Senior Payroll Implementation Specialist

Newmarket, ON, Canada

Full Time

Experienced

Who We’re Looking For
We’re hiring a Senior Payroll Solutions Specialist to lead payroll implementations, handle complex client issues, and train our support team. This is a hands-on role for someone with deep experience implementing Canadian payroll systems—ideally in unionized healthcare settings—who wants to drive customer success while strengthening our internal capabilities.
You’ll also play a key role in helping shape the future of our payroll product by sharing real-world feedback and domain expertise with our product and design teams.

What You’ll Do
1. Lead Payroll Implementations

Own the end-to-end implementation process for new payroll clients
Configure payroll rules and workflows based on each client’s requirements (union rules, accruals, retro pay, etc.)
Deliver client training and ensure a smooth go-live experience
Help maintain and improve implementation documentation and best practices

2. Handle Complex Payroll Issues

Act as an escalation point for payroll-related questions and challenges from clients and internal teams
Troubleshoot and resolve edge cases or compliance-related concerns
Collaborate with other departments to ensure a coordinated customer experience

3. Train and Support Internal Teams

Help upskill our Customer Care team by training them on common payroll topics and how to resolve them
Contribute to internal knowledge base articles, workflows, and process guides

4. Support Broader Workforce Implementations

Learn our full workforce management suite (scheduling, HRIS, time and attendance)
Provide support for broader implementation projects when needed
Ensure seamless integration of payroll within the wider workflow for healthcare clients

5. Contribute to Product Advisory

Share implementation feedback and client pain points with our product and design team
Participate in occasional product design reviews to help shape a payroll solution that’s simple, accurate, and compliant

What You’ll Need

5+ years of experience implementing Canadian payroll solutions, ideally in unionized, healthcare, or long-term care environments
PCP (Payroll Compliance Practitioner) certification strongly preferred; other relevant certifications (e.g., CPM) are a plus
Strong grasp of payroll configuration, compliance, and edge cases like shift differentials, retro pay, or collective agreement rules
Experience with payroll or workforce software platforms, either in-house or vendor-side
Excellent communication and teaching skills—you can train both clients and teammates effectively
Willingness to learn our broader product suite and support WFM implementations as needed

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Do you have more than 3 years of payroll implementation experience?*

Do you have experience configuring union rules (e.g., shift premiums, wage grids, or retroactive pay) in a payroll system?*

Are you PCP certified (Payroll Compliance Practitioner) or do you have an equivalent payroll certification?*

Have you supported or led implementation of other workforce systems (e.g., scheduling, time & attendance, or HRIS)? Experience is a bonus.*

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