Workday System Specialist

WHO WE ARE

We are PEAK6, a leading investment firm, using technology to find a better way of doing things. The company’s first tech-based solution was developed in 1997 to optimize options trading, and over the past two decades, the same formula has been used across a range of industries, asset classes, and business stages to consistently deliver superior results. Today, PEAK6 seeks transformational opportunities to provide capital and strategic support to entrepreneurs and forward-thinking businesses.

Position Overview:

We are seeking a skilled and detail-oriented Workday System Specialist to become an integral member of our People Tech team that supports the efficient configuration, operation, and enhancement of our Workday Human Capital Management (HCM) platform. If you’ve worked in Workday administration at a large, compartmentalized organization, you know the frustration: you’re allowed to be the expert in one or two areas, and that’s where you stay unless a position opens up.

This role is different. You’ll have the opportunity to provide real business value and grow your expertise across the full platform HCM, talent and performance, security, integrations, reporting, and beyond, with the freedom to dig into whatever needs solving, not just what’s in your lane.

• Collaborate with firm‑wide stakeholders to understand requirements, design solutions, and execute process improvements while balancing centralized standards with the flexibility of a multi‑entity environment with varied requirements.

• Evaluate and implement new Workday features and system enhancements, recommending configuration improvements that support evolving business needs.

• Participate in system testing during Workday’s semi‑annual release cycles—reviewing release notes, assessing impact on configuration, and coordinating regression/UAT testing alongside the broader admin team.

• Support Workday security administration (security groups, role‑based/user‑based access) to maintain proper data access and reporting permissions.

• Design, build, and maintain Business Process configurations across HCM and related functional areas, translating business requirements into scalable system solutions.

• Build and maintain advanced custom reports using Workday Report Writer, leveraging calculated fields and other reporting functionalities.

• Support supervisory organization structure and maintenance, including reorganizations and org hierarchy integrity across PEAK6 and its affiliates, in collaboration with fellow admins and HR partners.

• Support the payroll and benefits teams for functional system changes, enhancements, and troubleshooting.

• Maintain clear documentation for configurations, business processes, and testing outcomes to support knowledge continuity.

• Bachelor’s degree in Information Technology, Human Resources, Business Administration, or related field preferred; equivalent experience may be considered.
• 3+ years of experience working within the Workday ecosystem, with demonstrated competence in HCM.
• Competency with Workday Report Writer for custom reporting and advanced calc field configuration (including but not limited to matrix and composite reports).
• Solid understanding of Workday’s security framework, including domain and business process security policies.
• Experience with at least one additional Workday module, such as Talent Acquisition, Performance, Advanced Compensation, Prism, People Analytics, Integrations.
• At a minimum, an understanding of data integration concepts, including EIBs (Enterprise Interface Builder), and APIs.

• Pro HCM Core Certification preferred.
• Experience in supporting an HRIS system for Private Equity, Financial, or complex organization(s) with multiple affiliates, multi‑location and/or global organizations.
• Excellent project management and organizational skills with the ability to manage multiple priorities concurrently and experience with/basic understanding of Agile Project Management principles.
• Ability to think strategically and propose innovative HRIS solutions to improve business outcomes.
• Willingness to…