Chief of Staff Director

Affirm; Remote; CAD 260,000 - 371,000; Full time

Job summary

A leading financial services provider is seeking a Chief of Staff to support the CFO in Saskatoon. The role involves strategic problem-solving, facilitating Finance operating models, and collaborating with cross-functional teams. The ideal candidate will have experience in management consulting, finance, or operations, alongside strong communication skills and the ability to influence senior leaders. This position offers competitive pay in a remote-first environment.

Benefits

Health care coverage

Flexible Spending Wallets

Competitive vacation and holiday schedules

Employee stock purchase plan (ESPP)

Qualifications

• Experience in management consulting, finance, strategy, or operations roles.
• Strong time and project management skills.
• Demonstrated ability to influence senior leaders.

Responsibilities

• Support the CFO in prioritizing and executing business needs.
• Develop Finance operating models and long-term goals.
• Serve as a trusted adviser to the CFO during strategy formulation.

Skills

Management consulting

Finance

Strategy

Operations

Project management

Influencing senior leaders

Education

BA/BS in relevant field

Job description

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 Chief of Staff is charged with directly supporting the Chief Financial Officer as well as the Finance organization at large. They will serve as a thought partner to the CFO and Finance leadership on all matters—from how to operationalize and prioritize the Finance agenda, to financial and company strategy development and execution.

In this role, they will help turn strategy into execution through disciplined goal setting, development and optimization of business and financial reporting mechanisms, leading communications across the Finance leadership team, and supporting broader strategic communications across the company.

The Chief of Staff acts as the connective tissue across Finance and key cross‑functional partners, helping the CFO anticipate challenges, surface insights, and “look around corners.” Success in this role requires strong judgment, executive presence, and the ability to quickly understand organizational dynamics and build the tools, forums, and operating mechanisms that strengthen and accelerate execution.

This role requires a strategic problem‑solver who is an effective influencer with strong business and financial acumen. The individual must develop a deep understanding of Affirm’s business and financial model and rapidly demonstrate impact and value.

The ideal candidate brings a blend of strategy, finance, operations, and technology experience and thrives in a high‑growth, fast‑paced environment. This is a high‑visibility role where executive presence, discretion, and clear communication are essential.

What You’ll Do

• Directly support the CFO day‑to‑day by planning, prioritizing, and executing on critical financial and business needs
• Support and partner with Finance leadership and key cross‑functional stakeholders to develop and evolve processes that enable an effective Finance operating model, including long‑term goal setting and leadership coordination
• Serve as a trusted adviser to the CFO and relevant partners during strategy formulation, development, and execution
• Support program management across complex, Finance‑led and cross‑functional initiatives by monitoring progress, generating insights, challenging assumptions, and flagging risks in executive forums
• Turn strategic ideas into actionable plans, ensuring alignment across the executive team and key stakeholders
• Develop strong, collaborative relationships across Finance and the broader company to ensure alignment and effective execution
• Facilitate collaboration through regular executive leadership meetings and quarterly offsites, influencing key decisions and strategic alignments

What We Look For

• Experience in management consulting, finance, strategy, operations, or strategy & operations roles at a technology or financial services company (or similar)
• BA/BS in a relevant field (Finance, Economics, Business, or Operations preferred)
• Strong time and project management skills with a proven ability to build cross‑functional relationships and drive work forward without formal authority
• Experience applying structured problem‑solving and operating frameworks to improve efficiency and execution
• Practical experience in strategic planning, growth strategy execution, and sophisticated financial analysis
• Demonstrated ability to ask the right questions and apply sound business judgment when working with a wide range of stakeholders
• Clear, mature communicator able to convey complex ideas succinctly to both business and technical audiences, including executives
• Proven ability to build trust, influence senior leaders, and operate effectively in ambiguous, fast‑moving environments

Base Pay Grade: S

Equity Grade: 6

CAN base pay range per year: $191,000 - $271,000

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 monthly stipends for health, wellness and tech spending, and benefits (including 100% subsidized medical coverage, dental and vision for you and your dependents). In addition, employees may be eligible for equity rewards offered by Affim Holdings, Inc. (parent company).

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. Some proximal roles have flexibility to work remotely, but may occasionally be required to work out of an assigned office. A limited number of roles remain office‑based due to the nature of their job responsibilities.

Benefits

• Health care coverage – Employer 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 Affim at a discount

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, Affim will consider for employment qualified applicants with arrest and conviction records.