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Assistant Team Leader, Wine, Spirits, and Beer
Co-op
Shellbrook, SK
- Full-time
Who We Are: Lake Country Co-op does business differently. As a co-operative, we are built on a foundation of honesty, innovation, responsibility, and respect - values that shape how we…
Added 2 mins ago
C
Warehouse Clerk
Co-op
Prince George, BC
- Full-time
Who We Are: At Four Rivers Co-op, we do business differently. As a co-operative, we focus on supporting Western Canadians, giving back to our communities, and promoting sustainable growth.…
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C
Part-Time Hardware Clerk I
Co-op
North Battleford, SK
- Part-time
Co-op is a different kind of business; being member-owned means that any profits are returned to our members and stay in the local economy. If you are a member, then you’re an owner.
Added 2 mins ago
C
Part-Time Project Service Clerk I
Co-op
North Battleford, SK
- Part-time
Co-op is a different kind of business; being member-owned means that any profits are returned to our members and stay in the local economy. If you are a member, then you’re an owner.
Added 2 mins ago
Account Executive, National Accounts
The Canada Life Assurance Company
Ottawa, ON
…relationships with Benefits Consultants and group policyholders, new business sales, and management of accounts of an in‑force business portfolio. The successful candidate will work with a…
Added 2 mins ago
Associate Director, Social Policy
Government of Alberta
AB
Participating in the Ministry’s business planning activities to develop policy recommendations and strategies with regard to intergovernmental policy and emerging issues.
Added 2 mins ago
LM
Assistant Vice President, Executive Underwriter, Property
Liberty Mutual Canada
Remote, Canada
- Full-time
- Remote
…We offer a broad suite of commercial insurance products and solutions to mid-size and large Canadian companies with Canadian, North American and/or multinational risks. Liberty Mutual…
Added 2 mins ago
ED
Customer Data Analyst - EN 055
Export Development Canada | Exportation et développement Canada
Remote, Canada
- Full-time
- Remote
…to learn EDC’s data ecosystem, work collaboratively across business and technical teams, troubleshoot complex data issues, and progressively take ownership of production-ready data…
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BT
Account Executive - Full-Cycle (North America)
Botpress Technologies Inc.
Montreal, QC
- Full-time
…target accounts you've picked. You'll have a dialer, a CRM, a Solutions Engineer, and a lot of room to decide how you…
Added 2 mins ago
Business Partner, Care Delivery Innovation
Alberta Innovates / InnoTech Alberta
AB · Edmonton, AB
InnoTech Alberta is Alberta's leading research and technology organization providing innovative solutions to global challenges facing industry, business and the public sector. With…
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C
Financial Advisor CIRO-MFD/AMF
CIBC
Burlington, ON
- Full-time
Business development - Deeply understand your local market and potential client base to create sales plan that will convert leads into new clients. Use your strong relationship building and…
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C
Associate Financial Advisor
CIBC
Markham, ON
- Full-time
As a member of the Personal and Business Banking team, you’ll work in a fast-paced Banking Centre where you’ll make a meaningful difference in our clients' lives. As an Associate Financial…
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C
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Toronto, ON
- Full-time
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C
Financial Advisor - CIRO-ID (Urban)
CIBC
Hamilton, ON · Waterdown
- Full-time
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C
Client Engagement Representative
CIBC
Vancouver, BC
- Full-time
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Seasonal Retail Sales Associate, Metropolis At Metrotown
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Build a connection with customers to find the right solutions for them
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Toronto, ON · Brookfield Place
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Senior Manager, ServiceNow Platform Delivery & Transformation
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Partner closely with Business Units, Technology Services, Enterprise Architecture, Operations, Security, and external partners to deliver integrated solutions.
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Senior Manager, Finance (Controllership, Canadian P&C)
BMO
Toronto, ON · FCP
- Full-time
The Senior Manager, Finance (Controllership) role is a high-impact leadership opportunity supporting Business Banking and Commercial Banking. The ideal candidate is a seasoned CPA and…
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Assistant Branch Manager
BMO
Sudbury, ON
- Full-time
…financial objectives. Identifies and makes referrals to other business groups. Supports sales and customer service activities to meet strategic customer experience and profitability goals…
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Embedded Software Developer
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Executive and Project Assistant
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Manager, Architecture & Design (Enterprise Architect)
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London, ON · Toronto, ON · Ottawa, ON · Oakville, ON · Kitchener, ON · Vancouver, BC
- Full-time
…cloud, security, and emerging technology domains to ensure solutions align with business objectives, enterprise standards, and strategic…
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ADVISOR, BRANDING AND MARKETING COMMUNICATIONS II
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Added 2 mins ago
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Technician Workplace Technology
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…contribute to ongoing technology projects that support our business. This role is ideal for someone who enjoys combining hands-on technical support with coordination, asset management, and…

APPLY

Payroll & Rewards Operations Lead

Toronto, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Experience: 7+ years of progressive experience in Payroll and People Operations, with at least 3+ years at a lead level within a fast-growing, global organization.
Posting language: English
Posted: Oct 6, 2026

Original job description

ABOUT APPLY

APPLY is the Agentic Customer Experience (ACx) partner for the world's most ambitious consumer and entertainment brands. We bring together deep domain expertise across Retail, CPG, Sports, and Media with AI-native delivery capability, designing and delivering agentic solutions that turn CX vision into commercial reality. We are the partner of choice for brands like Arc'teryx, NFL, Lululemon, and Kraft Heinz. For more information, visit applydigital.com.

LOCATION: APPLY is hybrid/remote friendly. The preferred candidate should be based in the Greater Toronto Area of Canada, working in hours that align to ET.

THE ROLE:

As a Payroll & Rewards Operations Lead, you’ll be a cornerstone of our global People Operations function, sitting at the intersection of global rewards and people analytics. You will drive the processes around payroll, benefits, HR system administration and support the programs that keep our People function running accurately and at scale. This is a high-ownership, detail-driven role for someone who thrives on compliant execution, data integrity, process optimization, and delivering a seamless experience across the entire employee lifecycle in a fast-growing, global organization.

\nRESPONSIBILITIES

Payroll Execution:

Oversee day-to-day payroll administration and processing, acting as an advisor to People & Culture Leads for life cycle events with complex payroll implications.
Take full accountability for overall payroll compliance and accuracy, validating all inputs and outputs across Canada, USA, UK, Chile, and EoR ahead of each cycle.
Provide backup payroll processing coverage to ensure uninterrupted, on-time payroll.
Monitor and improve data quality and speed when generating new employee profiles to seamlessly trigger the HRIS onboarding processes.
Partner with Finance to perform monthly general ledger reconciliations and ensure accurate accruals and cost forecasting for payroll and benefits-related expenses.
Collaborate on month-end close reporting, providing variance analysis and resolving discrepancies.

Total Rewards & Benefits

Serve as a subject matter expert across the global benefits programs (Canada, USA, UK, EoR), interfacing with benefits brokers, managing renewal dates, producing regular reporting and executing reconciliation processes.
Manage employee health benefits and retirement plan administration.
Collaborate with the People & Culture Director to evaluate benefit plan composition, utilization and renewal strategies.
Own total rewards communication and employee education programs that drive awareness and engagement.
Serve as the tier-2 escalation point for employee inquiry cases, resolving complex or sensitive issues.
Collaborate with People & Culture Leads to initiate, manage, and track leave of absences, aligned to global policy and compliance requirements.
Support recurring pay equity analysis in partnership with the People Operations Lead.

HRIS & Systems Administration:

Manage the day-to-day relationship with Deel, holding the vendor accountable for product enhancements and support levels.
Monitor day-to-day HiBob and Deel administration performed by People Operations Specialists, including regular data quality audits and ongoing system integrity monitoring.
Design and build HiBob and Deel workflow enhancements, administer complex edge-case scenarios, and leverage system data to deliver actionable Business Insights to leadership.
Support audit readiness and respond to internal and external audit requests with accurate, timely documentation.
Partner with People Operations and cross-functional teams to identify, design, and implement AI-enabled automations (e.g., using Claude) that streamline payroll, benefits, and HRIS processes, reduce manual effort, and improve data accuracy.

Analytics & Insights

Own the development and tracking of key People & Culture metrics, creating dashboards and data models that translate raw HRIS data into strategic analytics and insights for the global team.

REQUIREMENTS

7+ years of progressive experience in Payroll and People Operations, with at least 3+ years at a lead level within a fast-growing, global organization.
Experience with Canada and USA payroll (UK and Chilean experience an asset).
Proven track record of managing and supporting finance and payroll audits, ensuring accurate general ledger reconciliations and full audit readiness.
Proven experience administering payroll and total rewards across the employee lifecycle for a global employee base (compliance, benefits, and leave management).
High-ownership mentality with the ability to evaluate business opportunities and risks to make sound decisions independently and communicate to stakeholders.
Expert-level administration experience with HiBob (strongly preferred) or a comparable modern global HRIS (e.g., Workday, Rippling, BambooHR), including building complex workflows and automations.
Advanced proficiency with spreadsheets (VLOOKUPs, Pivot Tables, Index/Match) with experience translating raw HR data into dashboards and executive insights (Google Sheets preferred).
Experience managing sensitive payroll escalations or complex leave/benefits cases with empathy and discretion.
Compliance and audit mindset, with a strong attention to detail to identify anomalies and investigate root cause ahead of audit cycles.
Fluent in Spanish an asset.

Nice to Have

Experience working in a global People & Culture team, supporting workers across many countries.
Familiarity with employer of record models and tools like Deel, Remote, or Oyster.
Exposure to DEI, wellness, or internal communication initiatives.
Hands-on experience using generative AI tools (such as Claude) to build or improve workflows, reporting, or process documentation.

$105,000 - $125,000 a year

The salary range for this role is $105,000 - $125,000. We conduct regular benchmarking across various roles, similar industries, and levels to ensure fair compensation packages for all. We are committed to acknowledging each individual's unique strengths and contributions while rewarding the value that they deliver to the team.

LIFE AT APPLY

People are at the core of everything we do at APPLY. We provide you with modern tools, systems and approaches, value your time, safety, and health, and strive to build a work community where you can thrive and grow. Here are a few benefits we offer to support you:

Agentic Delivery: Our people work in a modern way to deliver client outcomes. Broaden your skills on a range of engagements with international brands that have a global impact.

An inclusive and safe environment: We’re truly committed to building a culture where you are celebrated and everyone feels welcome and safe.

AI & Strategic Upskilling: Accelerate your professional growth with generous training budgets and mentorship, with a specific focus on Agentic AI expertise and the critical human skills required for the future of work.

Generous vacation policy: Work-life balance is key to our team’s success, so we offer flexible personal time off (PTO); allowing ample time away from work to promote overall well-being.

Customizable benefits: Tailor your extended health and dental plan to your needs, priorities, and preferences.

Flexible work arrangements: We work in a variety of ways, from remote, to in-office, to a blend of both.

APPLY is a safe, respectful, and inclusive community where differences are celebrated. We are committed to equal opportunity and fostering a workplace where everyone belongs. Learn more in our Diversity, Equity, and Inclusion (DEI) section. For recruitment accommodations, please email careers@applydigital.com.

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More about this job

Responsibilities

The Payroll & Rewards Operations Lead will oversee global payroll execution, benefits administration, and HRIS system integrity. They will also partner with finance for reconciliations and leverage data to provide strategic insights for the People & Culture team.

Requirements

Candidates must have 7+ years of progressive experience in Payroll and People Operations, including at least 3 years at a lead level. Proficiency in modern HRIS platforms like HiBob and advanced spreadsheet skills are required, along with experience in Canadian and US payroll compliance.

Skills

Payroll administration
People operations
HRIS management
Total rewards
Benefits administration
Data analysis
Compliance
General ledger reconciliation
Process optimization
HiBob
Deel
Spreadsheet proficiency
Leave management
Pay equity analysis
Generative AI

Benefits

Flexible personal time off
Extended health plan
Dental plan
Training budget
Mentorship

Visa sponsorship

Not detected in the job text

Keywords

Payroll
People Operations
Total Rewards
HRIS
HiBob
Deel
Compliance
General Ledger
Benefits Administration
Data Analytics
Process Automation
Generative AI
Claude
Leave Management
Pay Equity
Variance Analysis
Employee Lifecycle
Global Payroll
Dashboarding
Stakeholder Management

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