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Strategic VP, Total Rewards & People Operations

Checkr, San Francisco, CA, USA

Job type: Full Time


Requirements

  • 5+ years of progressive experience spanning Total Rewards, People/HR Operations, and HR Technology, with 10+ years in senior leadership, ideally in high-growth or pre-IPO/public company environments
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  • Deep expertise in designing and executing a toward rewards strategy, including experience in innovating in compensation design
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  • Proven ability to build, scale, and optimize HR technology ecosystems, including connected platforms across ATS, benefits, compensation, and performance, driving efficiency and insight
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  • A tech-forward mindset with hands-on experience deploying AI, automation, and analytics to transform HR processes, systems, and employee experiences
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  • Exceptional communication and influence, able to translate complex ideas into simple, actionable insights and build trust across individual contributors, executives, and the Board
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  • Experience working with the Board and Compensation Committee on executive compensation and equity plan design for late-stage private companies is preferred but not required
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  • 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

What the job involves

  • We're looking for a forward-thinking, data-driven, and innovative leader to own and evolve Checkr's Total Rewards programs and People Operations
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  • Reporting to the Chief Legal Officer & Head of People, this role sits at the intersection of strategy, execution and leadership; designing compensation and total rewards programs that attract and retain world-class talent while building the systems, processes, and technology backbone that powers the entire People function
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  • This isn't your typical HR role
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  • We need a builder and change champion who sees HR technology, AI, and automation as powerful levers to reimagine how employees experience Checkr
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  • You'll challenge the status quo, anticipate needs before they arise, leverage data for proactive insights, and create a People Operations ecosystem that is as modern and innovative as the product we build for our customers
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  • Serve as a strategic partner to the CLO/Head of People in setting an innovative and data-driven people strategy to power the future of Checkr
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  • Own Checkr’s Total Rewards strategy end-to-end, designing compensation, benefits, equity, and variable pay programs that scale, reward impact, and attract and retain high-performing talent
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  • Lead equity strategy and governance, partnering with leadership and the Board to define equity compensation strategy for a late-stage private company
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  • Drive the People technology ecosystem and data architecture, optimizing Workday HCM and adjacent tools with automation and AI to deliver a seamless employee experience
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  • Champion and enable a self-service-first employee experience, creating frictionless processes, tools, and training that empower employees and managers while boosting adoption and satisfaction
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  • Lead a high-performing Total Rewards and People Operations team across payroll, people systems, benefits, reporting, and analytics, fostering a culture of ownership and growth
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  • Partner with senior leaders to scale rewards, processes, and People infrastructure and keep Checkr at the forefront of people strategy and innovation

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