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. PEAK6's core brands include PEAK6 Capital Management, PEAK6 Strategic Capital, Apex Fintech Solutions, FOCUS, We Insure, Evil Geniuses, Poker Power, Zogo, and Bruce Markets.
ABOUT THIS ROLE
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. It's a great fit for someone who wants to keep growing across the ecosystem instead of being restricted to a module.
The ideal candidate will have a strong foundation in Workday HCM Core and additional experience in at least two other Workday functional areas such as: Talent Acquisition, Performance Optimization, Learning, Advanced Compensation, Prism Analytics, Advanced Reporting, etc.
Key Responsibilities:
Configuration & System Support
- Collaborate with Firmwide 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
Qualifications and Requirements:
- 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
Preferred Skills and Attributes:
- 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 utilize and implement strategic and innovative AI solutions to improve processes and gain efficiencies
- Proactive mindset with a focus on delivering excellent system support and user satisfaction
- Strong problem-solving skills with the ability to troubleshoot and resolve Workday-related issues
- Detail-oriented with a commitment to data accuracy, compliance, and system integrity
- Strong interpersonal and communication skills with the ability to effectively collaborate with cross-functional teams
#LI-P6
OUR REWARDS
We offer a robust package of employee perks and benefits, including healthcare benefits (medical, dental and vision, EAP), competitive PTO, 401k match, parental leave, and HSA contribution match. We also provide our employees with a paid subscription to the Calm app and offer generous external learning and tuition reimbursement benefits. As a hybrid workforce, we offer our employees the ability to work remotely up to two days a week.
Base pay offered may vary depending on job-related knowledge, skills, experience, and office location. This position also may be eligible for a discretionary annual bonus in addition to a range of health & wellness benefits, enhancing your overall compensation package.
Base Salary Range
$98,200-$122,750
PEAK6 is proud to be an equal opportunity employer that does not discriminate on the basis of race, color, religion, sex (including pregnancy, sexual orientation, and gender identity), national origin, age, disability, veteran status, marital status, or any other protected characteristic. Our hiring practices ensure that all qualified applicants receive fair consideration without regard to these characteristics.
PEAK6 is committed to creating an inclusive and accessible workplace for all candidates, including those with disabilities. We are dedicated to ensuring equal employment opportunities and providing reasonable accommodations to qualified individuals with disabilities. If you require reasonable accommodations to participate in the application or interview process, please contact our HR department at [email protected]. We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process.
#PEAK6
Skills Required
- 3+ years of experience working within the Workday ecosystem with demonstrated competence in HCM
- Competency with Workday Report Writer for custom reporting and advanced calculated field configuration (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 (e.g., Talent Acquisition, Performance, Advanced Compensation, Prism, People Analytics, Integrations)
- Understanding of data integration concepts, including EIBs (Enterprise Interface Builder) and APIs
- Bachelor's degree in Information Technology, Human Resources, Business Administration, or related field (or equivalent experience)
- Pro HCM Core Certification
- Experience supporting an HRIS system for Private Equity, Financial, or complex multi-entity/global organizations
- Strong project management and organizational skills, including ability to manage multiple priorities and basic understanding of Agile principles
- Willingness to utilize and implement strategic and innovative AI solutions to improve processes
- Proactive mindset, strong problem-solving skills, attention to detail, and strong interpersonal and communication skills
PEAK6 Compensation & Benefits Highlights
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Healthcare Strength — Medical, dental, and vision coverage plus mental‑health resources, EAP, and wellness programs are consistently advertised across the careers site and postings. This breadth of core health coverage appears to be standard across PEAK6 entities.
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Retirement Support — A defined‑contribution 401(k) plan with company match is promoted on careers materials and confirmed by corporate filings. Retirement support is positioned as a core component of total rewards.
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Leave & Time Off Breadth — Generous PTO, paid holidays, and two paid volunteer days are highlighted, with long‑tenure sabbaticals also cited on employer profiles. Time‑off provisions are paired with hybrid flexibility in many roles to support work–life balance.
PEAK6 Insights
What We Do
PEAK6 is not your typical investment firm. Here, we build and invest in businesses that span from finance and insurance to esports and education — and we're always seeking new opportunities. We're not defined by one industry or market. We activate "what is" into "what ought to be" through world-class technology, operational excellence, and purposeful design. We're in the business of doing, creating, and building the world with innovation and democratization in mind. Our team of opportunistic thinkers are generating new ideas while constantly improving, refining, and activating past ones. At PEAK6, it's not just our investments that make use great, but our people that make us valuable.
Why Work With Us
Ordinary doesn't apply here. We look for people who aren’t afraid to take chances, who bet on themselves and do it with confidence. People that dream up big ideas and ways to execute them. Epic storytellers, nimble problem solvers, imaginative entrepreneurs, and change-makers are all welcome.
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PEAK6 Teams
PEAK6 Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
As a hybrid workforce, we offer our employees the ability to work remotely up to two days a week.













