Payroll Benefits Specialist

Caseware; Toronto; Hybrid; CAD 70,000 - 80,000; Full time

Benefits offered by this job

Discretionary bonus

Health insurance

Retirement plans

Hybrid work model

Job summary

Caseware, a leading Canadian fintech, is seeking a Payroll & Benefits Specialist in Toronto. You will manage end-to-end payroll across multiple countries and administer regional benefits, collaborating with People Operations and Finance to ensure accuracy and compliance.

You will drive payroll improvements, support integrations, and engage with external providers to deliver timely, accurate payroll and benefits, all within a hybrid Toronto work model.

Qualifications

• Post-secondary qualification in Business Admin, HR, or Accounting/payroll.
• 2–5 years' experience with UK & NL payrolls; Colombia a plus.
• Ceridian Dayforce experience is required.
• CIPP certification or in progress is a strong asset.
• Benefits administration experience is a plus.

Responsibilities

• Execute end-to-end payroll processing across UK, Netherlands, and Colombia, ensuring accuracy and regulatory compliance.
• Maintain payroll data for hires, terminations, changes, and leaves.
• Perform audits and reconciliations; resolve discrepancies prior to payroll approval.
• Support year-end activities and statutory reporting.
• Coordinate with external payroll providers and respond to inquiries.
• Identify opportunities to simplify and automate payroll processes.
• Participate in payroll implementations and process improvement initiatives.
• Administer employee benefits programs, enrollments, and changes.

Skills

Analytical skills

Strong communication

Collaborative approach

Service-oriented mindset

AI/Automation mindset

Discretion with confidential data

Education

Post-secondary education in Business Administration, Human Resources, or Accounting/payroll

Tools

Ceridian Dayforce

Job description

Caseware is one of Canada's original Fintech companies, having led the global audit and accounting software industry for over 30 years, with more than 500,000 users across 130 countries and available in 16 different languages. While you might not have heard of us (yet) over 36,000 accounting and audit professionals list Caseware as a skill on their LinkedIn profiles.

The Payroll & Benefits Specialist will be responsible for the end-to-end delivery of payroll across multiple countries while also supporting the administration of regional employee benefit programs. The role will work closely with People Operations, Finance, employees, and external payroll and benefits providers to ensure accurate, timely, and compliant payroll and benefits delivery.

In addition to day-to-day payroll and benefits responsibilities, the Specialist will contribute to payroll implementations, system enhancements, automation, and process improvement initiatives across the global function.

This is an existing vacancy.

This is a full-time, permanent position.

This role is hybrid. You will be required to work from our Toronto office 3-days a week, located at 351 King Street East, Toronto, ON

What you will be doing:

Payroll Responsibilities

• Execute end-to-end payroll processing across multiple countries based on business priorities (primarily UK, Netherlands, Colombia), ensuring payrolls are delivered accurately and on time in accordance with local tax laws, labor regulations, and company policies.
• Maintain accurate and up-to-date payroll data, including new hires, terminations, salary changes, benefits, leaves and other relevant information in the payroll system.
• Perform detailed payroll validation, audits, and reconciliations, investigating and resolving discrepancies prior to payroll approval.
• Support year-end and statutory payroll activities, ensuring required payroll reporting and filings are completed accurately and within applicable deadlines.
• Act as a key point of contact for external payroll providers, addressing questions, resolving processing issues, and ensuring timely follow-up on payroll-related matters.
• Respond to employee payroll inquiries in a timely, clear, and service-oriented manner, providing guidance and resolving payroll-related questions.
• Partner closely with People Operations and Finance to ensure accurate employee data, payroll reporting, funding and accounting requirements.
• Identify opportunities to simplify, standardize, and automate payroll processes, reducing manual effort and improving accuracy and operational efficiency.
• Participate in special projects, as needed.

Benefits Responsibilities

• Support the day-to-day administration of employee benefit programs, including pension and retirement plans, health and insurance benefits, enrollments, contribution changes, employee updates, and provider coordination, in accordance with company policies and local requirements.
• Coordinate new hire benefit enrollment, employee benefit changes and benefit terminations, ensuring information is accurately and timely communicated to benefit providers.
• Act as a key operational contact for external benefits, pension, and insurance providers.
• Respond to employee benefits inquiries, providing clear information and helping employees navigate enrollment processes and benefit provider resources.
• Support benefits communications and employee education initiatives to improve awareness and the overall employee experience.
• Support benefit renewals and other benefits-related projects as required.

What you will bring:

• Post-secondary education, ideally in Business Administration, Human Resources, or Accounting/payroll
• 2-5 years of working experience with UK & Netherland payrolls, with experience supporting additional international payrolls specifically Colombia considered an asset.
• Experience working with Ceridian Dayforce is a must
• CIPP certification or working towards it, or an equivalent valid for the UK/EU is a strong asset.
• Experience with benefits administration is an asset.
• Strong analytical and problem-solving skills with excellent attention to detail.
• Strong communication skills and a collaborative approach to working with employees, People Operations, Finance, and external providers.
• A service-oriented mindset with a strong focus on the employee experience.
• Comfortable working with HRIS, payroll, and benefits systems and learning new technology.
• A continuous-improvement mindset, with an interest in harnessing AI, automation, and technology to streamline processes, solve problems, and create better employee experiences.
• Ability to handle confidential employee and payroll information with discretion.
• Experience applying AI or automation tools to improve accuracy, efficiency, or reporting in a payroll context is an asset.

Salary range

The annual base salary for this position is between $70,000 CAD and $80,000 CAD per year.

This role is also eligible for discretionary bonus and/or commission, as well as other benefits. Actual pay within the listed range will be determined based on factors such as transferable skills, relevant experience, market conditions, and primary work location. The posted range is subject to change and may be updated periodically.

What's in it for you:

• Innovation is at our core.
• We are committed to a collaborative culture, where your ideas are valued, and knowledge sharing is encouraged within a supportive, inclusive team.
• Work-life balance is important to us. We offer flexible work options, remote opportunities, and generous time-off policies to ensure a healthy work-life balance.
• We offer competitive compensation, including a competitive salary and comprehensive benefits such as health insurance and retirement plans.
• We are driven by impactful work. Your contributions directly affect how our clients manage financial processes and drive their success.
• Recognition and rewards matter to us. We celebrate hard work through recognition programs, performance bonuses, and opportunities for career growth.
• We embrace global opportunities. Work on international projects and collaborate with a diverse, global team.

About Caseware:

Caseware's cutting-edge software products are meticulously designed for accounting firms, corporations, and governments. Our teams are continually collaborating, innovating, and building upon our existing suite of products. With a customer-focused mindset, we are building technology that is shaping what the future of audits, financial reporting, and financial data analytics will look like.

With a recent strategic investment from Hg Capital in 2020, Caseware is now in its next major growth phase as we double down on the people and products that have made Caseware so successful to date.

One of Caseware's core values is Many Voices, One Team and with that in mind, we're dedicated to building teams as diverse as our customers in an equitable and inclusive way. We welcome and encourage candidates of all backgrounds to apply. Should you require accommodations or have any questions at any point during the application or interview process, please e-mail our People Operations team at [e-mail].

AI Usage:

The recruitment process may use AI assisted tools but not for candidate screening or assessment. All final hiring decisions are made by humans to ensure fairness, transparency, and oversight.

Any candidates successful in obtaining an offer for a position will need to successfully complete a background check through Certn.co which typically includes an Identity Verification and Criminal Record Check. Executives and Senior Managers will undergo a Soft Credit Check as well. Candidates residing in the Netherlands and Germany are excluded from undergoing background checks via Certn.co