Checkr

VP, Total Rewards & People Operations

Checkr$364K — $403K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 10+ years in Total Rewards and HR operations, with 5+ years in senior leadership roles
  • Strong experience in designing and executing innovative compensation strategies
  • Proficient in executive compensation and equity plan design for late-stage private companies
  • Expertise in building and optimizing HR technology ecosystems
  • Hands-on experience with AI and automation in HR processes
  • Exceptional communication skills to convey complex insights simply
  • A proactive mindset with urgency and resilience in dynamic environments

Responsibilities

  • Own the Total Rewards strategy, designing competitive compensation and benefits programs
  • Lead equity strategy and governance in collaboration with leadership and the Board
  • Drive the optimization of People technology with automation and AI
  • Champion a self-service employee experience by creating streamlined processes and training
  • Lead a high-performing Total Rewards and People Operations team
  • Collaborate with senior leaders to innovate People infrastructure and rewards processes

Benefits

  • Fast-paced and collaborative work environment
  • Learning and development allowance
  • Comprehensive medical, dental, and vision coverage
  • Reimbursement for fertility, adoption, and parental planning services up to $25K
  • Flexible PTO policy
  • Monthly wellness stipend
Full Job Description
About the team/role

We're looking for a forward-thinking, data-driven, and innovative leader to own and evolve Checkr's Total Rewards programs and People Operations. 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.

This isn't your typical HR role. We need a builder and change champion who sees HR technology, AI, and automation as powerful levers to reimagine how employees experience Checkr. 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.

What you'll do
  • Own Checkr's Total Rewards strategy end-to-end, designing compensation, benefits, equity, and variable pay programs that scale, reward impact, and attract top talent
  • Lead equity strategy and governance, partnering with leadership and the Board to define equity compensation strategy for a late-stage private company
  • Drive the People technology ecosystem and data architecture, optimizing Workday HCM and adjacent tools with automation and AI to deliver a seamless employee experience
  • 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
  • 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
  • Partner with senior leaders to scale rewards, processes, and People infrastructure and keep Checkr at the forefront of people strategy and innovation

What you bring
  • 10+ years of progressive experience spanning Total Rewards, People/HR Operations, and HR Technology, with 5+ years in senior leadership, ideally in high-growth or pre-IPO/public company environments
  • Deep expertise in designing and executing a toward rewards strategy, including experience in innovating in compensation design
  • Experience working with the Board and Compensation Committee on executive compensation and equity plan design for late-stage private companies
  • Proven ability to build, scale, and optimize HR technology ecosystems, including connected platforms across ATS, benefits, compensation, and performance, driving efficiency and insight
  • A tech-forward mindset with hands-on experience deploying AI, automation, and analytics to transform HR processes, systems, and employee experiences
  • Exceptional communication and influence, able to translate complex ideas into simple, actionable insights and build trust across individual contributors, executives, and the Board
  • 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 you'll get
  • A fast-paced and collaborative environment
  • 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


Pay Transparency Disclosure

One of Checkr's core values is Transparency. To live by that value, we've made the decision to disclose salary ranges in all of our job postings. We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, see our website.

On-target Earnings OR Base Salary range (San Francisco, CA)

$364,000-$403,000 USD

At Checkr, we believe a hybrid work environment strengthens collaboration, drives innovation, and encourages connection. Our hub locations are Denver, CO, San Francisco, CA, Nashville, TN, and Santiago, Chile. Individuals are expected to work from the office 3 days a week. In-office perks are provided, such as lunch five times a week, a commuter stipend, and an abundance of snacks and beverages. A relocation stipend may be available for those willing to relocate to a Checkr hub location.

About Checkr

Checkr is a software company that provides background check services to businesses. The company's platform allows employers to quickly and easily screen job candidates, helping to ensure that they are hiring the right people for their organization. Checkr's technology is used by a wide range of companies, from small startups to large enterprises, and the company has received numerous awards for its innovative approach to background checks.
Learn more about Checkr
Size
500 employees
Industry
Founded
2014

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