Your role

What you'll be doing

What We Need

Corpay is currently looking to hire a Chief of Staff within our Product division. This position falls under our Cross Border line of business and is located in Toronto, ON. In this role, you will partner with the Chief Product & Digital Innovation Officer and provide leadership leverage across the Product organization and its work with Technology and other business functions. The role will translate leadership direction into coordinated action, lead complex priorities that span multiple functions, and intervene where important work has stalled or lacks clear ownership. The Chief of Staff will operate above individual delivery workstreams to create an integrated view of outcomes, dependencies, risks, decisions and non-technical requirements. This person will help ensure that strategic initiatives move forward as coherent programs rather than disconnected Product, Engineering or functional activities. You will report directly to the Chief Product & Digital Innovation Officer and regularly collaborate with multiple departments.

How We Work

As Chief of Staff, Corpay will set you up for success by providing:

• Assigned workspace in Toronto, ON office
• Company-issued equipment
• Formal, hands-on training

Role Responsibilities

The responsibilities of the role will include:

Executive partnership and priority advancement

• Partner closely with the CPO to identify the highest-impact priorities and translate them into clear plans, owners, decision points and measurable outcomes.

• Prepare strategy materials, Board and leadership documents, briefings and communications that distil complex information into clear choices and recommendations.

• Maintain an executive view of the CPO’s highest-priority commitments, risks and decisions, drawing on established Product and organizational reporting and ensuring appropriate follow-through and escalation

• Represent the CPO’s intent and context in meetings and working sessions, while using sound judgement on when decisions must return to the CPO.

• Improve the effectiveness of the CPO’s time by ensuring attention is focused on the decisions, relationships and interventions that most require executive leadership.

• Act as a trusted thought partner to the CPO, constructively challenging priorities, assumptions and allocation of leadership attention where appropriate.

 
Cross-functional program leadership

• Lead selected strategic initiatives that cut across Product, Engineering, Legal, Compliance, Operations, Commercial and other functions.

• Identify missing workstreams and ensure supporting requirements such as legal, contractual, operational, customer, control, documentation, testing and change impacts are addressed.

• Establish fit-for-purpose initiative-level governance, operating cadences, status reporting and decision forums for the strategic initiatives they lead, leveraging established Product operating mechanisms wherever appropriate.

• Coordinate stakeholders and sequencing, resolve blockers, and ensure decisions are prepared and progressed at the right level.

• Mobilize initiatives quickly, stabilize delivery and transition enduring responsibilities to an appropriate permanent owner once the work is established.

Organizational problem-solving

• Step into high-priority issues where work is stalled, ownership is unclear, processes are broken or an urgent gap requires senior intervention.

• Diagnose the underlying problem, clarify accountabilities and establish a practical route to resolution.

• Bring structure to unorganized or incomplete information, converting leadership discussion into coordinated execution.

• Anticipate emerging risks and address them before they become material obstacles.

• Build alignment across teams and leaders, using influence, judgement and credibility rather than reliance on direct authority.

Qualifications & Skills

• Significant experience in a senior Product, Technology, strategy, business operations, transformation or program leadership role within a complex organization.

• Demonstrated understanding of Product and Engineering operating environments, including how strategy, roadmaps, delivery, platform dependencies and non-technical requirements connect.

• Proven ability to lead complex, cross-functional initiatives and drive outcomes across senior stakeholders without direct authority.

• Strong strategic thinking, analytical problem-solving and program management capabilities, with the ability to move between the enterprise view and delivery detail.

• Strong business and organizational judgement, with the ability to understand executive intent, make appropriate decisions independently and recognize when an issue requires escalation.

• Exceptional written and verbal communication skills, including experience preparing executive, leadership or Board-level materials.

• Highly organized and execution-focused, with the judgement to prioritize, simplify and create structure in ambiguous situations.

• Experience in payments, financial services, regulated technology, platform integration or global product organizations is preferred.

• Bachelor’s degree or equivalent practical experience; advanced degree or relevant professional qualification is an asset.

Benefits & Perks

• Comprehensive Benefits Package including, Medical, Dental, Vision and Paramedical benefits, as of day one
• Optional company match RRSP program 
• Virtual fitness classes offered company-wide
• Time-off including major holidays, vacation, sick, personal, & volunteer time
• Discounted gym membership rate
• Philanthropic support with both local and national organizations
• Fun culture with company-wide contests and prizes 

Pay Transparency

The expected salary range for this position is $170,000-200,000 CAD, based on the candidate’s work location. This range reflects a good faith estimate of the expected compensation for this role at the time of posting. The final offer will be determined based on job-related factors including skills, experience, qualifications, and applicable market conditions. Compensation may vary based on geographic location and will be confirmed during the hiring process. Additional compensation and benefits, including incentive programs, health coverage, retirement plans, paid time off, and other benefits (where applicable), may also be provided. 

#LI-Corpay

About Corpay

About Corpay

Corpay is a global technology organization that is leading the future of commercial payments with a culture of innovation that drives us to constantly create new and better ways to pay. Our specialized payment solutions help businesses control, simplify, and secure payment for fuel, general payables, toll and lodging expenses. Millions of people in over 80 countries around the world use our solutions for their payments.

At Corpay, we are committed to fostering an inclusive and respectful workplace where employees are valued for their diverse perspectives, experiences, and contributions. We believe that diversity, equity, and inclusion strengthen our teams, drive innovation, and support our continued success globally.

As part of our hiring process, offers of employment may be subject to the successful completion of pre-employment screening conducted by an authorized third-party provider, in accordance with applicable laws and Corpay policies. Screening requirements may include employment references, identity verification, criminal record checks, financial or sanctions screening, and other background checks relevant to the role and permitted by local law.

Notice to Recruitment Agencies and Search Firms: Corpay does not accept unsolicited resumes from agencies or search firms without a valid written agreement in place. Any unsolicited candidate submissions will become the property of Corpay, and no fees will be paid related to such submissions.

Learn more about Corpay: https://www.corpay.com

Transparency & Compliance

Equal Opportunity Employer

Corpay is committed to providing equal employment opportunities to all applicants and employees. Employment decisions are made without regard to race, color, religion, sex (including pregnancy), gender, gender identity or expression, sexual orientation, national origin, ancestry, age, disability, marital status, genetic information, military or veteran status, or any other characteristic protected by applicable law. Corpay is committed to fostering an inclusive workplace where individuals are respected and valued for their diverse perspectives, experiences, and contributions. If you require reasonable accommodation during any part of the application or interview process, please notify a representative of the Human Resources Department.

Use of Artificial Intelligence in Hiring

Corpay may use artificial intelligence (AI) and other technology-enabled tools to support certain aspects of the recruitment process, such as application screening, candidate assessment, or interview scheduling. These tools are designed to enhance efficiency, consistency, and fairness throughout the hiring process. AI tools do not make final hiring decisions. All employment decisions involve human review. Corpay is committed to the responsible use of AI, including appropriate oversight and safeguards designed to support fair and unbiased outcomes.

Candidate Privacy Notice

For information about how Corpay processes personal information during the recruitment process, please review our Candidate Privacy Notice: https://www.corpay.com/privacy-policy.

Pay Philosophy

Corpay is committed to fair, equitable, and transparent compensation practices. Compensation decisions are based on objective, job-related factors including skills, experience, qualifications, and market benchmarks. Where required by applicable law, salary or compensation ranges will be included in the job posting or provided prior to the interview process, where required by applicable law. Additional compensation elements such as bonuses, incentives, benefits, or variable pay may apply where applicable.