Payroll and Benefits Manager

Who We Are

At KEV, we help school districts eliminate the school finance blind spot. Our platform gives district finance teams real-time visibility and traceability into every dollar collected at the school level - whether it's cash, cheque, or digital. From field trips to fundraisers, we help them manage every dollar with confidence. More than 27,000 schools across North America trust KEV to manage over $8 billion annually.

By unifying payments, accounting, and reporting, KEV simplifies life for bookkeepers, builds trust with parents, and gives finance leaders the oversight their current systems cannot. It's how we help schools stay compliant, reduce risk, and focus on what matters most, student success.

Backed by Five Arrows, the PE arm of Rothschild & Co., KEV is investing more than ever to support K-12 in a world of tighter budgets, rising scrutiny, and fast-changing tech. We're headquartered in Toronto, with offices across North America.

If you're excited by the idea of building tech that protects schools, empowers finance teams, and improves education through better systems, KEV is the place for you.

This role is for an active vacancy.

As Payroll & Benefits Manager, you'll own the full payroll and benefits function at KEV — the engine that keeps our team paid accurately and on time, and ensures our total rewards programs are competitive, compliant, and meaningful. This is a hands-on role for someone who takes personal pride in getting every number right, but who also thinks strategically about how payroll and benefits programs support talent retention and business growth.

You'll be the go-to expert for all things payroll and benefits across our Canadian and US employee populations, working closely with People & Culture, Finance, and our leadership team to build scalable, compliant, and people-first programs. If you thrive at the intersection of precision and process — and want your work to directly support a mission-driven company — this is the role for you.

The base salary range for this role is 85, CAD. This range reflects expected compensation at the time of posting. Final offers may vary based on skills, experience, location, and internal equity. Total compensation may also include bonus and benefits.

• Own end-to-end payroll processing for KEV's Canadian and US employee populations — full-cycle, multi-jurisdiction, on time and error-free
• Manage all benefits administration: enrollment, renewals, vendor relationships, employee inquiries, and claims escalation
• Lead annual benefits renewals — benchmarking, carrier negotiations, and internal communications — in partnership with the VP, People & Culture
• Ensure compliance across payroll legislation, tax filings, and reporting obligations in all operating jurisdictions (including ROEs, T4s, W-2s)
• Build and maintain payroll and benefits policies, documentation, and process guides that scale as KEV grows
• Partner with Finance on payroll reconciliation, accruals, and reporting to support month-end close and annual audit requirements
• Serve as the primary employee resource for payroll and benefits questions — timely, clear, and empathetic responses every time
• Identify and champion improvements to payroll systems, workflows, and data integrity — automating where possible, reducing manual touchpoints
• Support People & Culture initiatives including compensation reviews, total rewards communications, and HRIS data management

• 5+ years of full-cycle payroll experience in a multi-jurisdiction Canadian environment; US payroll experience a significant asset
• PCP (Payroll Compliance Practitioner) designation or equivalent; CPM or active pursuit is an asset
• Demonstrated experience managing group benefits programs end-to-end — renewal cycles, carrier management, and employee education
• Deep fluency in payroll legislation, tax compliance, and employment standards across Canada; US federal/state knowledge a plus
• Proficient with a major payroll platform (Rippling and Stirling preferred, but experience in Ceridian Dayforce, ADP Workforce Now, or equivalent works as well) and confident in HRIS data management
• Exceptional attention to…