Global Senior Manager of Payroll and Benefits

MaintainX is the world's leading Asset and Work Intelligence platform for industrial and frontline environments. We are a modern IoT-enabled cloud-based tool for reliability, safety, and operations on physical equipment and facilities. MaintainX powers operational excellence for 12,000 businesses including Duracell, Univar Solutions Inc., Titan America, McDonald's, Brenntag, Cintas, Xylem, and Shell.

We recently completed a $150 million Series D funding round, bringing our total funding to $254 million and valuing the company at $2.5 billion.

As the Global Senior Manager, Payroll & Benefits, you will own and evolve the global payroll and benefits strategy for a rapidly scaling, multinational SaaS company. Reporting to the Head of Finance, you will lead end-to-end payroll operations across North America and international markets, ensuring compliance, accuracy, and efficiency while driving continuous process improvement and systems optimization.

You’ll act as a key strategic partner to Finance, People Operations, and Executive Leadership—helping MaintainX scale its global workforce with confidence, while fostering a best-in-class employee experience.

What You’ll Do:

Leadership & Strategy

• Lead global payroll and benefits operations across the US, Canada, and international entities.

• Build and mentor a high-performing team driving accuracy, compliance, and employee support.

• Partner with HR, Finance, and Legal to design scalable, compliant payroll and benefits programs.

• Optimize systems and vendors to improve automation, compliance, and employee experience.

• Ensure timely, accurate, and compliant payroll processing using ADP, TriNet, and related platforms.

• Manage health, retirement, and global benefit programs, including renewals and vendor relationships.

• Oversee payroll reporting, reconciliations,equity repo and audits, serving as the escalation point for complex issues.

Compliance & Governance

• Maintain up-to-date expertise on payroll, tax, and labor regulations across multiple jurisdictions.

• Ensure full compliance with statutory reporting and audit requirements.

• Strengthen internal controls, documentation, and audit readiness.

• Drive process automation and system enhancements for accuracy and scalability.

• Partner cross-functionally with People Operations and Finance on integrations and insights.

• Lead the strategic transition from a Professional Employer Organization (PEO) to an in-house payroll and benefits model, ensuring seamless implementation of systems, compliance, and scalable processes.

• Deliver strategic reporting on labor costs, benefits usage, and workforce trends.

About you:

• 10+ years of experience in payroll and benefits, with at least 4+ years in a leadership or managerial capacity.

• PCP designation required; PLP or CPP strongly preferred.

• Proven experience managing payroll across multiple countries (US, Canada, and international).

• Deep understanding of US and Canadian labor standards, tax regulations, and benefits administration.

• Demonstrated ability to lead teams, manage vendors, and build scalable systems.

• Strong analytical and problem-solving skills with exceptional attention to detail.

• Excellent communication and interpersonal skills; able to build trust across teams and geographies.

• Experience with payroll system implementations or upgrades (ADP, TriNet, or equivalent).

• High level of confidentiality, integrity, and professionalism.

• Bilingualism (English/French) is an asset.

• Led a successful transition from a Professional Employer Organization (PEO) to an in-house payroll and benefits model an asset.

What’s in it for you:

• Competitive salary and meaningful equity opportunities.

• Healthcare, dental, and vision coverage.

• 401(k) / RRSP enrollment program.

• Take what you need PTO.

• A Work Culture where:

• You’ll work alongside folks across the globe that reflect the MaintainX values, Smart Humble Optimist.

• We believe in meritocracy, where ideas and effort are publicly celebrated.

About us:

Our mission is to deliver one platform for maintenance, repair & operations teams to keep the physical world running. We believe the greatest asset in any organization is the people. That’s why we built an intuitive, mobile-first solution to help boost productivity and collaboration across teams and locations. 

MaintainX is committed to creating a diverse environment. All qualified applicants will receive consideration for employment without regard to race, colour, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.