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AF
AffirmVerified Direct Sponsor
Remote US, Canada·remote·full time
Live Vacancy·Posted 24d ago

Chief of Staff Director, People

CAD 150,000 – 210,000 / yr
Canada Global Talent Stream / LMIA
UNCONFIRMED Sponsorship
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Salary Package
CAD 150,000 – 210,000 / yr

Standard baseline compensation

Visa Route
Canada Global Talent Stream / LMIA

Verified employer route

Workplace Policy
remote · CA

Remote US

Application Type
Direct Employer

100% direct official career link

Sponsorship & Immigration Assessment
59/100 Fit Score
Direct employer application link verified active
Advertised salary and grade benchmark confirmed
Note: Visa sponsorship explicitly not offered for this role
Active verified vacancy
Sponsorship Status Note

sponsorship is not available

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Job Description & Specifications

Official role breakdown, eligibility standards, and core responsibilities

Role Overview

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.

About the People team

The People team helps Affirmers cultivate a high-performing, inclusive organization. We focus on three core areas: attracting talent aligned to our mission, enabling growth through people and team development, and retaining employees through thoughtful experiences and rewards. We develop Affirm’s people programs and systems to create a workplace where all employees can thrive and contribute meaningfully. By investing in our people, we create a long-term advantage for the business.

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.

The ideal candidate is an analytical, strategic, and self-directed operator who brings strong judgment, humility, discretion, and ownership to work that ranges from highly strategic to highly operational. The Director, Chief of Staff will help operationalize the People agenda, run organizational cadences, prepare executive-ready content, manage critical initiatives, and help the CPO and People leadership team anticipate challenges, surface insights, and connect dots across the organization.

Success in this role requires executive presence, exceptional communication skills, strong business judgment, and the ability to build deep trust with senior leaders. The right candidate will quickly develop a strong understanding of Affirm’s business, people strategy, operating model, and organizational dynamics, using that context to influence effectively, operate independently, and help the People organization move with clarity, alignment, and impact.

What You’ll Do

Serve as a thought partner and trusted advisor to the Chief People Officer. Help the CPO pressure-test priorities, evaluate tradeoffs, anticipate challenges, surface insights, and make high-quality decisions with the right context.

Shape the People organization’s strategic narrative. Partner with the CPO to articulate the team’s strategy, priorities, progress, tradeoffs, and impact in a way that is clear, compelling, and grounded in business context and organizational outcomes.

Drive clarity and execution against People organization priorities. Help partner with PLT and initiative owners to define, communicate, and advance the People team’s most important initiatives, ensuring leaders have the context, alignment, and follow-through needed to execute effectively.

Run the People organization’s operating rhythm. Manage key organizational cadences, including leadership team meetings, offsites, annual planning, business reviews, and other forums that enable effective decision-making and execution.

Prepare executive-ready content for key audiences. Develop high-quality 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. Improve information flow, surface risks and dependencies, identify decision bottlenecks, and help ensure leaders are operating with shared context, clear ownership, and aligned priorities.

Own special projects from problem definition through execution. Take on high-priority, ambiguous, confidential, or time-sensitive projects on behalf of the CPO, independently structuring the work, driving analysis, aligning stakeholders, and delivering outcomes.

Represent the CPO’s voice and priorities in cross-functional forums. Exercise sound judgment on when to make decisions, escalate issues, seek input, or drive work forward independently.

What We Look For

Base Pay Grade - S

Equity Grade - USA 11

Employees new to Affirm typically come in at the start of the pay range. Affirm focuses on providing a simple and transparent pay structure which is based on a variety of factors, including location, experience and job-related skills.

Base pay is part of a total compensation package that 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.)

USA base pay range (CA, WA, NY, NJ, CT) per year: $255,000 - $335,000

USA base pay range (all other U.S. states) per year: $226,000 - $306,000

Please note that visa sponsorship is not available for this position.

#LI-Remote

Affirm is proud to be a remote-first company! The majority of our roles are remote and you can work almost anywhere within the country of employment. Affirmers in proximal roles have the flexibility to work remotely, but will occasionally be required to work out of their assigned Affirm office. A limited number of roles remain office-based due to the nature of their job responsibilities.

We’re extremely proud to offer competitive benefits that are anchored to our core value of people come first. Some key highlights of our benefits package include:

We believe It’s On Us to provide an inclusive interview experience for all, including people with disabilities. We are happy to provide reasonable accommodations to candidates in need of individualized support during the hiring process.

[For U.S. positions that could be performed in Los Angeles or San Francisco] Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles Fair Chance Initiative for Hiring Ordinance, Affirm will consider for employment qualified applicants with arrest and conviction records.

By clicking "Submit Application," you acknowledge that you have read Affirm's Global Candidate Privacy Notice and hereby freely and unambiguously give informed consent to the collection, processing, use, and storage of your personal information as described therein.

  • 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 the core functions within a People team, the responsibilities and priorities of those 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, with the ability to turn complex, cross-functional inputs into clear narratives, executive-ready materials, and compelling communications.
  • Highly self-directed, with strong judgment, discretion, and ownership; able to operate independently in a senior executive environment, handle sensitive matters, and know when to drive forward, seek input, or escalate.
  • Strong structured problem-solving and analytical skills, with the ability to break down ambiguous issues into clear options, tradeoffs, and recommendations.
  • Excellent communication skills, the ability to influence without formal authority, and to convey complex ideas succinctly.
  • Strong operational discipline, with a track record of managing complex cross-functional workstreams from strategy through execution.
  • Strong business acumen, with the ability to connect People priorities to Affirm’s business, operating model, strategic priorities, and organizational needs.
  • A proven ability to use AI tools to raise the quality, depth, and impact of the work. This includes synthesizing large, cross-functional inputs, pressure-testing analysis, and generating executive-ready materials, paired with the judgment to know when to rely on AI and when not to.
  • Health care coverage - Affirm covers all premiums for all levels of coverage for you and your dependents
  • Flexible Spending Wallets - generous stipends for spending on Technology, Food, various Lifestyle needs, and family forming expenses
  • Time off - competitive vacation and holiday schedules allowing you to take time off to rest and recharge
  • ESPP - An employee stock purchase plan enabling you to buy shares of Affirm at a discount

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Job Overview

EmployerAffirm
LocationRemote US, Canada
Workplaceremote
CompensationCAD 150,000 – 210,000 / yr
Posted24 days ago
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C$ 17,500/month
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