Chief of Staff Director
Job in
Regina, Saskatchewan, S4M, Canada
Listed on 2026-02-21
Listing for:
Affirm
Full Time
position Listed on 2026-02-21
Job specializations:
-
Finance & Banking
Financial Manager, CFO, Corporate Finance, Financial Consultant -
Management
Financial Manager, CFO
Job Description & How to Apply Below
The Chief of Staff is charged with directly supporting the Chief Financial Officer as well as the Finance organization y 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…
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