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About the Role

Checkr is seeking a Senior People Operations and Systems Generalist to manage the Workday ecosystem, translate business needs into effective processes, and maintain data integrity across people technology. This role involves owning the process side of Workday, managing employee requests via JIRA, and supporting compliance activities, offering significant ownership and the opportunity to build solutions in a growing company.

Responsibilities

Serve as the functional Workday expert for the People Ops team, owning business process design from requirements through configuration, testing, and post-launch iteration.
Own configuration, testing, and rollout for semi-annual Workday releases, proactively flagging opportunities to simplify or automate existing processes.
Partner with the Workday Product Analyst and internal systems team on larger technical projects and integrations, representing the People Ops perspective.
Stand up simple, ad hoc tools within the team's own toolkit to close process gaps, escalating true technical development to internal systems.
Use tools like Lovable and Claude to rapidly prototype and build People Ops tools and automations, turning process ideas into working solutions on fast, business critical timelines.
Manage day-to-day Workday data and configuration, from position detail changes and EIB processing to troubleshooting, escalating architectural or security group changes to internal systems.
Maintain up-to-date process documentation and deliver training materials for new system enhancements.
Provide employee and manager support for complex or system-specific JIRA help desk tickets escalated from the team, representing company policies and practices.
Prepare, review, and analyze data and reports, making recommendations in partnership with the Data Analyst.
Own the immigration vendor relationship, support compliance, multi-state policy and handbook administration.
Serve as a backup layer for complex workplace compliance investigations escalated by HRBPs or the broader People Ops team.
Support the Total Rewards team on compensation, benefits, equity and leave administration, and partner with the Data Analyst on EEO 1 and Affirmative Action Plan reporting.
Support the People function through ongoing process improvements and general team support.

Requirements

Deep functional expertise in Workday HCM, with proven experience owning a process from idea through requirements, testing, and rollout.
Comfort partnering with a technical systems team, translating business needs into requirements and testing plans.
Familiarity with AI-assisted, no-code/low-code tools such as Lovable and Claude, using them to build lightweight People Ops solutions.
5+ years of experience in People Ops or systems adjacent teams at fast-paced, scaling organizations.
Expertise across broader people tools including JIRA Help Desk, Greenhouse, CultureAmp, and more.
High degree of customer obsession, with a track record for delivering results, team collaboration, and business acumen.
Problem solving and critical thinking skills, sound judgment, and a bias for action.
Proven experience handling confidential information with discretion, honesty, and integrity.
Proven time management and project management skills, with the ability to manage a high volume of requests and shifting priorities.
Working knowledge of Google Suite required, especially Google Sheets to include v-lookups, pivot tables, and beyond.
An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes.

Skills

Workday HCM
JIRA Help Desk
Greenhouse
CultureAmp
Lovable
Claude
Google Sheets
V-lookups
Pivot tables

Location

San Francisco, CA

Work Type

Onsite (3+ days a week)

Experience Level

5+ years

Salary/Compensations

$128,000—$151,000 USD

Benefits

Learning and development allowance
Competitive cash and equity compensation, and opportunity for advancement
100% medical, dental, and vision coverage
Up to $25K reimbursement for fertility, adoption, and parental planning services
Flexible PTO policy
Monthly wellness stipend
In-office perks: lunch five times a week, a commuter stipend, snacks and beverages
Relocation stipend may be available

About the Company

Checkr is building the data platform to power safe and fair decisions.
Over 140,000 companies and millions of people rely on Checkr for AI verification.
Customers include Uber, Pennymac, Airbnb, Doordash, and Anthropic.
Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company.

Equal Opportunity

Checkr is committed to building the best product and company, which requires hiring talented and qualified individuals with a diverse set of perspectives and lived experiences.
Checkr believes in hiring people of all backgrounds, including those whose histories are impacted by the justice system in accordance with local, state, and/or federal laws, including the San Francisco’s Fair Chance Ordinance.