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Chief of Staff, Product

Job in San Francisco, San Francisco County, California, 94102, USA
Listing for: Checkr
Full Time position
Listed on 2026-08-07
Job specializations:
  • Business
    Corporate Strategy, Business Analyst, Operations Management, Business Development
Salary/Wage Range or Industry Benchmark: 281000 - 330000 USD Yearly USD 281000.00 330000.00 YEAR
Job Description & How to Apply Below

Chief Of Staff, Product

San Francisco, California, United States

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, and Anthropic. Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company.

About

The Team/Role

In this highly strategic role, you will partner with executives and senior leaders both across the business and within the Product org. As Chief Of Staff reporting directly to the CPO, you will have an immediate impact on our CPO's productivity from day one, streamlining strategic initiatives and aligning objectives across teams. You will act as our CPO's right hand.

You will play a central role in transforming how we build products—accelerating product development processes and embracing AI to move faster and smarter. If you have a deep understanding of product functions and are exceptionally strong in business strategy, planning, program management, team alignment, and are an excellent communicator, please apply — we can't wait to meet you.

What You'll Do
  • Act as a proxy to the CPO in terms of driving organizational efficiency and productivity across the Product org
  • Drive the transformation of product development processes to be faster and more efficient, with a strong emphasis on embracing AI
  • Partner directly with executives across Checkr on major initiatives where Product is a key lever, including new product lines, M&A, and board prep.
  • Bootstrap new initiatives, fill gaps on the leadership team, conduct customer and competitive research, and coach teammates
  • Assist in goal setting, aligning, executing, and reporting on expected outcomes within the Product org. Leverage data and analytics to provide insights and recommendations on product strategy and team performance.
  • Understand the pulse and climate of the Product org and its employees
  • Drive decisions on product strategy, resource allocation, and cross-functional tradeoffs. Author strategy docs as the byproduct of those decisions.
  • What You Bring
    • High EQ, grit, humility, curiosity, AI track record, entrepreneurial mindset, and product leadership.
    • 7+ years of relevant experience in a fast-paced, high-growth environment, including product strategy, product operations, program management, business operations, or management consulting.
    • Deep understanding of product functions with strong technical fluency.
    • Phenomenal communication and relationship-building skills — knowing how to quickly build high-trust relationships and influence others through a variety of approaches.
    • Strategic pattern-matching across ambiguous problems. Zooms out to see the system, zooms in when the work demands it.
    • A tenacity for getting things done with strong project management skills and the ability to set and keep deadlines at a fast pace without losing accuracy.
    • Experience in planning and leading complex, strategic, cross-functional initiatives.
    • Proven ability to transform processes and drive operational improvements, with a particular interest in leveraging AI to accelerate product development.
    • Experience in B2B software or platform businesses preferred.
    • Product strategy background a plus.
    • 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.

    Pay Transparency Disclosure 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)

    $281,000 - $330,000 USD

    What We Offer

    • A fast-paced and collaborative environment
    • Learning and development allowance
    • Competitive cash and equity…
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