Clear Street
Director - People Systems
New York, NY · Director
Sponsorship not specified$220k-$275kDetected 57 days ago
CybersecurityProject ManagementAuditingRecruitingHRHRIS
About the role
- This is not a traditional Workday administrator role.
- You will be hands-on - owning configuration, testing, and release management - while also serving as a thought leader who shapes our long-term HR technology roadmap in partnership with Engineering, Analytics, and the broader People function.
- This role sits within the People function, reporting directly to the HR COO alongside People Analytics and HR Operations.
Responsibilities
- Support the full-lifecycle deployment of Workday HCM and Payroll as Clear Street's primary systems implementation owner.
- Own the functional design across all in-scope modules, translating requirements from HR, Finance, and business stakeholders into Workday configurations that will scale beyond go-live.
- Partner with our implementation partner and Engineering to manage integration design, data migration, and environment setup, serving as the authoritative voice on functional decisions throughout.
- Develop and maintain the HR Systems roadmap, aligning platform capabilities with business priorities and people strategy across all functional areas.
- Partner with Engineering on integration architecture and custom development.
- Lead all testing cycles (unit, regression, and UAT) and define validation procedures that ensure every change is production ready.
- Manage feature releases and system updates: evaluate feasibility, assess downstream impacts across the full data and process chain, and communicate changes clearly to stakeholders.
- Process & Systems Design
Requirements
- 15+ years of experience, 7+ years of hands-on experience owning enterprise HR technology platforms, with deep expertise in Workday HCM.
- Strong understanding of data privacy laws, data security, regulatory requirements, and compliance frameworks across multiple regions.
- Experience operating within a broader HR tech ecosystem that extends beyond HCM: recruiting platforms (e.g., Greenhouse), compensation tooling, and workforce planning systems.
- Ability to define functional requirements for Engineering-led integration and customization work.
Nice to have
- Proven ability to translate complex, ambiguous business requirements into scalable, well-documented systems solutions.
- Experience in high-growth or financial services environments preferred.
- Workday HCM Pro certification preferred.
- Project Management Professional (PMP) or Human Resources Information Professional (HRIP) a plus.
- Certifications: Workday HCM Pro certification preferred.
Skills
- About Clear Street
- Clear Street is modernizing the brokerage ecosystem.
Compensation
- The Base Salary Range for this role is $220,000-$275,000 This range is representative of the starting base salaries for this role at Clear Street.
- This range represents Base Salary only, which is just one element of Clear Street's total compensation.
Benefits
- The range stated does not include other factors of total compensation such as bonuses or equity.
- At Clear Street, we offer competitive compensation packages, company equity, 401k matching, gender neutral parental leave, and full medical, dental and vision insurance.
- Own configuration of Workday and connected systems: business process design, organizational structures, security frameworks, compensation and benefits setup, and payroll configuration.
- In-office benefits include lunch stipends, fully stocked kitchens, happy hours, a great location, and amazing views.
Company info
- Our belief has always been that we are better as a business when we are all together in person.
- As such, we are requiring employees to be in the office 4 days per week.
Equal opportunity
- equal opportunity employer. #LIHYBRID
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This listing is sourced directly from Clear Street's careers page and normalized into a canonical job model.