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About the Role

We are seeking a highly experienced Workday specialist to own and advance our Workday platform end to end. This role sits at the center of our people systems landscape and is responsible for deep Workday configuration, business process design, integrations, reporting, and the adoption of Workday's AI and automation capabilities. The ideal candidate has deep, hands-on Workday expertise: they know its modules, security model, and release cadence intimately, and they can translate complex HR and business requirements into clean, scalable Workday solutions. We are looking for a proactive self-starter who can independently drive work forward without needing explicit direction.

Responsibilities

Serve as the Workday subject matter expert across HR, IT, and Finance; own the platform roadmap, module adoption strategy, and alignment with Workday's twice-yearly release cycle.
Lead configuration, testing, and deployment across HCM Core, Compensation, Benefits, Absence, Time Tracking, Talent, Performance, Recruiting, Workday Adaptive Planning - including business processes, security models, calculated fields, and custom reporting.
Conduct regression testing for each Workday release, perform regular audits, and drive performance tuning and configuration health checks to ensure platform stability.
Build and maintain integrations using Workday Studio, Core Connectors, EIB, and APIs to connect Workday with adjacent systems (Greenhouse, CultureAmp, Pave, payroll, finance, provisioning); identify and eliminate manual workflows through system-driven automation.
Optimize business processes, notifications, navigation, and the user interface to reduce administrative burden, increase adoption, and improve the employee and manager self-service experience.
Evaluate and implement Workday AI, machine learning, skills intelligence, and Analytics capabilities; partner with data and IT teams to ensure scalability, data privacy, and ethical deployment.
Translate stakeholder requirements into technical specifications, manage the Workday vendor and implementation partner relationships, and lead project delivery and adoption across the organization.

Requirements

Bachelor's degree in Human Resources, Information Technology, Business Administration, or a related field.
6+ years of progressive HR technology experience, with deep, hands-on expertise configuring and optimizing Workday.
Demonstrated expertise across multiple Workday modules, such as HCM Core, Compensation, Benefits, Absence, Time Tracking, Talent, or Recruiting.
Hands-on experience building Workday integrations using Studio, Core Connectors, EIB, and Workday APIs.
Strong command of the Workday security model, business process framework, calculated fields, and advanced reporting.
Experience with Workday Adaptive Planning is a strong plus.
Excellent analytical, problem-solving, and project management skills.
Self-starter with a proactive approach, capable of driving work independently and identifying opportunities for improvement without explicit direction.
Proven experience with process automation and workflow design inside Workday.
Exceptional communication and stakeholder management skills, with the ability to translate complex Workday concepts for non-technical audiences.
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 configuration
Workday business process design
Workday integrations
Workday reporting
Workday AI and automation
HCM Core
Compensation
Benefits
Absence
Time Tracking
Talent
Performance
Recruiting
Workday Adaptive Planning
Workday Studio
Core Connectors
EIB
Workday APIs
Workday security model
Workday business process framework
Workday calculated fields
Workday advanced reporting
Process automation
Workflow design
Analytical skills
Problem-solving skills
Project management skills
Communication skills
Stakeholder management skills

Location

San Francisco, CA

Work Type

Onsite (3+ days a week)
Relocation stipend may be available

Experience Level

6+ years of progressive HR technology experience

Education Level

Bachelor's degree in Human Resources, Information Technology, Business Administration, or a related field.
Workday certification (Pro or equivalent) is a strong plus.

Salary/Compensations

$161,000—$189,000 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, and an abundance of snacks and beverages.

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 in the moments that matter most: getting a new job, a new place to live, a car ride, childcare, even a date.
Customers include Uber, Pennymac, Airbnb, Doordash, Amazon, and Anthropic.
We’re a team that thrives on solving complex problems with innovative solutions that advance our mission.
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.