UX research experience3+ years leading designers, researchers, or UX teamsExperience building, scaling, or evolving a UX organizationStrong experience owning an enterprise design systemExperience with AI-enabled design, development, or research workflowsUnderstanding of how design systems and structured specifications can enable agentic or automated developmentExperience establishing standards or guardrails around AI toolingStrong executive communication and stakeholder management skillsAbility to operate effectively between design, product, engineering, and senior leadershipExperience designing products with complex workflows, significant data, or technically sophisticated usersWorking understanding of modern front-end development and web architectureExperience with accessibility and inclusive designFinancial services domain knowledge is highly preferred, particularly experience within capital markets, trading, fintech, banking, asset management, or other complex financial technology environmentsThis is an opportunity to shape the future of UX within a sophisticated, technology-focused organization. You will have meaningful ownership across UX strategy, AI adoption, design systems, team leadership, and product direction, with exposure to senior decision-makers.This role is on site 4 days a week.

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