Chief of Staff Director

Affirm

3d•$226,000 - $335,000•Remote

About The Position

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.

Requirements

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.

Responsibilities

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.