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Chief of Staff Director, People

Affirm
Remote USUpdated 43d ago
Total compensation
$226k–$335k
Published total compensation range · Top quartile for Operations (192 listings)
Location
Remote US
Remote eligibility
Employment
Full-time
Director+
Role family
Operations
Fintech
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About the job

Affirm is reinventing credit to make it more honest and friendly, giving consumers the flexibility to buy now and pay later without any hidden fees or compounding interest. The People team helps Affirmers cultivate a high-performing, inclusive organization, focusing on attracting talent aligned to the mission, enabling growth through people and team development, and retaining employees through thoughtful experiences and rewards.

About the role

The Director, Chief of Staff will directly support the Chief People Officer and serve as a trusted advisor, thought partner, and strategic operator for the People organization. They will work closely with the CPO and People leadership team to define priorities, sharpen strategy, create clear narratives, and drive execution across a broad, complex, and highly cross-functional organization. Success requires executive presence, exceptional communication skills, strong business judgment, and the ability to build deep trust with senior leaders.

What You'll Do

  • Serve as a thought partner and trusted advisor to the Chief People Officer, pressure-testing priorities, evaluating tradeoffs, anticipating challenges, and surfacing insights.
  • Shape the People organization's strategic narrative, articulating strategy, priorities, progress, tradeoffs, and impact in a clear, compelling way grounded in business context.
  • Drive clarity and execution against People organization priorities, partnering with PLT and initiative owners to define, communicate, and advance key initiatives.
  • Run the People organization's operating rhythm, managing leadership team meetings, offsites, annual planning, business reviews, and other decision-making forums.
  • Prepare executive-ready content, including presentations, narratives, leadership updates, and decision support for the CPO and People organization.
  • Act as connective tissue across the People leadership team and sub-teams, improving information flow, surfacing risks and dependencies, and identifying decision bottlenecks.
  • Own special projects from problem definition through execution, independently structuring work, driving analysis, and aligning stakeholders.
  • Represent the CPO's voice and priorities in cross-functional forums, exercising sound judgment on when to decide, escalate, seek input, or drive forward.

What We Look For

  • 10+ years of experience in business management, HR/People strategy, Chief of Staff, or related roles, preferably in high-growth technology, fintech, or other complex operating environments.
  • Demonstrated understanding of how People organizations operate, including core functions and how they work together to support the business and employee experience.
  • Experience operating as a strategic partner, trusted advisor, or thought partner to executive leadership, ideally supporting a Chief People Officer or another senior enterprise leader.
  • Exceptional storytelling and synthesis skills, turning complex cross-functional inputs into clear narratives and executive-ready materials.
  • Highly self-directed with strong judgment, discretion, and ownership; able to operate independently in a senior executive environment and handle sensitive matters.
  • Strong structured problem-solving and analytical skills, breaking down ambiguous issues into clear options, tradeoffs, and recommendations.
  • Excellent communication skills and the ability to influence without formal authority.
  • Strong operational discipline managing complex cross-functional workstreams from strategy through execution.
  • Strong business acumen connecting People priorities to Affirm's business, operating model, and strategic priorities.
  • Proven ability to use AI tools to raise the quality, depth, and impact of the work, with judgment on when to rely on AI.

Compensation & Benefits

USA base pay range (CA, WA, NY, NJ, CT) per year: $255,000 - $335,000; all other U.S. states: $226,000 - $306,000. Total compensation may include equity rewards, monthly stipends for health, wellness and tech spending, and benefits including 100% subsidized medical coverage, dental and vision for you and your dependents. Visa sponsorship is not available for this position. #LI-Remote. Affirm is a remote-first company; most roles are remote and you can work almost anywhere within the country of employment.

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